CAPSTAR BROADCASTING CORP
10-Q, 1999-05-17
RADIO BROADCASTING STATIONS
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<PAGE>   1
 
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                UNITED STATES SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549
 
                                   FORM 10-Q
           [X]   QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF
                      THE SECURITIES EXCHANGE ACT OF 1934
 
                 FOR THE QUARTERLY PERIOD ENDED MARCH 31, 1999
 
                                       OR
 
           [ ]   TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF
                      THE SECURITIES EXCHANGE ACT OF 1934
 
                FOR THE TRANSITION PERIOD FROM        TO
 
                        COMMISSION FILE NUMBER 001-14107
 
                             ---------------------
 
                        CAPSTAR BROADCASTING CORPORATION
 
             (Exact name of Registrant as specified in its charter)
 
<TABLE>
<S>                                             <C>
                  DELAWARE                                       74-2833106
(State or other jurisdiction of incorporation       (I.R.S. Employer Identification No.)
              or organization)
 
             600 CONGRESS AVENUE                                    78701
                 SUITE 1400                                      (Zip Code)
                AUSTIN, TEXAS
  (Address of principal executive offices)
</TABLE>
 
                                 (512) 340-7800
              (Registrant's telephone number, including area code)
 
                             ---------------------
 
     Indicate by check mark whether Capstar Broadcasting Corporation ("Capstar
Broadcasting") (1) has filed all reports required to be filed by Section 13 or
15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or
for such shorter period that the registrant was required to file such reports),
and (2) has been subject to such filing requirements for the past 90
days.  Yes  [X]  No [ ]
 
     Indicate the number of shares outstanding of each of Capstar Broadcasting's
classes of common stock, as of the latest practicable date: As of May 1, 1999,
Capstar Broadcasting had outstanding (i) 34,092,350 shares of Class A Common
Stock, par value $.01 per share, ("Class A Common Stock"), (ii) 6,081,723 shares
of Class B Common Stock, par value $.01 per share, ("Class B Common Stock"), and
(iii) 67,538,121 shares of Class C Common Stock, par value $.01 per share
("Class C Common Stock").
 
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- --------------------------------------------------------------------------------
<PAGE>   2
 
                                   FORM 10-Q
 
                               TABLE OF CONTENTS
 
<TABLE>
                                                                        PAGE
                                                                       NUMBER
                                                                         --
<S>      <C>                                                           <C>
         PART I -- FINANCIAL INFORMATION
Item 1.  Financial Statements:
         CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
         Consolidated Balance Sheets as of December 31, 1998 and
         March 31, 1999 (unaudited)..................................    3
         Consolidated Statements of Operations for the three months
         ended March 31, 1998 and 1999 (unaudited)...................    4
         Condensed Consolidated Statements of Cash Flows for the
         three months ended March 31, 1998 and 1999 (unaudited)......    5
         Notes to Consolidated Financial Statements (unaudited)......    6
Item 2.  Management's Discussion and Analysis of Financial Condition
         and Results of Operations...................................   12
Item 3.  Quantitative and Qualitative Disclosure About Market Risk...   20
 
         PART II -- OTHER INFORMATION
Item 1.  Legal Proceedings...........................................   21
Item 6.  Exhibits and Reports on Form 8-K............................   22
</TABLE>
 
     As used in this Quarterly Report on Form 10-Q, unless the context otherwise
requires, (i) "Capstar Broadcasting" refers to Capstar Broadcasting Corporation,
(ii) the "Company" collectively refers to Capstar Broadcasting and its
subsidiaries, (iii) "Capstar Partners" refers to Capstar Broadcasting Partners,
Inc., the outstanding common stock of which is wholly-owned by Capstar
Broadcasting, (iv) "Capstar Radio" refers to Capstar Radio Broadcasting
Partners, Inc., a direct wholly-owned subsidiary of Capstar Partners, and (v)
"Capstar Communications" refers to Capstar Communications, Inc. (formerly known
as SFX Broadcasting, Inc.), an indirect subsidiary of Capstar Radio.
 
                                        2
<PAGE>   3
 
                        PART I -- FINANCIAL INFORMATION
 
ITEM 1. FINANCIAL STATEMENTS.
 
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
                          CONSOLIDATED BALANCE SHEETS
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
                                  (UNAUDITED)
 
                                     ASSETS
 
<TABLE>
<CAPTION>
                                                              DECEMBER 31,   MARCH 31,
                                                                  1998          1999
                                                              ------------   ----------
<S>                                                           <C>            <C>
Current assets:
  Cash and cash equivalents.................................   $   17,117    $   12,583
  Accounts receivable, net of allowance for doubtful
    accounts of $8,352 and $8,085, respectively.............      112,846        91,900
  Prepaid expenses and other current assets.................       20,121        23,474
                                                               ----------    ----------
        Total current assets................................      150,084       127,957
Property and equipment, net.................................      248,920       252,004
Intangibles and other, net..................................    4,240,378     4,210,887
Other non-current assets....................................       23,620        37,837
                                                               ----------    ----------
        Total assets........................................   $4,663,002    $4,628,685
                                                               ==========    ==========
 
                         LIABILITIES AND STOCKHOLDERS' EQUITY
 
Current liabilities:
  Current portion of long-term debt.........................   $   29,834    $   39,891
  Accounts payable..........................................       15,387        14,240
  Accrued liabilities.......................................       68,269        68,048
  Income taxes payable......................................       30,471         3,572
                                                               ----------    ----------
        Total current liabilities...........................      143,961       125,751
  Long-term debt, net of current portion....................    1,748,755     1,769,923
  Deferred income taxes.....................................    1,163,156     1,149,563
                                                               ----------    ----------
        Total liabilities...................................    3,055,872     3,045,237
Commitments and contingencies
Redeemable preferred stock of subsidiaries:
  Capstar Broadcasting Partners, Inc., $.01 par value,
    10,000 shares authorized, 1,196 shares issued and
    outstanding, aggregate liquidation preference of
    $119,624 and $123,212, respectively.....................      113,699       116,756
  Capstar Communications, Inc., Series E Cumulative
    Exchangeable Preferred Stock, $.01 par value, 4,150
    shares authorized, 1,266 and 1,346 shares issued and
    outstanding, respectively, aggregate liquidation
    preference of $133,944 and $138,150, respectively.......      148,669       152,511
Stockholders' equity:
  Preferred stock, $.10 par value, 1,000 shares authorized,
    none issued.............................................           --            --
  Common stock, Class A, voting $.01 par value, 750,000
    shares authorized, 33,986 and 33,997 shares issued and
    outstanding, respectively...............................          340           340
  Common stock, Class B, nonvoting, $.01 par value, 150,000
    shares authorized, 6,082 shares issued and
    outstanding.............................................           61            61
  Common stock, Class C, voting, $.01 par value, 150,000
    shares authorized, 67,538 shares issued and
    outstanding.............................................          675           675
  Additional paid-in capital................................    1,503,201     1,504,144
  Stock subscriptions receivable............................       (2,694)       (2,773)
  Unearned compensation.....................................       (4,893)       (4,397)
  Accumulated deficit.......................................     (151,928)     (183,869)
                                                               ----------    ----------
        Total stockholders' equity..........................    1,344,762     1,314,181
                                                               ----------    ----------
        Total liabilities and stockholders' equity..........   $4,663,002    $4,628,685
                                                               ==========    ==========
</TABLE>
 
   The accompanying notes are an integral part of the consolidated financial
                                  statements.
 
                                        3
<PAGE>   4
 
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
                     CONSOLIDATED STATEMENTS OF OPERATIONS
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
                                  (UNAUDITED)
 
<TABLE>
<CAPTION>
                                                              FOR THE THREE MONTHS
                                                                 ENDED MARCH 31,
                                                              ---------------------
                                                                1998        1999
                                                              ---------   ---------
<S>                                                           <C>         <C>
Gross broadcast revenue.....................................  $ 70,086    $155,721
Less agency commissions.....................................    (6,011)    (13,716)
                                                              --------    --------
Net broadcast revenue.......................................    64,075     142,005
                                                              --------    --------
Operating expenses:
  Programming, technical and news...........................    15,780      29,855
  Sales and promotion.......................................    18,009      39,059
  General and administrative................................    13,971      23,272
Corporate expenses..........................................     3,757       6,306
Corporate expenses -- noncash compensation..................    15,793       2,002
LMA fees....................................................     1,871         319
Depreciation and amortization...............................    11,032      36,439
Merger, nonrecurring and systems development expense........        --       2,548
                                                              --------    --------
Operating income (loss).....................................   (16,138)      2,205
Other income (expense):
  Interest expense..........................................   (15,897)    (40,958)
  Interest income...........................................       454         216
  Other.....................................................      (134)       (145)
                                                              --------    --------
Loss before benefit for income taxes and dividends and
  accretion on preferred stock of subsidiaries..............   (31,715)    (38,682)
Benefit for income taxes....................................     4,962      13,640
Dividends and accretion on preferred stock of
  subsidiaries..............................................     3,052       6,899
                                                              --------    --------
Net loss....................................................  $(29,805)   $(31,941)
                                                              ========    ========
Basic and diluted loss per common share:
  Net loss..................................................  $  (0.65)   $  (0.30)
                                                              ========    ========
Weighted average common shares outstanding..................    46,131     107,610
                                                              ========    ========
</TABLE>
 
   The accompanying notes are an integral part of the consolidated financial
                                  statements.
 
                                        4
<PAGE>   5
 
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
                CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
                                  (UNAUDITED)
 
<TABLE>
<CAPTION>
                                                              FOR THE THREE MONTHS
                                                                ENDED MARCH 31,
                                                              --------------------
                                                                1998        1999
                                                              ---------   --------
<S>                                                           <C>         <C>
Cash flows from operating activities:
          Net cash used in operating activities.............  $  (1,029)  $ (5,937)
                                                              ---------   --------
Cash flows from investing activities:
  Proceeds from sale of broadcasting property...............     52,335         --
  Purchase of property and equipment........................     (4,162)   (11,788)
  Payments for acquisitions, net of cash acquired...........   (307,391)   (14,714)
  Payments for pending acquisitions.........................     (8,138)    (2,036)
  Other investing activities, net...........................       (353)     4,072
                                                              ---------   --------
          Net cash used in investing activities.............   (267,709)   (24,466)
                                                              ---------   --------
Cash flows from financing activities:
  Proceeds from long-term debt and credit facilities........    105,600     61,000
  Repayment of long-term debt and credit facilities.........   (248,256)   (34,928)
  Payments of financing related costs.......................         --       (330)
  Net proceeds from issuance of common stock................    556,631        127
  Payments on subscribed stock..............................      1,562         --
  Purchase of common stock..................................       (484)        --
                                                              ---------   --------
          Net cash provided by financing activities.........    415,053     25,869
                                                              ---------   --------
Net increase (decrease) in cash and cash equivalents........    146,315     (4,534)
Cash and cash equivalents at beginning of period............     70,059     17,117
                                                              ---------   --------
Cash and cash equivalents at end of period..................  $ 216,374   $ 12,583
                                                              =========   ========
</TABLE>
 
   The accompanying notes are an integral part of the consolidated financial
                                  statements.
 
                                        5
<PAGE>   6
 
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
                   NOTES TO CONSOLIDATED FINANCIAL STATEMENTS
                                 MARCH 31, 1999
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
                                  (UNAUDITED)
 
NOTE 1 -- BASIS OF PRESENTATION
 
     Information with respect to the three month periods ended March 31, 1998
and 1999 is unaudited. The accompanying unaudited consolidated financial
statements have been prepared in accordance with generally accepted accounting
principles ("GAAP") for interim financial information and with the instructions
to Form 10-Q and Article 10 of Regulation S-X. Accordingly, they do not include
all of the information and footnotes required by GAAP for complete financial
statements. In the opinion of management, the unaudited interim consolidated
financial statements contain all adjustments considered necessary for a fair
presentation. Operating results for the three month period ended March 31, 1999
are not necessarily indicative of the results that may be expected for the year
ended December 31, 1999, or for any other interim period. For further
information, refer to the consolidated financial statements and footnotes
thereto for the year ended December 31, 1998 for Capstar Broadcasting included
in the Form 10-K of Capstar Broadcasting (Commission File No. 001-14107).
 
     The consolidated financial statements include the accounts of Capstar
Broadcasting, and its direct and indirect wholly-owned subsidiaries. All
significant intercompany accounts and transactions have been eliminated in
consolidation.
 
NOTE 2 -- INCOME (LOSS) PER SHARE
 
     Capstar Broadcasting computes earnings per share ("EPS") under the
provisions of SFAS No. 128 which establishes standards for computing and
presenting EPS.
 
     At March 31, 1998 and 1999, Capstar Broadcasting had 3,129 and 6,731
options and warrants to purchase common shares outstanding, respectively. These
options and warrants were excluded from the computation of diluted earnings per
share as their inclusion would be anti-dilutive given Capstar Broadcasting's net
loss.
 
NOTE 3 -- CHANCELLOR MERGER AGREEMENT
 
     On August 26, 1998, Capstar Broadcasting and Chancellor Media Corporation
("Chancellor Media"), an affiliate of Capstar Broadcasting, entered into a
merger agreement (the merger agreement was subsequently amended and restated
effective April 29, 1999). Under the merger agreement:
 
     - Chancellor Media will acquire Capstar Broadcasting in a merger between a
       wholly-owned subsidiary of Chancellor Media and Capstar Broadcasting,
       with Capstar Broadcasting surviving the merger as a wholly-owned
       subsidiary of Chancellor Media;
 
     - each share of Class A Common Stock, Class B Common Stock and Class C
       Common Stock will represent 0.4955 shares of common stock in Chancellor
       Media;
 
     - each Capstar Broadcasting stock option and warrant that is outstanding
       and unexercised immediately prior to the merger will be assumed by
       Chancellor Media and will thereafter be an option or warrant to acquire
       0.4955 shares of common stock of Chancellor Media;
 
     - each share of Chancellor Media common stock will remain equal to one
       share of Chancellor Media common stock; and
 
     - each share of Chancellor Media preferred stock will remain equal to one
       share of Chancellor preferred stock.
 
                                        6
<PAGE>   7
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
           NOTES TO CONSOLIDATED FINANCIAL STATEMENTS -- (CONTINUED)
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
 
     The completion of the merger depends on the satisfaction of a number of
conditions. There can be no assurance that all of the conditions to the merger
will be satisfied. Either company may waive compliance with the conditions at
its discretion if permitted by law.
 
NOTE 4 -- RECENT ACCOUNTING PRONOUNCEMENT
 
     In June 1998, the FASB issued SFAS No. 133, "Accounting for Derivative
Instruments and Hedging Activities," which establishes accounting and reporting
standards for derivative instruments and for hedging activities. It requires
that an entity recognize all derivatives as either assets or liabilities in the
statement of financial position and measure those instruments at fair value.
This pronouncement is effective for all fiscal quarters of fiscal years
beginning after June 15, 1999. Management does not believe the implementation of
this accounting pronouncement will have a material effect on its consolidated
financial statements.
 
NOTE 5 -- ACQUISITIONS AND DISPOSITIONS OF BROADCASTING PROPERTIES
 
     During the three months ended March 31, 1999, Capstar Broadcasting acquired
11 FM and 3 AM radio stations and related broadcast equipment through several
acquisitions, all of which have been accounted for under the purchase method of
accounting. Accordingly, the purchase price has been allocated to the assets and
liabilities acquired based upon their fair values at the date of acquisition.
The excess purchase price over the fair value of net tangible assets acquired is
allocated to intangible assets, primarily FCC licenses. The results of
operations associated with the acquired radio stations have been included in the
accompanying consolidated financial statements from the dates of acquisition.
 
     Acquisition activity during the three months ended March 31, 1999 was as
follows. All consideration paid for the acquisitions scheduled below consisted
solely of cash.
 
<TABLE>
<CAPTION>
                                          STATIONS
                                          ACQUIRED
                                          ---------
TRANSACTION                               FM    AM    DATE OF ACQUISITION   PURCHASE OF    COST
- -----------                               ---   ---   -------------------   -----------   -------
<S>                                       <C>   <C>   <C>                   <C>           <C>
Appalachian Broadcasting Company,
  Inc...................................   1    --    February 1999           Assets      $ 1,056
Noalmark Broadcasting Corp..............   1     1    March 1999              Assets        3,395
Champion Broadcasting Corporation.......   9     2    March 1999              Assets       12,539
                                                                                          -------
                                                                                          $16,990
                                                                                          =======
</TABLE>
 
     The acquisitions during the three months ended March 31, 1999 are
summarized in the aggregate as follows:
 
<TABLE>
<CAPTION>
                                                            FOR THE
                                                          THREE MONTHS
                                                             ENDED
                                                           MARCH 31,
                                                              1999
                                                          ------------
<S>                                                       <C>
Consideration:
  Cash.................................................     $15,522
  Acquisition costs....................................       1,468
                                                            -------
          Total........................................     $16,990
                                                            =======
Assets acquired:
  Property and equipment...............................     $ 4,639
  Intangible assets....................................      12,351
                                                            -------
          Total........................................     $16,990
                                                            =======
</TABLE>
 
                                        7
<PAGE>   8
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
           NOTES TO CONSOLIDATED FINANCIAL STATEMENTS -- (CONTINUED)
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
 
     On March 18, 1999, Capstar Broadcasting contributed to Muzak Holdings LLC
("Muzak Holdings") Capstar Broadcasting's Muzak affiliate territories in
Atlanta, Albany and Macon, Georgia and Ft. Myers, Florida in exchange for voting
membership units in Muzak Holdings. On May 3, 1999, Capstar Broadcasting
contributed to Muzak Holdings its Muzak affiliate territory located in Omaha,
Nebraska that Capstar Broadcasting acquired from Triathlon Broadcasting Company
on April 30, 1999, in exchange for additional voting membership units in Muzak
Holdings. The value of the membership units in Muzak Holdings that Capstar
Broadcasting then held was approximately $20,500, subject to a working capital
adjustment to be finalized. The investment in Muzak Holdings represents the book
value of the net assets contributed, which approximates fair market value. Upon
completion of the contribution of the Omaha affiliate territory, Capstar
Broadcasting then held approximately 22.87% of the then outstanding voting power
of Muzak Holdings.
 
     The following unaudited proforma summary presents the consolidated results
of operations for the three months ended March 31, 1998 and 1999 as if all the
acquisitions and dispositions completed through March 31, 1999 had occurred at
the beginning of 1998. These pro forma results have been prepared for
comparative purposes only and do not purport to be indicative of what would have
occurred had the acquisitions and dispositions been made as of that date or of
results which may occur in the future.
 
<TABLE>
<CAPTION>
                                                              FOR THE THREE MONTHS
                                                                 ENDED MARCH 31,
                                                              ---------------------
                                                                1998        1999
                                                              ---------   ---------
<S>                                                           <C>         <C>
Net revenue.................................................  $125,562    $139,371
                                                              ========    ========
Net loss....................................................   (56,303)    (33,839)
                                                              ========    ========
Basic and diluted loss per common share.....................     (0.52)      (0.31)
                                                              ========    ========
</TABLE>
 
     Subsequent to March 31, 1999, Capstar Broadcasting acquired 22 FM and 10 AM
radio stations and related broadcast equipment through the acquisition of
Triathlon Broadcasting Company ("Triathlon") for aggregate consideration in cash
of approximately $201,000. This acquisition was funded with borrowings from the
Company's credit facility. In order to consummate the acquisition of Triathlon,
Capstar Broadcasting was required to dispose of certain radio stations in the
Colorado Springs, Colorado, Spokane, Washington and Wichita, Kansas markets.
Therefore, concurrently with the acquisition of Triathlon, Capstar Broadcasting
sold 1 FM and 3 AM radio stations (all of which were owned by Triathlon) in the
Colorado Springs and Spokane markets to Citadel Broadcasting Company ("Citadel")
for $10,000 in cash and exchanged radio station KSPZ-FM for KKLI-FM in the
Colorado Springs market with Citadel. In addition, Capstar Broadcasting placed 2
FM and 3 AM radio stations from the Wichita market (one of which was an existing
Capstar Broadcasting AM station) into trust pending the sale of the stations. As
a result of the above transactions, Capstar Broadcasting added 19 FM and 5 AM
radio stations in six markets to its portfolio of radio stations.
 
     Subsequent to March 31, 1999, Capstar Broadcasting disposed of one AM
station and related broadcast equipment for approximately $500 in cash.
 
     Additionally, Capstar Broadcasting has entered into the following;
 
     - one agreement to acquire two additional FM stations in Harrisburg,
       Pennsylvania for approximately $12,750;
 
     - one agreement to dispose of one AM station for approximately $500; and
 
     - an agreement to acquire the software development business of LAN
       International, Inc.
 
     Upon completion of the pending transactions, Capstar Broadcasting will own
and operate 340 stations in primarily mid-sized markets located throughout the
United States. Consummation of each of the pending
                                        8
<PAGE>   9
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
           NOTES TO CONSOLIDATED FINANCIAL STATEMENTS -- (CONTINUED)
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
 
transactions is subject to numerous conditions, including governmental
approvals. Accordingly, the actual date of consummation of each of the pending
transactions may vary from the anticipated closing dates. No assurances can be
given that any or all of the pending transactions will be consummated or that,
if completed, they will be successful.
 
NOTE 6 -- COMMITMENTS AND CONTINGENCIES
 
     On July 13, 1998, Noddings Investment Group, Inc. and Noddings Warrant
Limited Partnership filed Civil Action No. 16538 in the Court of Chancery of the
State of Delaware in and for New Castle County against Capstar Communications.
Noddings alleges that Capstar Communications breached a warrant agreement that
Noddings contends requires Capstar Communications to permit Noddings to exercise
warrants in exchange for cash and shares of stock of SFX Entertainment, Inc.
Specifically, Noddings alleges that Capstar Communications, has violated the
warrant agreement by permitting Noddings to receive cash in exchange for its
warrants, but refusing to convey shares of stock of SFX Entertainment. In
addition to suing on its own behalf, Noddings is seeking to prosecute the action
on behalf of a putative class comprised of all persons who owned equivalent
warrants on April 21, 1998 (the date immediately following the record date of
the distribution of stock of SFX Entertainment to holders of the stock of SFX)
and their transferees and successors in interest. Noddings has requested that
the Court:
 
     - declare that on the exercise of its warrants Capstar Communications
       transmit to plaintiffs and members of the class that it seeks to
       represent $22.3725 in cash per warrant and 0.2983 shares of common stock
       of SFX Entertainment per warrant,
 
     - require Capstar Communications to pay 0.2983 shares of common stock of
       SFX Entertainment per warrant and, (if not previously paid) $22.3725 in
       cash, to any putative class member that has exercised or exercises
       warrants after April 20, 1998,
 
     - in the alternative, award plaintiffs and members of the putative class
       monetary damages in an amount to be determined at trial, and
 
     - award costs and attorneys' fees.
 
In March 1999, the court issued an opinion dismissing two of Noddings' counts
and granted summary judgment in favor of Noddings on one count. The court held
that Noddings is entitled to 0.2983 shares of SFX Entertainment, Inc. stock per
warrant. Both parties have filed a notice of appeal.
 
     On July 24, 1998 in connection with the acquisition of Triathlon
Broadcasting Company, Capstar Broadcasting was notified of an action filed on
behalf of all holders of depository shares of Triathlon against Triathlon, its
directors, and Capstar Broadcasting. The action was filed in the Court of
Chancery of the State of Delaware in and for New Castle County, Delaware. The
complaint alleges that Triathlon and its directors breached their fiduciary
duties to the class of depository shareholders by agreeing to a transaction with
Capstar Broadcasting that allegedly favored the Class A common shareholders of
Triathlon at the expense of the depository shareholders. Capstar Broadcasting is
accused of knowingly aiding and abetting the breaches of fiduciary duties
allegedly committed by the other defendants. The complaint seeks to have the
action certified as a class action and seeks to enjoin the Triathlon acquisition
or, in the alternative, seeks monitory damages in an unspecified amount. On
February 12, 1999, the parties signed a Memorandum of Understanding that
provides for the settlement of the lawsuit. The amount of the settlement will
equal $0.11 additional consideration for each depository share owned by any
class member at the effective time of the Triathlon acquisition. Capstar
Broadcasting also agreed not to oppose plaintiff's counsel's application for
attorney's fees and expenses in the aggregate amount of $150. The proposed
settlement is contingent upon a confirmatory discovery by the plaintiff,
executive of a definitive settlement agreement and court approval.
 
                                        9
<PAGE>   10
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
           NOTES TO CONSOLIDATED FINANCIAL STATEMENTS -- (CONTINUED)
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
 
     Capstar Broadcasting is subject to various legal proceedings and claims
that arise in the ordinary course of its business. In the opinion of management,
the amount of ultimate liability with respect to these actions will not have a
material impact on the consolidated financial position or results of operations
or cash flows of Capstar Broadcasting.
 
NOTE -- SEGMENT INFORMATION
 
     In 1998, the Company adopted SFAS No. 131, "Disclosures about Segments of
an Enterprise and Related Information." The Company is engaged principally in
one line of business-ownership and management of radio broadcast stations
("Radio") which represents more than 95% of consolidated net revenue. Radio is
the Company's only reportable segment. Operating segments categorized as "Other"
include results of insignificant operations and income and expense not allocated
to reportable segments.
 
     The Company evaluates the performance of its operating segments and
allocates resources to them based on their net revenue and broadcast cash flow
("BCF") which consists of operating income before merger, nonrecurring and
systems development expense; depreciation, amortization, LMA fees, non-cash
compensation expense, and corporate expenses.
 
     The Company has developed an operating structure designed to manage a large
and growing number of radio stations throughout the United States. The Radio
segment is operationally organized into six regions.
 
     The table below presents information about the reportable and "Other"
operating segments. The prior period's segment information has been restated to
conform with the current period's presentation. For the three months ended March
31, 1998 and 1999, segment data includes intersegment revenues.
 
<TABLE>
<CAPTION>
                                                               RADIO     OTHER     TOTAL
                                                              --------   ------   --------
<S>                                                           <C>        <C>      <C>
1998:
  Net revenue...............................................  $ 60,844   $3,231   $ 64,075
  BCF.......................................................    16,099      216     16,315
1999:
  Net revenue...............................................   137,266    6,332    143,598
  BCF.......................................................    50,719     (508)    50,211
</TABLE>
 
     A reconciliation of total segment net revenue to total consolidated net
revenue and of total segment BCF to total consolidated loss before benefit for
income taxes and extraordinary item, for the three months ended March 31, 1998
and 1999 is as follows:
 
<TABLE>
<CAPTION>
                                                                1998       1999
                                                              --------   --------
<S>                                                           <C>        <C>
NET REVENUE
Total segment net revenue...................................  $ 64,075   $143,598
Elimination of intersegment net revenue.....................        --     (1,593)
                                                              --------   --------
  Consolidated net revenue..................................  $ 64,075   $142,005
                                                              ========   ========
</TABLE>
 
                                       10
<PAGE>   11
               CAPSTAR BROADCASTING CORPORATION AND SUBSIDIARIES
 
           NOTES TO CONSOLIDATED FINANCIAL STATEMENTS -- (CONTINUED)
                     (THOUSANDS, EXCEPT PER SHARE AMOUNTS)
 
<TABLE>
<CAPTION>
                                                                1998       1999
                                                              --------   --------
<S>                                                           <C>        <C>
BCF
Total BCF for reportable segments...........................  $ 16,315   $ 50,211
Corporate Expenses..........................................    (3,757)    (6,306)
Corporate expenses -- noncash compensation..................   (15,793)    (2,002)
LMA fees....................................................    (1,871)      (319)
Depreciation and Amortization...............................   (11,032)   (36,439)
Merger, nonrecurring and other expense......................        --     (2,548)
Nonoperating expenses.......................................   (15,577)   (40,887)
Intercompany profit.........................................        --       (392)
                                                              --------   --------
Consolidated loss before income taxes and dividends and
  accretion on preferred stock of subsidiaries..............  $(31,715)  $(38,682)
                                                              ========   ========
</TABLE>
 
                                       11
<PAGE>   12
 
ITEM 2. MANAGEMENT'S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS
OF OPERATIONS.
 
GENERAL
 
     In Management's Discussion and Analysis, management explains the general
financial condition and the results of operations of Capstar Broadcasting
including:
 
     - what factors affect Capstar Broadcasting's business;
 
     - what Capstar Broadcasting's earnings and costs were in 1998 and 1999;
 
     - why those earnings and costs were different from the period before;
 
     - where Capstar Broadcasting's earnings come from;
 
     - how all of this affects Capstar Broadcasting's overall financial
       condition;
 
     - what Capstar Broadcasting's expenditures for acquisitions and other
       capital needs were in the first quarter of 1999 and what management
       expects them to be for the remainder of the year; and
 
     - where cash will come from to pay for future capital expenditures and debt
       service obligations.
 
     As you read this Management's Discussion and Analysis, it may be helpful to
refer to Capstar Broadcasting's Consolidated Financial Statements on pages 3
through 5. In Management's Discussion and Analysis, management analyzes and
explains the changes in the specific line items in the consolidated statements
of operations and other data. You should know that these changes are not
historically comparable because of the numerous acquisitions and dispositions
that Capstar Broadcasting has completed since its inception. Management's
analysis may be important to you in making decisions about your investments in
Capstar Broadcasting.
 
     Capstar Broadcasting and Chancellor Media have agreed to merge. The merger
with Chancellor Media may impact many of the matters discussed in this
Management's Discussion and Analysis, including earnings, results of operations,
expenses, liquidity and capital resources.
 
     Management believes that it is important to discuss advertising revenues
and seasonal fluctuations of advertising revenues, two factors that have a
strong influence on Capstar Broadcasting's business performance:
 
     - Advertising Revenues. Capstar Broadcasting's revenues are derived
       primarily from the sale of time to local and national advertisers. These
       revenues are affected by the advertising rates that Capstar Broadcasting
       is able to charge and the number of advertisements that can be broadcast
       without jeopardizing listener levels (and resulting ratings). Advertising
       rates tend to be based upon demand for a station's advertising inventory
       and its ability to attract audiences in targeted demographic groups, as
       measured principally by Arbitron. Capstar Broadcasting attempts to
       maximize revenues for each of its stations by adjusting rates based upon
       local market conditions, controlling advertising inventory and creating
       demand and audience ratings.
 
     - Seasonality. Seasonal revenue fluctuations are common in the radio
       broadcasting industry and are due primarily to fluctuations in
       advertising expenditures by local and national advertisers. Advertising
       expenditures are typically lowest in the first calendar quarter and
       highest in the second and fourth calendar quarters of each year. Capstar
       Broadcasting's operating results in any period may be affected by the
       occurrence of advertising and promotion expenses that do not produce
       commensurate revenues in the period in which the expenditures are made.
       Because Arbitron reports audience ratings on a quarterly basis, Capstar
       Broadcasting's ability to realize revenues as a result of increased
       advertising and promotional expenses and any resulting audience ratings
       improvements may be delayed for several months.
 
     In the following analysis, management discusses broadcast cash flow and
EBITDA (before noncash compensation expense, LMA fees and merger, nonrecurring
and systems development expense) because they are measures widely used in the
broadcasting industry to evaluate a radio company's operating performance.
 
                                       12
<PAGE>   13
 
Broadcast cash flow consists of operating income before depreciation,
amortization, corporate expenses, LMA fees, noncash compensation expense and
merger nonrecurring and systems development expense. EBITDA (before noncash
compensation expense, LMA fees and merger, nonrecurring and systems development
expense) consists of operating income before depreciation, amortization, LMA
fees, noncash compensation expense fees and merger, nonrecurring and systems
development expense. You should know that broadcast cash flow and EBITDA (before
noncash compensation expense, LMA fees and merger, nonrecurring and systems
development expense) are not measures of performance calculated in accordance
with GAAP. Accordingly, you should also review Capstar Broadcasting's operating
income, cash flows from operating activities and other income or cash flow
statements that are prepared in accordance with GAAP.
 
RESULTS OF OPERATIONS
 
     The following table presents summary supplemental historical consolidated
financial data of Capstar Broadcasting for the three months ended March 31, 1998
and 1999 and should be read in conjunction with the consolidated financial
statements of Capstar Broadcasting and the related notes included elsewhere in
this Quarterly Report on Form 10-Q.
 
<TABLE>
<CAPTION>
                                                               FOR THE THREE MONTHS
                                                                  ENDED MARCH 31,
                                                              -----------------------
                                                                 1998         1999
                                                              ----------   ----------
                                                              (DOLLARS IN THOUSANDS,
                                                              EXCEPT PER SHARE DATA)
<S>                                                           <C>          <C>
Operating Data:
  Net revenue...............................................   $ 64,075     $142,005
  Station operating expenses................................     47,760       92,186
  Corporate expenses........................................      3,757        6,306
  Noncash compensation expense(1)...........................     15,793        2,002
  LMA fees..................................................      1,871          319
  Depreciation and amortization.............................     11,032       36,439
  Merger, nonrecurring and systems development expense......         --        2,548
  Operating income (loss)...................................    (16,138)       2,205
  Interest expense..........................................     15,897       40,958
  Net loss..................................................    (29,805)     (31,941)
  Basic and diluted loss per common share...................   $  (0.65)    $  (0.30)
  Weighted average common shares outstanding................     46,131      107,610
Other Data:
  Broadcast cash flow.......................................   $ 16,315     $ 49,819
  Broadcast cash flow margin................................       25.5%        35.1%
  EBITDA (before noncash compensation expense, LMA fees and
     merger, nonrecurring and systems development
     expense)...............................................     12,558       43,513
</TABLE>
 
- ---------------
 
(1) Consists of noncash compensation charges resulting from the grant of
    warrants, options and stock subscriptions.
 
THREE MONTHS ENDED MARCH 31, 1999 COMPARED TO THREE MONTHS ENDED MARCH 31, 1998
 
     Net Revenue. Net revenue increased $77.9 million or 121.6% to $142.0
million in the three months ended March 31, 1999 from $64.1 million in the three
months ended March 31, 1998. This increase was attributable to the acquisitions
of radio stations and revenue generated from stations being operated by
Chancellor Media pursuant to an LMA. On a same store basis, for stations owned
or operated, LMA fees earned and other non-radio operations as of March 31,
1999, net revenue increased $13.8 million or 11.0% to $139.4 million from $125.6
million in the three months ended March 31, 1998. The increase was primarily
attributable to growth in the sale of time to local and national advertisers.
 
     Station Operating Expenses. Station operating expenses increased $44.4
million or 93.0% to $92.2 million in the three months ended March 31, 1999 from
$47.8 million in the three months ended March 31, 1998.
                                       13
<PAGE>   14
 
On a same store basis, for stations owned or operated, LMA fees earned and other
non-radio operations as of March 31, 1999, operating expenses increased $8.4
million or 10.4% to $89.8 million from $81.4 million in the three months ended
March 31, 1998. As a percent of revenue, historical operating expenses have
declined from 74.5% in 1998 to 64.9% in 1999 as a result of cost savings
measures implemented by Capstar Broadcasting in connection with its acquisitions
and the spreading of fixed costs over a larger revenue base.
 
     Corporate Expenses. Corporate expenses increased $2.5 million or 67.8% to
$6.3 million in the three months ended March 31, 1999 from $3.8 million in the
same period during 1998 primarily as a result of higher salary expense for
additional staffing. As a percent of revenue, historical corporate expenses have
declined from 5.9% in 1998 to 4.4% in 1999 as a result of cost savings measures
implemented by Capstar Broadcasting in connection with its acquisitions and the
spreading of fixed costs over a larger revenue base.
 
     Other Operating Expenses. Depreciation and amortization increased $25.4
million or 230.3% to $36.4 million in the three months ended March 31, 1999 from
$11.0 million in the same period in 1998 primarily due to radio station
acquisitions consummated in 1998 and the first quarter of 1999. Noncash
compensation expense related to certain options, warrants and stockholder
non-recourse notes decreased $13.8 million or 87.3% to $2.0 million in 1999 from
$15.8 million in 1998 due a significant increase in the fair value of the Class
A Common Stock during the first quarter of 1998 compared to an insignificant
change in the fair value of the Class A Common Stock in the first quarter of
1999. In quarter ended March 31, 1999, Capstar Broadcasting has recorded merger,
nonrecurring and systems development expense of $2.5 million which consisted of
$1.1 million of investment banking, legal and other expense related to the
pending merger with Chancellor Media, $0.7 million consisting primarily of
startup costs associated with Capstar Broadcasting's sales training initiative
and $0.7 million of business process reengineering and training expense incurred
in connection with Capstar Broadcasting's development of the Galaxy(TM) system.
 
     Other Income (Expense). Interest expense increased $25.1 million or 157.6%
to $41.0 million in the three months ended March 31, 1999 from $15.9 million in
the same period in 1998 primarily due to the interest expense associated with
indebtedness incurred in connection with Capstar Broadcasting's acquisitions.
 
     Net Loss. As a result of the factors described above, net loss increased by
$2.1 million to a $31.9 million net loss in the three months ended March 31,
1999 from a $29.8 million net loss in the three months ended March 31, 1998.
 
     Broadcast Cash Flow. As a result of the factors described above, broadcast
cash flow increased $33.5 million or 205.4% to $49.8 million in the three months
ended March 31, 1999 from $16.3 million in the three months ended March 31,
1998. The broadcast cash flow margin was 35.1% in the three months ended March
31, 1999 as compared to 25.5% in the same period in 1998. On a same store basis,
for stations owned or operated, LMA fees earned and other non-radio operations
as of March 31, 1999, broadcast cash flow increased $5.4 million or 12.2% to
$49.5 million from $44.1 million in the three months ended March 31, 1998.
 
     EBITDA (before noncash compensation expense, LMA fees and merger,
nonrecurring and systems development expense). As a result of the factors
described above, EBITDA (before noncash compensation expense, LMA fees and
merger, nonrecurring and systems development) increased $30.9 million or 246.5%
to $43.5 million in the three months ended March 31, 1999 from $12.6 million in
the three months ended March 31, 1998. The EBITDA (before noncash compensation
expense, LMA fees and merger, nonrecurring and systems development) margin
increased to 30.6% in 1999 from 19.6% in 1998.
 
LIQUIDITY AND CAPITAL RESOURCES
 
     Capstar Broadcasting's acquisition strategy requires a great deal of
capital. Capstar Broadcasting has historically used the proceeds of bank debt,
debt offerings, equity offerings and cash flow from operations to fund the
implementation of its acquisition strategy. Capstar Broadcasting's business has
generated sufficient cash flow from operations to finance its existing
operations and debt service requirements, and management anticipates that this
will continue to be the case. A brief summary of each of Capstar Broadcasting's
outstanding debt or preferred equity instruments follows.
 
                                       14
<PAGE>   15
 
     In February 1997, Capstar Partners issued its 12 3/4% Senior Discount Notes
due 2009 (the "12 3/4% Capstar Partners Notes") at a substantial discount from
their aggregate principal amount at maturity of $277.0 million. The 12 3/4%
Capstar Partners Notes pay no cash interest until August 1, 2002. Accordingly,
the carrying value will increase through accretion until August 1, 2002. As of
March 31, 1999, the outstanding principal balance was $195.0 million. Beginning
on August 1, 2002, Capstar Partners will pay interest of approximately $17.7
million semi-annually on February 1 and August 1 of each year until maturity on
February 1, 2009.
 
     In June 1997, Capstar Radio issued its 9 1/4% Senior Subordinated Notes due
2007 (the "9 1/4% Capstar Radio Notes".) As of March 31, 1999, the outstanding
principal balance was $199.3 million. Capstar Radio pays interest payments of
$9.25 million on the 9 1/4% Capstar Radio Notes semi-annually on January 1 and
July 1 of each year. The 9 1/4% Capstar Radio Notes mature on July 1, 2007.
 
     In June 1997, Capstar Partners issued 1,000,000 shares of its 12% Senior
Exchangeable Preferred Stock (the "12% Capstar Partners Preferred Stock").
Capstar Partners is required to pay dividends on the 12% Capstar Partners
Preferred Stock semi-annually on January 1 and July 1 of each year at a rate of
$12.00 per share. Until July 1, 2002, dividends may be paid, at Capstar
Partners' option, either in cash or in additional shares of 12% Capstar Partners
Preferred Stock. Since issuance, Capstar Partners has paid the required dividend
in additional shares. Capstar Partners intends to continue to pay the dividend
in additional shares, rather than cash, through July 1, 2002. As of May 1, 1999,
1,196,236 shares of the 12% Capstar Partners Preferred Stock were issued and
outstanding with a liquidation preference equal to $100.00 per share or
approximately $119.6 million, excluding accrued dividends of $4.0 million.
 
     In May 1998, Capstar Broadcasting borrowed $150.0 million from Chancellor
Media. The loan bears interest at a rate of 12% per annum (subject to increase
in certain circumstances), payable quarterly, of which 5/6 is payable in cash
and 1/6 is, at Capstar Broadcasting's option, either payable in cash or added to
the principal amount of the loan. The interest rate will increase by two percent
per annum, retroactive to May 29, 1998, because Capstar Broadcasting will not
have satisfied the requirement that it complete acquisitions with an aggregate
purchase price of $100.0 million with Chancellor Media under an exchange
agreement with Chancellor Media by May 29, 1999. Such increased interest will
not be required to be paid until August 2, 1999. In addition, Capstar
Broadcasting may elect to defer the 5/6 portion payable in cash, in which case
the loan would bear interest at a rate of 14% per annum. Through March 31, 1999,
Capstar Broadcasting has not elected to defer any portion of the interest due,
and Capstar Broadcasting has paid approximately $15.1 million to Chancellor
Media. In the future, Capstar Broadcasting does not anticipate deferring any
portion of the interest payments. The loan matures in May 2018, provided that
Capstar Broadcasting may prepay all or part of the outstanding principal balance
and, in certain circumstances, Chancellor Media will have the right to require
Capstar Broadcasting to prepay part of the outstanding principal balance. One
such circumstance was the consummation of the Triathlon acquisition. If
Chancellor Media elects to require prepayment, installment payments will be
permitted as follows: (i) $25,000,000 on August 2, 1999; (ii) $50,000,000 on
November 1, 1999; and (iii) the balance remaining on January 31, 2000; provided
however that Capstar Broadcasting may defer any such payments if it would breach
a covenant under the instruments that govern the indebtedness of Capstar
Broadcasting.
 
     Capstar Communications has outstanding its 10 3/4% Senior Subordinated
Notes due 2006 (the "10 3/4% CCI Notes") and its 11 3/8% Senior Subordinated
Notes due 2000 (the "11 3/8% CCI Notes"). Capstar Communications pays interest
of approximately $15.8 million on the 10 3/4% CCI Notes semi-annually on May 15
and November 15 of each year. The 10 3/4% CCI Notes mature on May 15, 2006.
Capstar Communications pays interest of approximately $32,000 on the 11 3/8% CCI
Notes semi-annually on April 1 and October 1 of each year. The 11 3/8% CCI Notes
mature on October 1, 2000. As of March 31, 1999, the outstanding principal
balances were $322.6 million and $566,000 on the 10 3/4% CCI Notes and 11 3/8%
CCI Notes, respectively.
 
     Capstar Communications has outstanding its Series E Cumulative Exchangeable
Preferred Stock ("CCI Series E Preferred Stock"). Capstar Communications is
required to pay dividends on the CCI Series E Preferred Stock semi-annually on
January 15 and July 15 of each year at the rate per share of $12.625 per
 
                                       15
<PAGE>   16
 
year. Until January 15, 2002, Capstar Communications may pay dividends either in
cash or in additional shares of CCI Series E Preferred Stock. Since July 15,
1998, Capstar Communications has paid the required dividend by issuing
additional shares. Capstar Communications intends to continue to pay the
dividend in additional shares, rather than cash, through January 15, 2002. As of
May 1, 1999, 1,346,091 shares of the CCI Series E Preferred Stock were issued
and outstanding with a liquidation preference equal to $100.00 per share or
approximately $134.6 million, excluding accrued dividends of $5.0 million.
 
     The merger with Chancellor Media will result in a change of control under
Capstar Broadcasting's indebtedness and preferred stock, and Capstar
Broadcasting's subsidiaries will be obligated to purchase the notes and the
preferred stock from the holders thereof at an offer price in cash equal to 101%
of the aggregate principal amount or liquidation preference, as applicable, plus
accrued and unpaid interest or dividends, as applicable, if any, thereon.
Capstar Broadcasting anticipates paying for the change in control offers out of
cash from operating activities.
 
     In addition to the debt and equity described above, Capstar Broadcasting is
a party to a credit facility under which Capstar Radio is the borrower. The
credit facility consists of a $500 million revolving loan, a $450 million A Term
Loan and a $400 million B Term Loan. Pursuant to the credit facility and subject
to bank availabilities and approvals, Capstar Broadcasting may request
additional term loans and revolving credit loans in an aggregate amount up to
$550 million. The interest rate under the Capstar Broadcasting credit facility
is a floating rate. On May 1, 1999, Capstar Broadcasting had borrowings of
approximately $1,131.0 million outstanding under the Capstar Broadcasting credit
facility comprised of $284.0 million in revolving loans, $450.0 million under
the A Term Loan and $397.0 million under the B Term Loan, with a weighted
average effective interest rate of 7.3% per annum. On May 1, 1999, $205.7
million was available for borrowing, subject to financial convenants contained
in the credit facility and the indentures that govern the indebtedness of
Capstar Broadcasting's subsidiaries. Beginning August 31, 1999, the A Term Loan
will require scheduled annual principal payments, payable quarterly, of $45
million for the first year, $67.5 million in the second and third years, $90
million for the fourth and fifth years, and two quarterly payments of $45
million during the final year commencing August 31, 2004. The B Term Loan
requires scheduled annual principal payments, payable quarterly, of $4 million
in years 1999 through 2003, $180 million in 2004 and $200 million in 2005. In
April 1999, the credit facility was amended to, among other things, permit the
merger with Chancellor Media and related transactions to be consummated;
increase the leverage ratio required to be maintained by Capstar Radio during
the period from April 1, 1999 through September 30, 2000; increase the pricing
of the credit facility beginning January 1, 2000; and permit a proposed
amendment of the $150 million note payable by Capstar Broadcasting to Chancellor
Media.
 
     In May 1998, Capstar Broadcasting purchased a $8.5 million letter of credit
reimbursement obligation owing from R. Steven Hicks to Bankers Trust Company. In
April 1999, the $8.5 million indebtedness of R. Steven Hicks currently owing to
Capstar Broadcasting was satisfied upon the transfer by R. Steven Hicks to
Capstar Broadcasting of a license issued by the FCC to operate a new FM
broadcast station on Channel 290C2 located in Round Rock, Texas.
 
     In connection with the sales of assets and the spin-off of SFX
Entertainment, Inc., Capstar Communications incurred an estimated federal income
tax liability of approximately $93.0 million. SFX Entertainment, Inc.
indemnified Capstar Communications for all of the estimated tax liability. These
estimated federal income taxes were paid prior to March 31, 1999.
 
     Chancellor Media is providing services for eleven large market stations
under separate LMAs with Capstar Broadcasting for approximately $49.4 million
per year. In addition, Chancellor Media has agreed to acquire such stations in
exchange for radio stations to be identified by Capstar Broadcasting over a
three-year period beginning in May 1998, with corresponding decreases in the
amount of the LMA fees as stations are exchanged. From January 1, 1999 to March
31, 1999, Chancellor Media has paid Capstar Broadcasting approximately $12.4
million in LMA fees. For the remainder of 1999, Capstar Broadcasting expects to
receive approximately $37.0 in LMA fees from Chancellor Media. During the
pendency of the merger with Chancellor Media, Capstar Broadcasting does not
anticipate effecting any exchanges with Chancellor Media.
 
                                       16
<PAGE>   17
 
Chancellor Media is currently assessing whether the terms of the letter
agreement will be modified upon the consummation of the merger with Chancellor
Media.
 
     In addition to debt service and tax liabilities, Capstar Broadcasting's
principal liquidity requirements in 1999 will be for working capital and general
corporate purposes, including capital expenditures estimated at $42.0 million,
to consummate its pending acquisitions and, as appropriate opportunities arise,
to acquire additional radio stations or complementary broadcast-related
businesses. Capstar Broadcasting believes that the disposition of certain
assets, cash from operating activities, LMA fees from Chancellor Media, together
with available revolving credit borrowings under the its credit facility, should
be sufficient to permit Capstar Broadcasting to meet its obligations. Capstar
Broadcasting will need to find another source of funds for the $15.0 million
needed to consummate the LAN International, Inc. acquisition. Capstar
Broadcasting anticipates funding the acquisition through a promissory note
issued to the seller. No assurances can be given that Capstar Broadcasting will
be able to find an alternative source of funds. In the future, Capstar
Broadcasting may require additional financing, either in the form of additional
debt or equity securities. Capstar Broadcasting evaluates potential acquisition
opportunities on an on-going basis and has had, and continues to have,
preliminary discussions concerning the purchase of additional stations. Capstar
Broadcasting expects that in connection with the financing of future
acquisitions, it may consider disposing of stations in its current markets.
 
     Capstar Broadcasting has guaranteed its credit facility and the outstanding
bank indebtedness of two limited liability companies in the amount of
approximately $27.2 million and $24.1 million in each of which entities Capstar
Broadcasting holds a 30% non-voting equity interest, and may in the future be
required to repay such indebtedness. Through March 31, 1999, Capstar
Broadcasting has performed as guarantor on these notes paying $4.2 million in
principal and interest.
 
     Capstar Broadcasting is a holding company with no significant assets other
than the capital stock of its direct and indirect subsidiaries. Consequently,
its sole source of cash from which to service indebtedness is dividends
distributed or other payments made to it by its operating subsidiaries. The
instruments governing Capstar Broadcasting's indebtedness contain certain
covenants that restrict or prohibit the ability of subsidiaries to pay dividends
and make other distributions. These restrictions are not anticipated to have an
impact on Capstar Broadcasting's ability to meet its cash obligations.
 
     Net cash used in operating activities was approximately $1.0 million and
$5.9 million for the three months ended March 31, 1998 and 1999, respectively.
Changes in Capstar Broadcasting's net cash provided by operating activities are
primarily the result of completed acquisitions and station operating agreements
entered into during the periods and their effects on income from operations and
working capital requirements.
 
     Net cash used in investing activities was $267.7 million and $24.5 million
for the three months ended March 31, 1998 and 1999, respectively. Net cash
provided by financing activities was $415.1 million and $25.9 million for the
three months ended March 31, 1998 and 1999, respectively. These cash flows
primarily reflect borrowings, capital contributions and expenditures for
stations acquisitions and dispositions.
 
FORWARD LOOKING STATEMENTS
 
     This Quarterly Report on Form 10-Q contains forward looking statements. The
words "anticipate," "believe," "expect," "plan," "intend," "estimate,"
"project," "foresee," "will," "could," "may" and similar expressions are
intended to identify forward looking statements. Such statements reflect Capstar
Broadcasting's current views with respect to future events and financial
performance and involve risks and uncertainties, including without limitation
business conditions and growth in the industry and the general economy,
competitive factors, changes in interest rates, the failure or inability to
renew one or more of Capstar Broadcasting's broadcasting licenses, and
regulatory developments affecting Capstar Broadcasting's operations and the
acquisitions and dispositions described elsewhere in this Quarterly Report on
Form 10-Q. Should one or more of these risks or uncertainties occur, or should
underlying assumptions prove incorrect, actual results may vary materially and
adversely from those indicated.
 
                                       17
<PAGE>   18
 
RECENT ACCOUNTING PRONOUNCEMENT
 
     In June 1998, the FASB issued SFAS No. 133, "Accounting for Derivative
Instruments and Hedging Activities," which establishes accounting and reporting
standards for derivative instruments and for hedging activities. It requires
that an entity recognize all derivatives as either assets or liabilities in the
statement of financial position and measure those instruments at fair value.
This pronouncement is effective for all fiscal quarters of fiscal years
beginning after June 15, 1999. Management does not believe the implementation of
this accounting pronouncement will have a material effect on its consolidated
financial statements.
 
IMPACT OF THE YEAR 2000 ISSUE
 
     The Year 2000 issue concerns the inability of computer programs and
embedded computer chips to properly recognize and process date sensitive
information when the year changes to 2000, or "00". Systems that do not properly
recognize such information could generate erroneous data or cause a system to
fail causing disruption in the operations of a company.
 
     A company-wide inventory and assessment of Capstar Broadcasting's systems
and operations began in December 1996, and is continuing, to identify any
software or hardware systems, equipment with embedded chips or processors, and
non-information technology systems, such as telephone, voicemail and HVAC
systems, which do not properly recognize dates after December 31, 1999.
Concurrently with its company-wide assessment, Capstar Broadcasting is
developing and is in the process of implementing its Year 2000 compliance
program. Capstar Broadcasting is utilizing both internal and external resources
to identify its compliance. In addition, as part of its acquisition and
consolidation strategy, Capstar Broadcasting assesses and, as necessary,
remediates or replaces the systems of acquired companies and stations with Year
2000 compliant systems.
 
     Initially, Capstar Broadcasting has identified StarSystem(TM), its digital
automation systems, its advertising scheduling and billing systems and its
accounting systems as the mission critical systems to evaluate for Year 2000
compliance. The list of Capstar Broadcasting's mission critical systems may be
expanded, however, upon completion of its company-wide inventory and assessment.
If remediations or replacements are not made, are not completed on time, or are
insufficient to prevent systems failures or other disruptions, the Year 2000
issue could have a material adverse impact on Capstar Broadcasting's results of
operations and financial condition.
 
     Management has determined that the software underlying StarSystem(TM) is
Year 2000 compliant. StarSystem's(TM) wide area computer network is, however,
dependent on the systems of Capstar Broadcasting's telecommunications services
providers. Capstar Broadcasting sent a questionnaire to each of its
telecommunications services providers asking it to update Capstar Broadcasting
on the status of its Year 2000 compliance. Based on the telecommunications
services providers responses to such questionnaires, the providers appear to be
Year 2000 compliant.
 
     Management has been assured by its vendors that Capstar Broadcasting's
digital automation systems are Year 2000 compliant. Capstar Broadcasting has
tested over 50% of these systems to insure their Year 2000 compliance and
expects to complete testing of all of these systems by year end.
 
     Capstar Broadcasting employs advertising scheduling and billing systems at
each of its stations. Capstar Broadcasting has received Year 2000 compliance
certificates from the vendors providing the software applications underlying
Capstar Broadcasting's existing advertising scheduling and billing systems,
certifying that such applications are Year 2000 compliant. Not all of the
hardware underlying Capstar Broadcasting's existing advertising scheduling and
billing systems are Year 2000 compliant. As part of Capstar Broadcasting's
capital improvement program, Capstar Broadcasting is replacing its Year 2000
noncompliant advertising scheduling and billing systems. Management estimates
that such hardware replacement will be completed by the end of August 1999 at a
total cost of approximately $90,000.
 
     Capstar Broadcasting utilizes purchased software programs for it financial
applications and office automation. Capstar Broadcasting has received Year 2000
compliance certificates from the venders providing
 
                                       18
<PAGE>   19
 
these software packages, certifying that such packages are Year 2000 compliant.
Capstar Broadcasting is currently testing these systems to insure their Year
2000 compliance.
 
     Capstar Broadcasting has determined that some of its telephone systems are
not Year 2000 compliant. As part of Capstar Broadcasting's Year 2000 compliance
efforts and its capital improvement program, management intends to remediate or
replace such telephone systems by the end of September 1999 at a current
estimated cost of approximately $150,000.
 
     In addition to identifying, assessing and remediating or replacing its
mission critical systems, Capstar Broadcasting is assessing its exposure from
external sources to Year 2000 failures. Capstar Broadcasting relies on
third-party providers for key services such as telecommunications and utilities.
Interruption of these services could, in management's view, have a material
adverse impact on the operations of Capstar Broadcasting. Capstar Broadcasting
has begun sending questionnaires to each of these and other significant third
party providers asking them to update Capstar Broadcasting on the status of
their Year 2000 compliance. Until those questionnaires are returned and
reviewed, Capstar Broadcasting will be unable to fully assess the potential for
disruption in its programming and operations arising from this third party risk.
If Capstar Broadcasting does not receive reasonable assurance regarding Year
2000 compliance from any provider of these services, Capstar Broadcasting will
then develop contingency plans, to the extent possible, to address its exposure.
 
     Costs specifically associated with ensuring that Capstar Broadcasting's
systems and the systems of third parties on which Capstar Broadcasting is
dependent are Year 2000 compliant are currently expected to be approximately
$1.0 million, of which approximately $700,000 has been incurred to date. These
cost estimates are subject to change once Capstar Broadcasting has fully
assessed its systems and responses are obtained from third party vendors and
service providers. Any change in cost may be material. Funding of these costs is
anticipated to come from cash flows generated by business operations and/or
borrowings under Capstar Broadcasting's credit facility.
 
     Capstar Broadcasting is in the process of identifying the most reasonably
likely worst case scenarios that may affect its operations due to Year 2000
noncompliance of Capstar Broadcasting's systems or the systems of third parties.
Initially, Capstar Broadcasting believes that the failure of its advertising
scheduling and billing systems and the temporary loss of power at some of its
stations due to Year 2000 noncompliance are the most reasonably likely worst
case scenarios. Many of Capstar Broadcasting's stations and transmitter sites
currently have on-site generators in the event of power outages. As part of
Capstar Broadcasting's capital improvement program, management has begun
installation of generators at each of its remaining stations and transmitter
sites and expects to have approximately 98% coverage of its stations and
transmitter sites by December 31, 1999. Capstar Broadcasting believes that the
upgrade of the hardware on its existing advertising scheduling and billing
systems and the installation of generators at substantially all of its stations
will resolve possible disruptions in the business operations of Capstar
Broadcasting that would result from such risks. Capstar Broadcasting may
identify additional worst case scenarios once it has fully assessed its mission
critical systems and obtained responses from third party vendors and service
providers. Capstar Broadcasting expects to develop other contingency plans to
mitigate the possible disruption in business operations that may result from
Capstar Broadcasting's systems or the systems of third parties that are not Year
2000 compliant.
 
     Based on the nature of Capstar Broadcasting's business and dispersed
geographical locations, Capstar Broadcasting believes that it may experience
some disruption in its business due to the impact of the Year 2000 issue.
Management presently believes, however, that Capstar Broadcasting is taking
appropriate steps to assess and control its Year 2000 issues. If Capstar
Broadcasting does not complete all phases of its Year 2000 compliance program
and remediations or replacements are not made, are not completed on time, or are
insufficient to prevent systems failures or other disruptions, the Year 2000
issue could have a material adverse impact on Capstar Broadcasting's results of
operations and financial condition. Capstar Broadcasting does not currently have
any contingency plans in the event that it does not complete all phases of its
Year 2000 compliance program. Capstar Broadcasting is continually assessing the
status of completion of its Year 2000 compliance program and, as necessary, will
determine whether any such contingency plans are necessary.
 
                                       19
<PAGE>   20
 
ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURE ABOUT MARKET RISK.
 
     Market risk represents the risk of loss that may impact the financial
position, results of operations or cash flows of Capstar Broadcasting due to
adverse changes in financial and commodity market prices and rates. Capstar
Broadcasting is exposed to market risk in the areas of changes in the Unites
States and international borrowing rates (i.e. prime rate or LIBOR).
 
INTEREST RATE RISK MANAGEMENT
 
     In January 1997, Capstar Broadcasting entered into an interest rate swap
agreement (a derivative instrument) designated as a partial hedge of Capstar
Broadcasting's portfolio of variable rate debt. The purpose of the swap is to
reduce certain exposures to interest rate fluctuations. At March 31, 1999, this
interest rate swap had a notional amount of $26.0 million, and a portfolio value
of variable debt outstanding in the amount of $936.0 million. Under the
agreement, Capstar Broadcasting is receiving a weighted-average variable rate
equal to LIBOR and paying a weighted-average fixed interest rate of 6.34%. The
weighted-average LIBOR rate applicable to this agreement was 4.97% at March 31,
1999. Interest expense was increased by $170,000 and $74,000 in the year ended
December 31, 1998 and the three months ended March 31,1999, respectively.
Notional amounts do not quantify risk or represent assets or liabilities of
Capstar Broadcasting, but are used in the determination of cash settlements
under the agreements. The interest rate swap agreement matures on January 31,
2000.
 
     The fair value of the interest rate swap is estimated by obtaining
quotations from brokers. The fair value of the interest rate swap agreement as
of March 31, 1999 is approximately negative $326,000, which is the estimate of
the amount Capstar Broadcasting would have to pay as of March 31, 1999 if the
contract was transferred to other parties or cancelled by the broker. Management
believes that potential, near-term losses in future earnings from reasonably
possible near-term changes in market rates will be immaterial.
 
     The following table represents the notional amount and expected interest
rates that exist during the term of the interest rate swap agreement. The
notional amount is used to calculate the contractual payments to be exchanged
under the contract. The variable rates are based on implied forward rates in the
yield curve at the reporting date.
 
     In the normal course of business, Capstar Broadcasting also faces risks
that are either non-financial or non-quantifiable. Such risks principally
include credit risk and legal risk and are not represented in the following
table.
 
<TABLE>
<CAPTION>
                                                                                FAIR
                                                             1999      2000     VALUE
                                                            -------   -------   -----
<S>                                                         <C>       <C>       <C>
INTEREST RATE DERIVATIVE
Variable to Fixed:
Notional amount (in thousands)............................  $26,000   $26,000   $(326)
                                                                                (loss)
  Average pay rate........................................     6.34%     6.34%
  Average receive rate....................................     5.50%     5.75%
</TABLE>
 
                                       20
<PAGE>   21
 
                          PART II -- OTHER INFORMATION
 
ITEM 1. LEGAL PROCEEDINGS.
 
     On August 29, 1997, two lawsuits were commenced against SFX Broadcasting
Inc. (currently Capstar Communications, Inc., an indirect subsidiary of Capstar
Broadcasting) and its directors in the Court of Chancery of the State of
Delaware (New Castle County). The plaintiffs in the lawsuits are Harbor Finance
Partners (C.A. No. 15891) and Steven Lieberman (C.A. No. 15901). The complaints
are identical and allege that the consideration to be paid as a result of the
SFX acquisition to the holders of the CCI Class A Common Stock is unfair and
that the individual defendants have breached their fiduciary duties. Both
complaints seek to have the actions certified as class actions and seek to
enjoin the SFX acquisition or, in the alternative, monetary damages. The
defendants have filed answers denying the allegations, and discovery has
commenced. The parties have agreed that the lawsuits may be consolidated in one
action entitled In Re SFX Broadcasting, Inc. Shareholders Litigation (C.A. No.
15891). On March 17, 1998, the parties entered into a Memorandum of
Understanding, pursuant to which the parties reached an agreement providing for
a settlement of the action. Pursuant to the settlement, SFX agreed not to seek
an amendment to the SFX merger agreement to reduce the consideration to be
received by the stockholders of SFX in the SFX acquisition in order to offset
the indemnity obligations of SFX Entertainment Inc., a former subsidiary of SFX.
The settlement also provides for SFX to pay plaintiff's counsel an aggregate of
$950,000, including all fees and expenses as approved by the court. The
settlement is conditioned on the consummation of the SFX acquisition (which has
been consummated), completion of the confirmatory discovery (which has been
completed) and approval of the court. Pursuant to the settlement, the defendants
have denied, and continue to deny, that they have acted in bad faith or breached
any fiduciary duty. The parties expect to submit the settlement documents soon
to the court for its approval. However, there can be no assurance that the court
will approve the settlement.
 
     On July 13, 1998, Noddings Investment Group, Inc. and Noddings Warrant
Limited Partnership filed Civil Action No. 16538 in the Court of Chancery of the
State of Delaware in and for New Castle County against Capstar Communications.
Noddings alleges that Capstar Communications breached a warrant agreement that
Noddings contends requires Capstar Communications to permit Noddings to exercise
warrants in exchange for cash and shares of stock of SFX Entertainment, Inc.
Specifically, Noddings alleges that Capstar Communications, has violated the
warrant agreement by permitting Noddings to receive cash in exchange for its
warrants, but refusing to convey shares of stock of SFX Entertainment. In
addition to suing on its own behalf, Noddings is seeking to prosecute the action
on behalf of a putative class comprised of all persons who owned equivalent
warrants on April 21, 1998 (the date immediately following the record date of
the distribution of stock of SFX Entertainment to holders of the stock of SFX)
and their transferees and successors in interest. Noddings has requested that
the Court:
 
     - declare that on the exercise of its warrants Capstar Communications
       transmit to plaintiffs and members of the class that it seeks to
       represent $22.3725 in cash per warrant and 0.2983 shares of common stock
       of SFX Entertainment per warrant,
 
     - require Capstar Communications to pay 0.2983 shares of common stock of
       SFX Entertainment per warrant and, (if not previously paid) $22.3725 in
       cash, to any putative class member that has exercised or exercises
       warrants after April 20, 1998,
 
     - in the alternative, award plaintiffs and members of the putative class
       monetary damages in an amount to be determined at trial, and
 
     - award costs and attorneys' fees.
 
In March 1999, the court issued an opinion dismissing two of Noddings' counts
and granted summary judgment in favor of Noddings on one count. The court held
that Noddings is entitled to 0.2983 shares of SFX Entertainment, Inc. stock per
warrant. Both parties have filed a notice of appeal.
 
     On July 24, 1998 in connection with the acquisition of Triathlon
Broadcasting Company, Capstar Broadcasting was notified of an action filed on
behalf of all holders of depository shares of Triathlon against
 
                                       21
<PAGE>   22
 
Triathlon, its directors, and Capstar Broadcasting. The action was filed in the
Court of Chancery of the State of Delaware in and for New Castle County,
Delaware. The complaint alleges that Triathlon and its directors breached their
fiduciary duties to the class of depository shareholders by agreeing to a
transaction with Capstar Broadcasting that allegedly favored the Class A common
shareholders of Triathlon at the expense of the depository shareholders. Capstar
Broadcasting is accused of knowingly aiding and abetting the breaches of
fiduciary duties allegedly committed by the other defendants. The complaint
seeks to have the action certified as a class action and seeks to enjoin the
Triathlon acquisition or, in the alternative, seeks monitory damages in an
unspecified amount. On February 12, 1999, the parties signed a Memorandum of
Understanding that provides for the settlement of the lawsuit. The amount of the
settlement will equal $0.11 additional consideration for each depository share
owned by any class member at the effective time of the Triathlon acquisition.
Capstar Broadcasting also agreed not to oppose plaintiff's counsel's application
for attorney's fees and expenses in the aggregate amount of $150,000. The
proposed settlement is contingent upon a confirmatory discovery by the
plaintiff, executive of a definitive settlement agreement and court approval.
 
     On September 9, 1998, Capstar Broadcasting was notified of an action filed
on behalf of all owners of securities of Chancellor Media against Chancellor
Media, Hicks, Muse, Tate & Furst, Inc. ("Hicks, Muse") and the individual
directors of Hicks, Muse in the Court of Chancery of the State of Delaware in
and for New Castle County, Delaware. While the complaint does not name Capstar
Broadcasting as a defendant, the complaint alleges that Chancellor Media and its
directors breached their duties to the alleged class by entering into an "overly
generous offer for Capstar assets." The action is relevant to Capstar
Broadcasting because inter alia, the plaintiff seeks an injunction prohibiting
the proposed merger with Chancellor Media. As Capstar Broadcasting is not a
defendant in this action, Capstar Broadcasting has no obligation to appear or
participate.
 
     Capstar Broadcasting is also involved in various other claims and lawsuits
which are generally incidental to its business. Capstar Broadcasting is
vigorously contesting all of these matters and believes that the ultimate
resolution of these matters and those mentioned above will not have a material
adverse affect on its consolidated financial position or results of operation.
 
     See Part I Item 1 Note 6 to the March 31, 1999 unaudited financial
statements.
 
ITEM 6. EXHIBITS AND REPORTS ON FORM 8-K.
 
     (a) Exhibits
 
<TABLE>
<CAPTION>
        EXHIBIT
         NUMBER                                  DESCRIPTION
        -------                                  -----------
<C>                      <S>
           2.1           -- Amended and Restated Agreement and Plan of Merger, dated
                            as of April 29, 1999, among Chancellor Media Corporation,
                            Capstar Broadcasting Corporation, CBC Acquisition
                            Company, Inc. and CMC Merger Sub, Inc.*
           2.2           -- Amended and Restated Voting Agreement, dated as of April
                            29, 1999, among Chancellor Media Corporation, Capstar
                            Broadcasting Corporation, Capstar Broadcasting Partners,
                            L.P., Thomas O. Hicks and R. Steven Hicks.*
          10.1           -- Second Amendment and Waiver, dated as of April 23, 1999,
                            among Capstar Broadcasting Corporation, Capstar
                            Broadcasting Partners, Inc., Capstar Radio Broadcasting
                            Partners, Inc. and the financial institutions party
                            thereto.*
          10.2           -- Second Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and Paul
                            D. Stone.*
          10.3           -- Second Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and
                            William S. Banowsky, Jr.*
          10.4           -- Second Amendment to Employment Agreement, dated March 15,
                            1999, between Capstar Broadcasting Corporation and D.
                            Geoffrey Armstrong.*
          10.5           -- Third Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and R.
                            Steven Hicks.*
</TABLE>
 
                                       22
<PAGE>   23
 
<TABLE>
<CAPTION>
        EXHIBIT
         NUMBER                                  DESCRIPTION
        -------                                  -----------
<C>                      <S>
          10.6           -- Second Amendment to Warrant, dated April 29, 1999,
                            between Capstar Broadcasting Corporation and William S.
                            Banowsky, Jr.*
          10.7           -- Second Amendment to Warrant, dated April 29, 1999,
                            between Capstar Broadcasting Corporation and Paul D.
                            Stone.*
          10.8           -- Amendment to Warrants, dated April 29, 1999, between
                            Capstar Broadcasting Corporation and R. Steven Hicks.*
          10.9           -- Second Amendment to Warrant, dated March 15, 1999,
                            between Capstar Broadcasting Corporation and D. Geoffrey
                            Armstrong.*
          27.1           -- Financial Data Schedule.*
</TABLE>
 
- ---------------
 
 *  Filed herewith.
 
     (b) Reports on Form 8-K
 
     No reports on Form 8-K were filed by Capstar Broadcasting during the three
months ended March 31, 1999.
 
                                       23
<PAGE>   24
 
                                   SIGNATURES
 
     Pursuant to the requirements of the Securities Exchange Act of 1934,
Capstar Broadcasting Corporation has duly caused this report to be signed on its
behalf by the undersigned thereunto duly authorized.
 
                                          CAPSTAR BROADCASTING CORPORATION
 
                                          By:       /s/ PAUL D. STONE
                                            ------------------------------------
                                                       Paul D. Stone
                                                Executive Vice President and
                                                  Chief Financial Officer
 
Date: May 17, 1999
 
                                       24
<PAGE>   25
 
                               INDEX TO EXHIBITS
 
<TABLE>
<CAPTION>
        EXHIBIT
         NUMBER                                  DESCRIPTION
        -------                                  -----------
<C>                      <S>
          2.1            -- Amended and Restated Agreement and Plan of Merger, dated
                            as of April 29, 1999, among Chancellor Media Corporation,
                            Capstar Broadcasting Corporation, CBC Acquisition
                            Company, Inc. and CMC Merger Sub, Inc.*
          2.2            -- Amended and Restated Voting Agreement, dated as of April
                            29, 1999, among Chancellor Media Corporation, Capstar
                            Broadcasting Corporation, Capstar Broadcasting Partners,
                            L.P., Thomas O. Hicks and R. Steven Hicks.*
         10.1            -- Second Amendment and Waiver, dated as of April 23, 1999,
                            among Capstar Broadcasting Corporation, Capstar
                            Broadcasting Partners, Inc., Capstar Radio Broadcasting
                            Partners, Inc. and the financial institutions party
                            thereto.*
         10.2            -- Second Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and Paul
                            D. Stone.*
         10.3            -- Second Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and
                            William S. Banowsky, Jr.*
         10.4            -- Second Amendment to Employment Agreement, dated March 15,
                            1999, between Capstar Broadcasting Corporation and D.
                            Geoffrey Armstrong.*
         10.5            -- Third Amendment to Employment Agreement, dated April 29,
                            1999, between Capstar Broadcasting Corporation and R.
                            Steven Hicks.*
         10.6            -- Second Amendment to Warrant, dated April 29, 1999,
                            between Capstar Broadcasting Corporation and William S.
                            Banowsky, Jr.*
         10.7            -- Second Amendment to Warrant, dated April 29, 1999,
                            between Capstar Broadcasting Corporation and Paul D.
                            Stone.*
         10.8            -- Amendment to Warrants, dated April 29, 1999, between
                            Capstar Broadcasting Corporation and R. Steven Hicks.*
         10.9            -- Second Amendment to Warrant, dated March 15, 1999,
                            between Capstar Broadcasting Corporation and D. Geoffrey
                            Armstrong.*
         27.1            -- Financial Data Schedule.*
</TABLE>
 
- ---------------
 
 *  Filed herewith.

<PAGE>   1

                                                               EXHIBIT 2.1

                                                               [EXECUTION COPY]


                              AMENDED AND RESTATED

                          AGREEMENT AND PLAN OF MERGER


                                     AMONG


                         CHANCELLOR MEDIA CORPORATION,


                       CAPSTAR BROADCASTING CORPORATION,


                         CBC ACQUISITION COMPANY, INC.


                                      AND


                              CMC MERGER SUB, INC.



                           DATED AS OF APRIL 29, 1999





<PAGE>   2


                                TABLE OF CONTENTS


<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>           <C>                                                                                          <C>
Article 1             THE MERGER.............................................................................2
     
     1.1      The Merger.....................................................................................2

     1.2      Closing........................................................................................2

     1.3      Effective Time.................................................................................2

     1.4      Certificate of Incorporation...................................................................2

     1.5      Bylaws.........................................................................................3

     1.6      Directors......................................................................................3

     1.7      Officers.......................................................................................3

     1.8      Effect on Capstar Capital Stock................................................................3

                       (a)      Outstanding Capstar Common Stock.............................................3

                       (b)      Treasury Shares..............................................................4

                       (c)      Impact of Stock Splits, etc..................................................4

     1.9      Effect on Chancellor Capital Stock.............................................................4

     1.10     Effect on Merger Sub Capital Stock.............................................................4

     1.11     Exchange of Certificates.......................................................................5

                       (a)      Paying Agent.................................................................5

                       (b)      Exchange Procedures..........................................................5

                       (c)      Letter of Transmittal........................................................5

                       (d)      Distributions with Respect to Unexchanged Shares.............................6

                       (e)      No Further Ownership Rights in Capstar Common Stock..........................6

                       (f)      No Fractional Shares.........................................................6

                       (g)      Termination of Payment Fund..................................................7

                       (h)      No Liability.................................................................7

                       (i)      Withholding of Tax...........................................................7

     1.12     Dissenting Shares..............................................................................8

Article 2             REPRESENTATIONS AND WARRANTIES OF CAPSTAR..............................................8

     2.1      Organization, Standing and Corporate Power.....................................................8

     2.2      Capital Structure..............................................................................9

     2.3      Authority; Noncontravention...................................................................10
</TABLE>


                                       i
<PAGE>   3
                                TABLE OF CONTENTS
                                  (continued)

<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>           <C>                                                                                          <C>
     2.4      Capstar SEC Documents; Financial Statements...................................................11

     2.5      Absence of Certain Changes or Events..........................................................12

     2.6      No Extraordinary Payments or Change in Benefits...............................................13

     2.7      Voting Requirements...........................................................................13

     2.8      State Takeover Statutes.......................................................................13

     2.9      Capstar FCC Licenses; Operations of Capstar Licensed Facilities...............................14

     2.10     Brokers.......................................................................................15

     2.11     FCC Qualification.............................................................................15

     2.12     Compliance With Applicable Laws...............................................................15

     2.13     Absence of Undisclosed Liabilities............................................................15

     2.14     Litigation....................................................................................16

     2.15     Transactions With Affiliates..................................................................16

     2.16     Labor Matters.................................................................................16

     2.17     Employee Arrangements and Benefit Plans.......................................................16

     2.18     Tax Matters...................................................................................17

     2.19     Intellectual Property.........................................................................18

     2.20     Environmental Matters.........................................................................19

     2.21     Material Agreements...........................................................................20

     2.22     Tangible Property.............................................................................21

     2.23     Opinion of Financial Advisors.................................................................21

     2.24     No Other Representations and Warranties.......................................................21

Article 3             REPRESENTATIONS AND WARRANTIES OF CHANCELLOR..........................................22

     3.1      Organization, Standing and Corporate Power....................................................22

     3.2      Capital Structure.............................................................................22

     3.3      Authority; Noncontravention...................................................................23

     3.4      Chancellor SEC Documents; Financial Statements................................................25

     3.5      Absence of Certain Changes or Events..........................................................25

     3.6      No Extraordinary Payments or Change in Benefits...............................................26

     3.7      Brokers.......................................................................................26
</TABLE>


                                       ii
<PAGE>   4
                                TABLE OF CONTENTS
                                  (continued)

<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>           <C>                                                                                          <C>
     3.8      Opinion of Financial Advisors.................................................................27

     3.9      Absence of Undisclosed Liabilities............................................................27

     3.10     Litigation....................................................................................27

     3.11     Transactions With Affiliates..................................................................28

     3.12     Voting Requirements...........................................................................28

     3.13     FCC Qualification.............................................................................28

     3.14     Employee Arrangements and Benefit Plans.......................................................28

     3.15     Tax Matters...................................................................................29

     3.16     Intellectual Property.........................................................................30

     3.17     Environmental Matters.........................................................................30

     3.18     Compliance With Applicable Laws...............................................................31

     3.19     Chancellor FCC Licenses; Operations of Chancellor Licensed Facilities.........................31

     3.20     State Takeover Statutes.......................................................................32

     3.21     Chancellor Common Stock.......................................................................32

     3.22     No Other Representations and Warranties.......................................................32

Article 4             REPRESENTATIONS AND WARRANTIES OF MERGER SUB..........................................33

     4.1      Organization, Standing and Corporate Power....................................................33

     4.2      Capital Structure.............................................................................33

     4.3      Authority; Noncontravention...................................................................33

     4.4      No Prior Activities...........................................................................34

Article 5             ADDITIONAL AGREEMENTS.................................................................34

     5.1      Preparation of Form S-4 and Joint Proxy Statement/Prospectus; Information Supplied............34

     5.2      Stockholder Approval..........................................................................35

     5.3      Access To Information; Confidentiality........................................................37

     5.4      Public Announcements..........................................................................37

     5.5      Acquisition Proposals.........................................................................37

     5.6      Consents, Approvals and Filings...............................................................39

     5.7      Affiliates Letters............................................................................40

     5.8      Nasdaq or Exchange Listing....................................................................40
</TABLE>


                                      iii
<PAGE>   5
                                TABLE OF CONTENTS
                                  (continued)

<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>           <C>                                                                                          <C>
     5.9      Indemnification...............................................................................40

     5.10     Letter of Chancellor's Accountants............................................................41

     5.11     Letter of Capstar's Accountants...............................................................41

     5.12     [Intentionally left blank.]...................................................................41

     5.13     Senior Credit Facility Consents...............................................................41

     5.14     Section 16(b) Board Approval..................................................................41

     5.15     Termination of or Waiver of Rights Under Stockholders Agreements..............................42

     5.16     Chancellor Registration Rights................................................................42

Article 6             COVENANTS RELATING TO CONDUCT OF BUSINESS PRIOR TO MERGER.............................43

     6.1      Conduct of Business...........................................................................43

     6.2      Capstar Stock Options.........................................................................45

     6.3      Capstar Warrants..............................................................................46

     6.4      Other Actions.................................................................................47

Article 7             CONDITIONS PRECEDENT..................................................................47

     7.1      Conditions to Each Party's Obligation to Effect the Merger....................................47

                       (a)      Stockholder Approval........................................................47

                       (b)      FCC Order...................................................................47

                       (c)      Governmental and Regulatory Consents........................................47

                       (d)      HSR Act.....................................................................48

                       (e)      No Injunctions or Restraints................................................48

                       (f)      Nasdaq or Exchange Approval.................................................48

                       (g)      Form S-4....................................................................48

                       (h)      [Intentionally left blank.].................................................48

                       (i)      [Intentionally left blank.].................................................48

                       (j)      Consent of Senior Lenders...................................................48

     7.2      Conditions to Obligations of Capstar..........................................................48

                       (a)      Representations and Warranties..............................................48

                       (b)      Performance of Obligations of Chancellor and Merger Sub.....................49

                       (c)      Tax Opinion.................................................................49
</TABLE>


                                       iv
<PAGE>   6
                                TABLE OF CONTENTS
                                  (continued)

<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>           <C>                                                                                          <C>
                       (d)      Chancellor Registration Rights..............................................49

     7.3      Conditions to Obligations of Chancellor.......................................................49

                       (a)      Representations and Warranties..............................................49

                       (b)      Performance of Obligations of Capstar.......................................50

                       (c)      Tax Opinion.................................................................50

                       (d)      Material Agreements.........................................................50

                       (e)      Financial Services Agreements...............................................50

                       (f)      Dissenting Shares...........................................................50

Article 8             TERMINATION, AMENDMENT AND WAIVER.....................................................51

     8.1      Termination...................................................................................51

     8.2      Effect of Termination.........................................................................52

     8.3      Amendment.....................................................................................53

     8.4      Extension; Consent; Waiver....................................................................53

     8.5      Procedure for Termination, Amendment, Extension, Consent or Waiver............................53

Article 9             SURVIVAL OF PROVISIONS................................................................53

     9.1      Survival......................................................................................53

Article 10            NOTICES...............................................................................54

     10.1     Notices.......................................................................................54

Article 11            MISCELLANEOUS.........................................................................56

     11.1     Entire Agreement..............................................................................56

     11.2     Expenses......................................................................................56

     11.3     Counterparts..................................................................................56

     11.4     No Third Party Beneficiary....................................................................56

     11.5     Governing Law.................................................................................56

     11.6     Assignment; Binding Effect....................................................................56

     11.7     Headings, Gender, Etc.........................................................................57

     11.8     Invalid Provisions............................................................................57

     11.9     No Recourse Against Others....................................................................57

     11.10    Release of Old Merger Sub.....................................................................57
</TABLE>


                                       v
<PAGE>   7
                                TABLE OF CONTENTS
                                  (continued)


<TABLE>
<CAPTION>
                                                                                                           PAGE
<S>         <C>                                                                                            <C>
Annexes
- -------

Annex I    Certificate of Incorporation of Merger Sub
Annex II   Form of Second Amended and Restated Certificate of Incorporation of Chancellor
Annex III  Bylaws of Merger Sub
Annex IV   Form of Affiliate Letter
</TABLE>


                                       vi
<PAGE>   8

                              AMENDED AND RESTATED
                          AGREEMENT AND PLAN OF MERGER


        THIS AMENDED AND RESTATED AGREEMENT AND PLAN OF MERGER (this
"Agreement"), dated as of April 29, 1999, is being entered into by and among
CHANCELLOR MEDIA CORPORATION, a Delaware corporation ("Chancellor"), CAPSTAR
BROADCASTING CORPORATION, a Delaware corporation ("Capstar"), CBC ACQUISITION
COMPANY, INC., a Delaware corporation and wholly-owned subsidiary of Capstar
("Old Merger Sub"), and CMC MERGER SUB, INC., a Delaware corporation and
wholly-owned subsidiary of Chancellor ("Merger Sub").

                                    RECITALS

        WHEREAS, Chancellor, Capstar and Old Merger Sub are parties to that
certain Agreement and Plan of Merger, dated as of August 26, 1998 (the "Old
Agreement");

        WHEREAS, Chancellor and Capstar still deem it advisable and in the best
interests of their respective stockholders to combine their respective
businesses in a strategic merger as contemplated by the Old Agreement;

        WHEREAS, Chancellor, Capstar and Old Merger Sub desire hereby to amend
and restate the Old Agreement in its entirety and to add Merger Sub as a party
to the Agreement and to release Old Merger Sub from any obligations under the
Old Agreement;

        WHEREAS, subject to the terms and conditions set forth herein, (i) the
Board of Directors of Capstar, upon the recommendation of a duly authorized
special committee thereof (consisting of Capstar's independent director) (the
"Capstar Special Committee"), has approved and declared advisable the merger of
Merger Sub with and into Capstar, (ii) the Board of Directors of Chancellor,
including a majority of the independent directors thereof, has approved and
declared advisable the foregoing merger and the other transactions contemplated
by this Agreement, and (iii) the Board of Directors of Merger Sub has approved
and declared advisable the foregoing merger;

        WHEREAS, concurrently with the execution of the Old Agreement and as a
condition to Chancellor entering into the Old Agreement, certain stockholders
of Capstar have entered into a voting agreement with respect to the
transactions contemplated thereby (the "Voting Agreement");

        WHEREAS, concurrently with the execution hereof and as a condition to
Chancellor entering into this Agreement, Chancellor and the stockholders of
Capstar parties to the Voting Agreement have entered into an amendment and
restatement of such Voting Agreement;

        WHEREAS, it is the intention of Chancellor, Capstar and Merger Sub that
such merger will qualify as a tax-free reorganization within the meaning of
Section 368(a) of the Internal Revenue Code of 1986, as amended (the "Code");
and

<PAGE>   9

        WHEREAS, Chancellor, Capstar and Merger Sub desire to make certain
representations, warranties, covenants and agreements in connection with such
merger and also to prescribe various conditions to such merger;

        NOW, THEREFORE, in consideration of the mutual covenants and agreements
set forth in this Agreement, and for other good and valuable consideration, the
receipt and sufficiency of which are hereby acknowledged, the parties hereto
agree as follows:

                                   ARTICLE 1

                                   THE MERGER

        1.1 THE MERGER. Subject to the terms and conditions of this Agreement,
at the Effective Time (as defined in Section 1.3), Merger Sub shall merge with
and into Capstar (the "Merger") in accordance with the General Corporation Law
of the State of Delaware (the "Delaware Code"). At the Effective Time, the
separate corporate existence of Merger Sub shall cease and Capstar shall
continue as the surviving corporation of the Merger (the "Surviving
Corporation") and as a wholly-owned subsidiary of Chancellor under the laws of
the State of Delaware and with all the rights, privileges, immunities and
powers, and subject to all the duties and liabilities, of a corporation
organized under the Delaware Code. The Merger shall have the effects set forth
in the Delaware Code.

        1.2 CLOSING. Unless this Agreement shall have been terminated and the
transactions herein contemplated shall have been abandoned pursuant to Section
8.1, and subject to the satisfaction or waiver of the conditions set forth in
Article VII, the closing of the Merger (the "Closing") will take place at 10:00
a.m., Dallas, Texas time, on the second business day following the date on
which the last to be fulfilled or waived of the conditions set forth in Article
VII shall be fulfilled or waived in accordance with this Agreement (the
"Closing Date"), at the offices of Weil, Gotshal & Manges LLP, 100 Crescent
Court, Suite 1300, Dallas, Texas 75201, unless another date, time or place is
agreed to in writing by the parties hereto.

        1.3 EFFECTIVE TIME. The parties hereto will file with the Secretary of
State of the State of Delaware (the "Delaware Secretary of State") on the
Closing Date (or on such other date as the parties may agree) a certificate of
merger or other appropriate documents, executed in accordance with the relevant
provisions of the Delaware Code, and make all other filings or recordings
required under the Delaware Code in connection with the Merger. The Merger
shall become effective upon the filing of the certificate of merger with the
Delaware Secretary of State, or at such later time specified in such
certificate of merger (the "Effective Time").

        1.4 CERTIFICATE OF INCORPORATION.

            (a) The Certificate of Incorporation of Merger Sub in effect
immediately prior to the Merger, attached hereto as Annex I, shall be the
Certificate of Incorporation of the Surviving Corporation until thereafter
amended in accordance with


                                       2
<PAGE>   10

its terms and as provided by the Delaware Code, except that the name of the
Surviving Corporation will be "Capstar Broadcasting Corporation."

            (b) Concurrently with the execution and delivery of this Agreement,
the Board of Directors of Chancellor has adopted a resolution setting forth and
approving an amendment and restatement of the Certificate of Incorporation of
Chancellor in the form set forth as Annex II hereto (the "Amended and Restated
Charter"), and directing that the Amended and Restated Charter be considered by
the stockholders of Chancellor at the Chancellor Stockholders Meeting (as
defined in Section 5.2(b)), all in accordance with the provisions of the
Delaware Code. Prior to the Effective Time of the Merger, Chancellor shall file
the Amended and Restated Charter with the Secretary of State of the State of
Delaware.

        1.5 BYLAWS. The Bylaws of Merger Sub in effect immediately prior to the
Merger, attached hereto as Annex III, shall be the bylaws of the Surviving
Corporation until thereafter amended in accordance with their terms and as
provided by applicable law.

        1.6 DIRECTORS. At the Effective Time, R. Gerald Turner shall become a
"Class II Director" of Chancellor. At or prior to the Effective Time, the Board
of Directors of Chancellor shall deliver or cause to be delivered to Chancellor
certified copies of the resolutions of the Chancellor Board of Directors
appointing R. Gerald Turner as a "Class II Director" of Chancellor to be
effective as of the Effective Time.

        The directors of the Surviving Corporation immediately following the
Effective Time shall be the same as the directors of Chancellor immediately
following the Effective Time, except that such directors will not be classified
as to term. Each director of the Surviving Corporation will hold office from
the Effective Time until his or her respective successor is duly elected or
appointed and qualified in the manner provided in the Surviving Corporation's
Certificate of Incorporation and Bylaws or as otherwise provided by applicable
law.

        1.7 OFFICERS. The initial officers of the Surviving Corporation at the
Effective Time shall be the officers of Chancellor immediately prior to the
Effective Time. Each such officer of the Surviving Corporation will hold office
from the Effective Time until his respective successor is duly elected or
appointed and qualified in the manner provided in the Certificate of
Incorporation and Bylaws of the Surviving Corporation or as otherwise provided
by applicable law.

        1.8 EFFECT ON CAPSTAR CAPITAL STOCK.

            (a) OUTSTANDING CAPSTAR COMMON STOCK. Each share of Class A Common
Stock, $0.01 par value, of Capstar ("Capstar Class A Common Stock"), Class B
Common Stock, $0.01 par value, of Capstar ("Capstar Class B Common Stock"), and
Class C Common Stock, $0.01 par value, of Capstar ("Capstar Class C Common
Stock" and, collectively with the Capstar Class A Common Stock and Capstar
Class B Common Stock, the "Capstar Common Stock") issued and outstanding
immediately prior to the


                                       3
<PAGE>   11

Effective Time (other than shares of Capstar Common Stock held as treasury
shares by Capstar and Dissenting Shares (as defined in Section 1.12)) shall, by
virtue of the Merger and without any action on the part of the holder thereof,
be converted into the right to receive 0.4955 of a validly issued, fully paid
and nonassessable share of the common stock, $0.01 par value, of Chancellor
("Chancellor Common Stock"). The ratio of the shares of Chancellor Common Stock
to be issued in exchange for each whole share of Capstar Common Stock is
referred to as the "Exchange Ratio." The shares of Chancellor Common Stock to
be issued to holders of Capstar Common Stock in accordance with this Section
1.8(a), and any cash to be paid in lieu of fractional shares of Chancellor
Common Stock, are referred to as the "Merger Consideration."

            (b) TREASURY SHARES. Each share of Capstar Common Stock which is
held as a treasury share by Capstar at the Effective Time shall, by virtue of
the Merger and without any action on the part of Capstar, be cancelled and
retired and cease to exist, without any conversion thereof.

            (c) IMPACT OF STOCK SPLITS, ETC. In the event of any change in
Capstar Common Stock and/or Chancellor Common Stock between the date of this
Agreement and the Effective Time of the Merger in accordance with the terms of
this Agreement by reason of any stock split, stock dividend, subdivision,
reclassification, recapitalization, combination, exchange of shares or the
like, the number and class of shares of Chancellor Common Stock to be issued
and delivered in the Merger in exchange for each outstanding share of Capstar
Common Stock as provided in this Agreement shall be appropriately adjusted so
as to maintain the relative proportionate interests of the holders of
Chancellor Common Stock and Capstar Common Stock.

        1.9 EFFECT ON CHANCELLOR CAPITAL STOCK. Each share of Chancellor Common
Stock, 7% Convertible Preferred Stock, $0.01 par value ("Chancellor 7%
Convertible Preferred Stock"), and $3.00 Convertible Exchangeable Preferred
Stock, $0.01 par value ("Chancellor $3.00 Convertible Preferred Stock" and,
collectively with the Chancellor 7% Convertible Preferred Stock, the
"Chancellor Convertible Preferred Stock"), of Chancellor issued and outstanding
immediately prior to the Effective Time shall remain outstanding and shall be
unaffected by the Merger.

        1.10 EFFECT ON MERGER SUB CAPITAL STOCK. Each share of common stock,
$0.01 par value, of Merger Sub issued and outstanding immediately prior to the
Effective Time shall, by virtue of the Merger and without any action on the
part of the holder thereof, be converted into one share of common stock, $0.01
par value, of the Surviving Corporation and such shares shall, collectively,
represent all of the issued and outstanding capital stock of the Surviving
Corporation.


                                       4
<PAGE>   12

        1.11 EXCHANGE OF CERTIFICATES.

             (a) PAYING AGENT. Immediately following the Effective Time,
Chancellor shall deposit with its transfer agent and registrar (the "Paying
Agent"), for the benefit of the holders of Capstar Common Stock (other than
treasury shares and Dissenting Shares), certificates representing the shares of
Chancellor Common Stock to be issued to such holders pursuant to Section 1.8
(such certificates, together with any dividends or distributions with respect
to the shares represented by such certificates, being hereinafter referred to
as the "Payment Fund").

             (b) EXCHANGE PROCEDURES. As soon as practicable after the
Effective Time, each holder of an outstanding certificate or certificates which
prior thereto represented shares of Capstar Common Stock shall, upon surrender
to the Paying Agent of such certificate or certificates and acceptance thereof
by the Paying Agent, be entitled to a certificate representing that number of
whole shares of Chancellor Common Stock which the aggregate number of shares of
Capstar Common Stock previously represented by such certificate or certificates
surrendered shall have been converted into the right to receive pursuant to
Section 1.8 of this Agreement. The Paying Agent shall accept such certificates
upon compliance with such reasonable terms and conditions as the Paying Agent
may impose to effect an orderly exchange thereof in accordance with its normal
exchange practices. If the Merger Consideration (or any portion thereof) is to
be delivered to any person other than the person in whose name the certificate
or certificates representing the shares of Capstar Common Stock surrendered in
exchange therefor is registered, it shall be a condition to such exchange that
the certificate or certificates so surrendered shall be properly endorsed or
otherwise be in proper form for transfer and that the person requesting such
exchange shall pay to the Paying Agent any transfer or other Taxes (as defined
in Section 2.18) required by reason of the payment of such consideration to a
person other than the registered holder of the certificate(s) surrendered, or
shall establish to the satisfaction of the Paying Agent that such Tax has been
paid or is not applicable. After the Effective Time, there shall be no further
transfer on the records of Capstar or its transfer agent of certificates
representing shares of Capstar Common Stock, and if such certificates are
presented to the Surviving Corporation, they shall be cancelled against
delivery of the Merger Consideration as hereinabove provided. Until surrendered
as contemplated by this Section 1.11(b), each certificate representing shares
of Capstar Common Stock (other than certificates representing treasury shares
to be cancelled in accordance with the terms of this Agreement and Dissenting
Shares), shall be deemed at any time after the Effective Time to represent only
the right to receive upon such surrender the Merger Consideration without any
interest thereon, as contemplated by Section 1.8.

             (c) LETTER OF TRANSMITTAL. Promptly after the Effective Time (but
in no event more than five business days thereafter), Chancellor shall require
the Paying Agent to mail to each record holder of certificates that immediately
prior to the Effective Time represented shares of Capstar Common Stock which
have been converted pursuant to Section 1.8, a form of letter of transmittal
(which shall specify that delivery shall be effected, and risk of loss and
title shall pass, only upon proper delivery of certificates representing shares
of Capstar Common Stock to the Paying Agent, and which shall be in


                                       5
<PAGE>   13
such form and have such provisions as Chancellor reasonably may specify) and
instructions for use in surrendering such certificates and receiving the Merger
Consideration to which such holder shall be entitled therefor pursuant to
Section 1.8.

             (d) DISTRIBUTIONS WITH RESPECT TO UNEXCHANGED SHARES. No dividends
or other distributions with respect to Chancellor Common Stock with a record
date after the Effective Time shall be paid to the holder of any certificate
that immediately prior to the Effective Time represented shares of Capstar
Common Stock which have been converted pursuant to Section 1.8, until the
surrender for exchange of such certificate in accordance with this Article I.
Following surrender for exchange of any such certificate, there shall be paid
to the holder of such certificate, without interest, (i) at the time of such
surrender, the amount of dividends or other distributions with a record date
after the Effective Time theretofore paid with respect to the number of whole
shares of Chancellor Common Stock into which the shares of Capstar Common Stock
represented by such certificate immediately prior to the Effective Time were
converted pursuant to Section 1.8, and (ii) at the appropriate payment date,
the amount of dividends or other distributions with a record date after the
Effective Time, but prior to such surrender, and with a payment date subsequent
to such surrender, payable with respect to such whole shares of Chancellor
Common Stock.

             (e) NO FURTHER OWNERSHIP RIGHTS IN CAPSTAR COMMON STOCK. The
Merger Consideration (or, in the case of Dissenting Shares, the cash payment
therefor) paid upon the surrender for exchange of certificates representing
shares of Capstar Common Stock in accordance with the terms of this Article I
shall be deemed to have been issued and paid in full satisfaction of all rights
pertaining to the shares of Capstar Common Stock theretofore represented by
such certificates, subject, however, to Capstar's obligation (if any) to pay
any dividends or make any other distributions with a record date prior to the
Effective Time which may have been declared by Capstar on the shares of Capstar
Common Stock and which remain unpaid at the Effective Time. From and after the
Effective Time, the holders of certificates evidencing ownership of shares of
Capstar Common Stock shall cease to have any further rights with respect to
such shares except as provided herein or by applicable law.

             (f) NO FRACTIONAL SHARES. No certificates or scrip representing
fractional shares of Chancellor Common Stock shall be issued upon the surrender
for exchange of certificates that immediately prior to the Effective Time
represented shares of Capstar Common Stock which have been converted pursuant
to Section 1.8, and such fractional share interests will not entitle the owner
thereof to vote or any rights of a stockholder of Chancellor. In lieu of any
such fractional shares, the Paying Agent shall, on behalf of all holders of
fractional shares of Chancellor Common Stock, aggregate all such fractional
interests (collectively, the "Fractional Shares") and such Fractional Shares
shall be sold by the Paying Agent as agent for the holders of such Fractional
Shares at the then prevailing price on The Nasdaq Stock Market (or on the New
York Stock Exchange, if such shares of Chancellor Common Stock are then listed
thereon), all in the manner provided hereinafter. Until the gross proceeds of
such sale or sales have been distributed to the holders of Fractional Shares,
the Paying Agent shall retain such proceeds in trust for the benefit of such
holders as part of the Payment Fund. The sale of the Fractional 


                                       6
<PAGE>   14
Shares shall be executed on The Nasdaq Stock Market or through one or more
member firms of The Nasdaq Stock Market (or, in each case, on the New York
Stock Exchange, if such shares of Chancellor Common Stock are then listed
thereon) and will be executed in round lots, to the extent practicable. The
Paying Agent will determine the portion, if any, of the gross proceeds of such
sale or sales to which each holder of Fractional Shares is entitled, by
multiplying the amount of the aggregate gross proceeds of the sale of the
Fractional Shares by a fraction, the numerator of which is the amount of
Fractional Shares to which such holder is entitled and the denominator of which
is the aggregate amount of Fractional Shares to which all holders of Fractional
Shares are entitled; provided, however, that in lieu of the foregoing, at the
sole option of Chancellor, Chancellor may instead satisfy payment with respect
to such Fractional Shares by delivering to the Paying Agent reasonably promptly
following the Effective Time cash (without interest) in an amount equal to the
aggregate amount of all such Fractional Shares multiplied by the closing price
per share of Chancellor Common Stock on The Nasdaq Stock Market (or on the New
York Stock Exchange, if such shares of Chancellor Common Stock are then listed
thereon) on the trading day immediately prior to the Effective Time.

             (g) TERMINATION OF PAYMENT FUND. Any portion of the Payment Fund
which remains undistributed to the holders of certificates representing shares
of Capstar Common Stock for 120 days after the Effective Time shall be
delivered to Chancellor, upon demand, and any holders of shares of Capstar
Common Stock who have not theretofore complied with this Article I shall
thereafter look only to Chancellor and only as general creditors thereof for
payment of their claims for any Merger Consideration.

             (h) NO LIABILITY. None of Chancellor, the Surviving Corporation or
the Paying Agent shall be liable to any person in respect of any cash, shares,
dividends or distributions payable from the Payment Fund delivered to a public
official pursuant to any applicable abandoned property, escheat or similar law.
If any certificates representing shares of Capstar Common Stock shall not have
been surrendered prior to five years after the Effective Time (or immediately
prior to such earlier date on which any Merger Consideration in respect of such
certificate would otherwise escheat to or become the property of any
Governmental Entity (as defined in Section 2.3)), any such cash, shares,
dividends or distributions payable in respect of such certificate shall, to the
extent permitted by applicable law, become the property of Chancellor, free and
clear of all claims or interest of any person previously entitled thereto.

             (i) WITHHOLDING OF TAX. Chancellor shall be entitled to deduct and
withhold (or caused to be deducted or withheld) from the Merger Consideration
otherwise payable pursuant to this Agreement to any former holder of Capstar
Common Stock and from payments made in respect of Dissenting Shares, such
amount as Chancellor (or any affiliate thereof) or the Paying Agent is required
to deduct and withhold with respect to the making of such payment under the
Code or state, local or foreign Tax law. To the extent that amounts are so
withheld (or caused to be withheld) by Chancellor, such withheld amounts shall
be treated for all purposes of this Agreement 


                                       7
<PAGE>   15
as having been paid to the former holder of Capstar Common Stock in respect of
which such deduction and withholding was made by Chancellor.

        1.12 DISSENTING SHARES. Notwithstanding anything to the contrary in
this Agreement, shares of Capstar Class B Common Stock and Capstar Class C
Common Stock outstanding immediately prior to the Effective Time and held by a
holder who has not voted in favor of the Merger or consented thereto and who
properly demands in writing appraisal of such shares of Capstar Class B Common
Stock and Capstar Class C Common Stock, as the case may be, in accordance with
Section 262 of the Delaware Code and who shall not have withdrawn such demand
or otherwise have forfeited appraisal rights, shall not be converted into or
represent the right to receive the Merger Consideration therefor ("Dissenting
Shares"). Such stockholders shall be entitled to receive payment of the
appraised value of such shares of Capstar Class B Common Stock and Capstar
Class C Common Stock, as the case may be, held by them in accordance with the
provisions of Section 262 of the Delaware Code, except that all Dissenting
Shares held by stockholders who shall have failed to perfect or who effectively
shall have withdrawn or lost their rights to appraisal of such securities under
Section 262 shall thereupon be deemed to have been converted into, as of the
Effective Time, the right to receive, without any interest thereon, the Merger
Consideration, upon surrender in the manner provided in this Article I of the
certificate or certificates that formerly represented such securities. Capstar
shall take all actions required to be taken by it in accordance with Section
262(d) of the Delaware Code with respect to the holders of Capstar Class B
Common Stock and Capstar Class C Common Stock.

                                   ARTICLE 2

                   REPRESENTATIONS AND WARRANTIES OF CAPSTAR

        Capstar hereby represents and warrants to Chancellor and Merger Sub as
follows:

        2.1 ORGANIZATION, STANDING AND CORPORATE POWER. Each of Capstar and the
Capstar Significant Subsidiaries (as defined below) is a corporation, limited
partnership or limited liability company duly organized, validly existing and
in good standing under the laws of the jurisdiction in which it is organized
and has the requisite corporate, partnership or limited liability company power
and authority to carry on its business as now being conducted. Each of Capstar
and the Capstar Significant Subsidiaries is duly qualified to do business and
is in good standing in each jurisdiction in which the nature of its business or
the ownership or leasing of its properties makes such qualification necessary,
except where the failure to be so qualified could not reasonably be expected to
have a material adverse effect on the business, properties, results of
operations, or condition (financial or otherwise) of Capstar and its
subsidiaries, considered as a whole (other than as a result of changes in
general economic conditions or in economic conditions generally affecting the
radio broadcasting industry) (a "Capstar Material Adverse Effect"). Capstar has
delivered to Chancellor complete and correct copies of its Certificate of
Incorporation and Bylaws, as amended to August 26, 1998. For purposes of this
Agreement, a "Capstar Significant Subsidiary" means any subsidiary of Capstar
that would constitute a "significant subsidiary" within the meaning of Rule
1-02 of 


                                       8
<PAGE>   16
Regulation S-X of the Securities and Exchange Commission (the "SEC"). For
purposes of this Agreement, a "subsidiary" of any person shall mean any other
entity at least a majority of the equity interests in which is beneficially
owned, directly or indirectly, by the specified person.

        2.2 CAPITAL STRUCTURE. (a) The authorized capital stock of Capstar
consists of (i) 750,000,000 shares of Capstar Class A Common Stock, (ii)
150,000,000 shares of Capstar Class B Common Stock, (iii) 150,000,000 shares of
Capstar Class C Common Stock, and (iv) 100,000,000 shares of preferred stock,
$0.01 par value, none of which shares of preferred stock are issued and
outstanding. At the close of business on August 24, 1998: (A) 33,925,158 shares
of Capstar Class A Common Stock were issued and outstanding, 500,000 shares of
Capstar Class A Common Stock were reserved for issuance pursuant to outstanding
warrants (the "Class A Warrants") to purchase shares of Capstar Class A Common
Stock, 4,700,000 shares of Capstar Class A Common Stock were reserved for
issuance pursuant to options to purchase Capstar Class A Common Stock granted
under the Capstar Broadcasting Corporation 1998 Amended and Restated Stock
Option Plan (the "Capstar Stock Option Plan"), of which stock options to
purchase 3,841,045 shares of Capstar Class A Common Stock have been granted to
directors, officers or employees of Capstar or others ("Capstar Stock
Options"), and 300,000,000 shares of Capstar Class A Common Stock were reserved
for issuance upon the conversion of shares of Capstar Class B Common Stock and
Capstar Class C Common Stock; (B) 6,081,723 shares of Capstar Class B Common
Stock were issued and outstanding and no shares of Capstar Class B Common Stock
were reserved for issuance for any purpose; (C) 67,589,121 shares of Capstar
Class C Common Stock were issued and outstanding and 2,196,408 shares of
Capstar Class C Common Stock were reserved for issuance pursuant to outstanding
warrants (the "Class C Warrants" and, collectively with the Class A Warrants,
the "Warrants") to purchase shares of Capstar Class C Common Stock; and (D) no
shares of Capstar Common Stock were held as treasury shares by Capstar or any
subsidiary of Capstar. Except as set forth above or disclosed in writing by
Capstar to Chancellor in a disclosure letter (the "Capstar Disclosure Letter")
delivered to Capstar prior to the execution and delivery of the Old Agreement,
at the close of business on August 24, 1998, no shares of capital stock or
other equity securities of Capstar were authorized, issued, reserved for
issuance or outstanding. All outstanding shares of Capstar Common Stock are,
and all shares which may be issued upon the exercise of outstanding Capstar
Stock Options and Warrants will be, when issued, duly authorized, validly
issued, fully paid and nonassessable and not subject to preemptive rights. No
bonds, debentures, notes or other indebtedness of Capstar or any subsidiary of
Capstar having the right to vote (or convertible into, or exchangeable for,
securities having the right to vote) on any matters on which the stockholders
of Capstar or any subsidiary of Capstar may vote are issued or outstanding. All
the outstanding shares of capital stock or other equity interests of each
subsidiary of Capstar have been validly issued and are fully paid and
nonassessable and (except for the shares of 12% Senior Exchangeable Preferred
Stock, $0.01 par value ("Capstar Partners 12% Preferred Stock"), of Capstar
Broadcasting Partners, Inc., a Delaware corporation ("Capstar Partners"), and
the 12-5/8% Series E Cumulative Exchangeable Preferred Stock, $0.01 par value
("Capstar Communications 12-5/8% Preferred Stock"), of Capstar Communications,
Inc. (formerly known as SFX Broadcasting, Inc.) ("Capstar 


                                       9
<PAGE>   17
Communications")), are owned by Capstar, by one or more wholly-owned
subsidiaries of Capstar or by Capstar and one or more such wholly-owned
subsidiaries, free and clear of all pledges, claims, liens, charges,
encumbrances and security interests of any kind or nature whatsoever
(collectively, "Liens"), except for Liens arising out of the senior credit
facility of Capstar Radio Broadcasting Partners, Inc., a Delaware corporation
("Capstar Radio Partners"), and the $150 million promissory note dated May 29,
1998, as it may be amended from time to time, made payable by Capstar to
Chancellor. Except as set forth above, in Section 6.4, in the Capstar
Disclosure Letter or the Capstar SEC Documents (as defined in Section 2.4) and
except for certain provisions of the Certificate of Incorporation of Capstar
relating to "alien ownership" of the Capstar Common Stock, as of August 26,
1998, neither Capstar nor any subsidiary of Capstar had any outstanding option,
warrant, subscription or other right, agreement or commitment that either (i)
obligated Capstar or any subsidiary of Capstar to issue, sell or transfer,
repurchase, redeem or otherwise acquire or vote any shares of the capital stock
of Capstar or any Capstar Significant Subsidiary or (ii) restricted the
transfer of Capstar Common Stock. Except with respect to the formation of Old
Merger Sub, from the close of business on August 24, 1998 to August 26, 1998,
neither Capstar nor any subsidiary of Capstar issued any capital stock or
securities or other rights convertible into or exercisable or exchangeable for
shares of such capital stock.

        2.3 AUTHORITY; NONCONTRAVENTION. Capstar has the requisite corporate
power and authority to enter into this Agreement and, subject to the approval
and adoption of this Agreement by the holders of a majority of the voting power
of the outstanding shares of Capstar Class A Common Stock and the Capstar Class
C Common Stock, voting as a single class as set forth in Section 5.2(a) (the
"Capstar Stockholders Approval"), to consummate the transactions contemplated
by this Agreement. The execution and delivery of this Agreement by Capstar and
the consummation by Capstar of the transactions contemplated hereby have been
duly authorized by all necessary corporate action on the part of Capstar,
subject to the Capstar Stockholders Approval. This Agreement has been duly
executed and delivered by Capstar and, assuming this Agreement constitutes the
valid and binding agreement of each of the other parties hereto, constitutes a
valid and binding obligation of Capstar, enforceable against it in accordance
with its terms except that the enforcement thereof may be limited by (a)
bankruptcy, insolvency, reorganization, moratorium or similar laws now or
hereafter in effect relating to creditor's rights generally and (b) general
principles of equity (regardless of whether enforceability is considered in a
proceeding at law or in equity). Except as disclosed in the Capstar Disclosure
Letter or the supplement to the Capstar Disclosure Letter dated the date hereof
and subject to receipt of the Capstar Stockholders Approval, the execution and
delivery of this Agreement do not, and the consummation of the transactions
contemplated by this Agreement and compliance with the provisions hereof will
not, (i) conflict with any of the provisions of the Certificate of
Incorporation or Bylaws of Capstar or the comparable documents of any Capstar
Significant Subsidiary, (ii) subject to the governmental filings and other
matters referred to in the following sentence, conflict with, result in a
breach of or default (with or without notice or lapse of time, or both) under,
or give rise to a right of termination, cancellation or acceleration of any
obligation or loss of a material benefit under, or require the consent of any
person under, any indenture or other agreement, permit, concession, franchise,


                                       10
<PAGE>   18
license or similar instrument or undertaking to which Capstar or any of the
Capstar Significant Subsidiaries is a party or by which Capstar or any of the
Capstar Significant Subsidiaries or any of their assets is bound or affected,
(iii) result in an obligation by Capstar, the Surviving Corporation,
Chancellor, or any of their respective subsidiaries to redeem, repurchase or
retire (or offer to redeem, repurchase or retire) any indebtedness of Capstar
or any of its subsidiaries outstanding as of the date hereof or equity security
of Capstar or any of its subsidiaries outstanding as of the date hereof, or
(iv) subject to the governmental filings and other matters referred to in the
following sentence, contravene any law, rule or regulation of any state or of
the United States or any political subdivision thereof or therein, or any
order, writ, judgment, injunction, decree, determination or award currently in
effect, except, in the cases of the foregoing clauses (ii) through (iv), for
conflicts, breaches, defaults or other consequences (collectively, "breaches")
that, individually or in the aggregate, could not reasonably be expected to
have a Capstar Material Adverse Effect or to materially hinder Capstar's
ability to consummate the transactions contemplated by this Agreement. No
consent, approval or authorization of, or declaration or filing with, or notice
to, any governmental agency or regulatory authority (a "Governmental Entity")
which has not been received or made, is required by or with respect to Capstar
or any of the Capstar Significant Subsidiaries in connection with the execution
and delivery of this Agreement by Capstar or the consummation by Capstar of the
transactions contemplated hereby, except for (i) the filing of premerger
notification and report forms under the Hart-Scott-Rodino Antitrust
Improvements Act of 1976, as amended (the "HSR Act"), with respect to the
Merger and the termination or earlier expiration of the applicable waiting
period thereunder, (ii) such filings with and approvals required by the Federal
Communications Commission or any successor entity (the "FCC") under the
Communications Act of 1934, as amended, and the rules, regulations and policies
of the FCC promulgated thereunder (collectively, the "Communications Act")
including those required in connection with the transfer of control of Capstar
FCC Licenses (as defined in Section 2.9) for the operation of the Capstar
Licensed Facilities, (iii) a proxy statement to be filed with the SEC by
Capstar relating to the Capstar Stockholders Approval (such proxy statement, as
amended or supplemented from time to time, the "Joint Proxy
Statement/Prospectus"), (iv) such reports under the Securities Exchange Act of
1934, as amended (the "Exchange Act"), as may be required in connection with
this Agreement and the transactions contemplated by this Agreement, (v) such
filings and consents as may be required under any environmental, health or
safety law or regulation pertaining to any notification, disclosure or required
approval triggered by the Merger or the other transactions contemplated by this
Agreement, (vi) such filings as may be required in connection with statutory
provisions and regulations relating to real property transfer gains taxes and
real property transfer taxes, (vii) any filing required by the New York Stock
Exchange, and (viii) the filing of the Certificate of Merger with the Delaware
Secretary of State and appropriate documents with the relevant authorities of
other states in which Capstar is qualified to do business.

        2.4 CAPSTAR SEC DOCUMENTS; FINANCIAL STATEMENTS. (i) Capstar has filed
with the SEC a Registration Statement on Form S-1, as amended (the "IPO
Registration Statement"), with respect to the registration of an initial public
offering of the Capstar Class A Common Stock pursuant to the Prospectus dated
May 26, 1998 contained in such 


                                       11
<PAGE>   19

IPO Registration Statement, and has filed all required reports, schedules,
forms, statements and other documents with the SEC since the effective date of
the IPO Registration Statement to August 26, 1998 (such IPO Registration
Statement and reports, schedules, forms, statements and other documents and any
other documents filed with the SEC by Capstar, Capstar Partners, Capstar Radio
Partners and Capstar Communications and publicly available prior to August 26,
1998 are hereinafter referred to as the "Capstar SEC Documents"); (ii) as of
their respective dates, the Capstar SEC Documents complied in all material
respects with the requirements of the Securities Act of 1933, as amended (the
"Securities Act"), or the Exchange Act, as the case may be, and the rules and
regulations of the SEC promulgated thereunder applicable to such Capstar SEC
Documents, and none of the Capstar SEC Documents as of such dates contained any
untrue statement of a material fact or omitted to state a material fact
required to be stated therein or necessary in order to make the statements
therein, in light of the circumstances under which they were made, not
misleading; and (iii) as of their respective dates, the consolidated financial
statements of Capstar and its predecessors included in the Capstar SEC
Documents complied as to form in all material respects with applicable
accounting requirements and the published rules and regulations of the SEC with
respect thereto, have been prepared in accordance with GAAP applied on a
consistent basis during the periods involved (except as may be indicated in the
notes thereto or, in the case of unaudited statements, as permitted by Rule
10-01 of Regulation S-X) and fairly present, in all material respects, the
consolidated financial position of Capstar and its consolidated subsidiaries
(or its predecessors and their respective consolidated subsidiaries) as of the
dates thereof and the consolidated results of their operations and cash flows
for the periods then ended (on the basis stated therein and subject, in the
case of unaudited quarterly statements, to normal year-end audit adjustments).

        2.5 ABSENCE OF CERTAIN CHANGES OR EVENTS. Except as disclosed in the
Capstar SEC Documents, the Capstar Disclosure Letter or in the supplement to
the Capstar Disclosure Letter dated the date hereof, or as otherwise agreed to
in one or more writings after August 26, 1998 by Chancellor (which writings are
hereby reaffirmed), or as expressly permitted by this Agreement, since the date
of the most recent audited financial statements of Capstar contained in the
Capstar SEC Documents, Capstar and its subsidiaries have conducted their
business only in the ordinary course, and there has not been (i) any change
which could reasonably be expected to have a Capstar Material Adverse Effect
(including as a result of the consummation of the transactions contemplated by
this Agreement), (ii) to August 26, 1998, any declaration, setting aside or
payment of any dividend or other distribution (whether in cash, stock or
property) with respect to any of Capstar's outstanding capital stock, (iii) to
August 26, 1998, any split, combination or reclassification of any of its
outstanding capital stock or any issuance or the authorization of any issuance
of any other securities in respect of, in lieu of or in substitution for shares
of its outstanding capital stock, (iv) to August 26, 1998, (x) any granting by
Capstar or any of its subsidiaries to any director, officer or other employee
or independent contractor of Capstar or any of its subsidiaries of any increase
in compensation or acceleration of benefits as a result of which the annual
compensation payable with respect thereto would exceed $150,000, except under
employment agreements in effect as of the date of the most recent audited
financial statements of Capstar contained in the Capstar SEC Documents, (y) any
granting by Capstar or any of 


                                       12
<PAGE>   20

its subsidiaries to any director, officer or other employee or independent
contractor of any increase in, or acceleration of benefits in respect of,
severance or termination pay, or pay in connection with any change of control
of Capstar, except in the ordinary course of business consistent with prior
practice or as was required under any employment, severance or termination
agreements in effect as of the date of the most recent audited financial
statements of Capstar contained in the Capstar SEC Documents, or (z) any entry
by Capstar or any of its subsidiaries into any employment, severance, change of
control, or termination or similar agreement as a result of which the annual
compensation payable with respect thereto would exceed $150,000 with any
director, executive officer or other employee or independent contractor, or (v)
any change in accounting methods, principles or practices by Capstar or any of
its subsidiaries materially affecting its assets, liability or business, except
insofar as may have been required by a change in generally accepted accounting
principles.

        2.6 NO EXTRAORDINARY PAYMENTS OR CHANGE IN BENEFITS. Except as
disclosed in the Capstar Disclosure Letter, in the supplement to the Capstar
Disclosure Letter dated the date hereof or in the Capstar SEC Documents, no
current or former director, officer, employee or independent contractor of
Capstar or any of its subsidiaries is entitled to receive any payment under any
agreement, arrangement or policy (written or oral) relating to employment,
severance, change of control, termination, stock options, stock purchases,
compensation, deferred compensation, fringe benefits or other employee benefits
currently in effect (collectively, the "Capstar Benefit Plans"), nor will any
benefit received or to be received by any current or former director, officer,
employee or independent contractor of Capstar or any of its subsidiaries under
any Capstar Benefit Plan be accelerated or modified, in each case, as a result
of or in connection with the execution and delivery of, or the consummation of
the transactions contemplated by, this Agreement.

        2.7 VOTING REQUIREMENTS. The affirmative vote of the holders of a
majority of the voting power of the outstanding shares of Capstar Class A
Common Stock and Capstar Class C Common Stock, voting as a single class as
provided in Capstar's Certificate of Incorporation, with respect to the
adoption of this Agreement is the only vote of the holders of any class or
series of Capstar's capital stock necessary by law to approve this Agreement
and the transactions contemplated by this Agreement.

        2.8 STATE TAKEOVER STATUTES. The Board of Directors of Capstar has
approved the terms of this Agreement and the consummation of the transactions
contemplated by this Agreement, and such approval is sufficient to render
inapplicable to the Merger and the other transactions contemplated by this
Agreement the provisions of Section 203 of the Delaware Code. To Capstar's
knowledge, no other state takeover statute or similar statute or regulation
applies or purports to apply to the Merger, this Agreement or any of the
transactions contemplated by this Agreement and no provision of the Certificate
of Incorporation, Bylaws or other governing instrument of Capstar or any of its
subsidiaries would, directly or indirectly, restrict or impair the ability of
Capstar to consummate the transactions contemplated by this Agreement.


                                       13
<PAGE>   21

        2.9 CAPSTAR FCC LICENSES; OPERATIONS OF CAPSTAR LICENSED FACILITIES.
Capstar and its subsidiaries have operated the radio stations for which Capstar
and any of its subsidiaries hold licenses from the FCC, in each case which are
owned or operated by Capstar and its subsidiaries (each a "Capstar Licensed
Facility" and collectively the "Capstar Licensed Facilities"), in material
compliance with the terms of the licenses issued by the FCC to Capstar and its
subsidiaries (the "Capstar FCC Licenses"), and in material compliance with the
Communications Act, except where the failure to do so could not, individually
or in the aggregate, reasonably be expected to have a Capstar Material Adverse
Effect. To the knowledge of Capstar, each broadcast radio station for which
Capstar or any of its subsidiaries provides programming and advertising
services pursuant to a local marketing agreement (each a "Capstar LMA Facility"
and collectively the "Capstar LMA Facilities") has been operated in material
compliance with the terms of the licenses issued by the FCC to the owner of
such Capstar LMA Facility (each an "LMA Facility FCC License" and collectively
the "LMA Facility FCC Licenses"). Capstar has, and its subsidiaries have,
timely filed or made all applications, reports and other disclosures required
by the FCC to be made with respect to the Capstar Licensed Facilities and have
timely paid all FCC regulatory fees with respect thereto, except where the
failure to do so could not, individually or in the aggregate, reasonably be
expected to have a Capstar Material Adverse Effect. Capstar and each of its
subsidiaries have, and are the authorized legal holders of, all the Capstar FCC
Licenses necessary or used in the operation of the businesses of the Capstar
Licensed Facilities as presently operated. To the knowledge of Capstar, the
third-parties with which Capstar or its subsidiaries have entered into local
marketing agreements with respect to the Capstar LMA Facilities have, and are
the authorized legal holders of, the LMA Facility FCC License necessary or used
in the operation of the business of the respective Capstar LMA Facility to
which such local marketing agreement relates. All Capstar FCC Licenses and, to
the knowledge of Capstar, LMA Facility FCC Licenses are validly held and are in
full force and effect, unimpaired by any act or omission of Capstar, each of
its subsidiaries (or, to Capstar's knowledge, their respective predecessors) or
their respective officers, employees or agents, except where such impairments
could not, individually or in the aggregate, reasonably be expected to have a
Capstar Material Adverse Effect. As of August 26, 1998, except as set forth in
the Capstar Disclosure Letter, no application, action or proceeding is pending
for the renewal of any Capstar FCC License or, to the knowledge of Capstar, LMA
Facility FCC License as to which any petition to deny has been filed and, to
Capstar's knowledge, there is not now before the FCC any material
investigation, proceeding, notice of violation or order of forfeiture relating
to any Capstar Licensed Facility or Capstar LMA Facility that, if adversely
determined, could reasonably be expected to have a Capstar Material Adverse
Effect. As of August 26, 1998, except as set forth in the Capstar Disclosure
Letter, Capstar is not aware of any basis that could reasonably be expected to
cause the FCC not to renew any of the Capstar FCC Licenses or the LMA Facility
FCC Licenses (other than proceedings to amend FCC rules or the Communications
Act of general applicability to the radio broadcast industry). There is not now
pending and, to Capstar's knowledge, there is not threatened, any action by or
before the FCC to revoke, suspend, cancel, rescind or modify in any material
respect any of the Capstar FCC Licenses or, to the knowledge of Capstar, any of
the LMA Facility FCC Licenses that, if adversely determined, could reasonably
be expected to have a 


                                       14
<PAGE>   22

Capstar Material Adverse Effect (other than proceedings to amend FCC rules or
the Communications Act of general applicability to the radio broadcast
industry).

        2.10 BROKERS. Except with respect to Hicks, Muse & Co. Partners, L.P.
("Hicks Muse"), Credit Suisse First Boston Corporation ("CSFB"), BT Wolfensohn,
a division of BT Alex. Brown Incorporated ("BT Wolfensohn") and Bear, Stearns &
Co. Inc. ("Bear Stearns"), all negotiations relating to this Agreement and the
transactions contemplated hereby have been carried out by Capstar directly with
Chancellor without the intervention of any person on behalf of Capstar in such
a manner as to give rise to any valid claim by any person against Capstar,
Chancellor, the Surviving Corporation or any subsidiary of any of them for a
finder's fee, brokerage commission, or similar payment. The Capstar Disclosure
Letter and the supplement to the Capstar Disclosure Letter dated the date
hereof set forth a written summary of the terms of its agreement relating to
the transactions contemplated by this Agreement with CSFB, BT Wolfensohn and
Bear Stearns, and Section 7.3(e) of this Agreement sets forth a summary of the
terms of its agreement relating to the transactions contemplated by this
Agreement with Hicks Muse, and Capstar has no other agreements or
understandings (written or oral) with respect to such services.

        2.11 FCC QUALIFICATION. Capstar and its subsidiaries are fully
qualified under the Communications Act to be the transferors of control of the
Capstar FCC Licenses. Except as disclosed in the Capstar Disclosure Letter or
in the supplement to the Capstar disclosure letter dated the date hereof,
Capstar is not aware of any facts or circumstances relating to the FCC
qualifications of Capstar or any of its subsidiaries that could reasonably be
expected to prevent the FCC's granting the FCC Form 316 Transfer of Control
Application to be filed with respect to the Merger.

        2.12 COMPLIANCE WITH APPLICABLE LAWS. Each of Capstar and its
subsidiaries has in effect all federal, state, local and foreign governmental
approvals, authorizations, certificates, filings, franchises, licenses,
notices, permits and rights (collectively, "Permits") necessary for it to own,
lease or operate its properties and assets and to carry on its business as now
conducted, other than such Permits the absence of which could not, individually
or in the aggregate, reasonably be expected to have a Capstar Material Adverse
Effect, and there has occurred no default under any such Permit other than such
defaults which, individually or in the aggregate, could not reasonably be
expected to have a Capstar Material Adverse Effect. Except as disclosed in the
Capstar Disclosure Letter, Capstar and its subsidiaries are in compliance with
all applicable statutes, laws, ordinances, rules, orders and regulations of any
Governmental Entity, except for such noncompliance which, individually or in
the aggregate, could not reasonably be expected to have a Capstar Material
Adverse Effect.

        2.13 ABSENCE OF UNDISCLOSED LIABILITIES. Except for (x) liabilities
disclosed in the Capstar SEC Documents, (y) current liabilities incurred by
Capstar and its subsidiaries in the ordinary course of business consistent with
past practices since the date of the most recent consolidated balance sheet of
Capstar set forth in Capstar's Annual Report on Form 10-K for the fiscal year
ended December 31, 1998, as filed with the SEC (the "1998 Capstar 10-K"), and
(z) liabilities contemplated by this Agreement or 


                                       15
<PAGE>   23
disclosed in the Capstar Disclosure Letter, Capstar and its subsidiaries do not
have any material indebtedness, obligations or liabilities of any kind (whether
accrued, absolute, contingent or otherwise) (i) required by GAAP to be
reflected on a consolidated balance sheet of Capstar and its consolidated
subsidiaries or in the notes, exhibits or schedules thereto or (ii) which
reasonably could be expected to have a Capstar Material Adverse Effect.

        2.14 LITIGATION. Except as disclosed in the Capstar SEC Documents or
the Capstar Disclosure Letter, to August 26, 1998, there is no litigation,
administrative action, arbitration or other proceeding pending against Capstar
or any of its subsidiaries or, to the knowledge of Capstar, threatened that,
individually or in the aggregate, could reasonably be expected to (i) have a
Capstar Material Adverse Effect or (ii) prevent, or significantly delay, the
consummation of the transactions contemplated by this Agreement. Except as set
forth in the Capstar Disclosure Letter or in the Capstar SEC Documents, to
August 26, 1998, there is no judgment, order, injunction or decree of any
Governmental Entity outstanding against Capstar or any of its subsidiaries
that, individually or in the aggregate, could reasonably be expected to have
any effect referred to in the foregoing clauses (i) and (ii) of this Section
2.14.

        2.15 TRANSACTIONS WITH AFFILIATES. Other than the transactions
contemplated by this Agreement, or except to the extent disclosed in the
Capstar SEC Documents or in the Capstar Disclosure Letter or in the supplement
to the Capstar Disclosure Letter dated the date hereof, there have been no
transactions, agreements, arrangements or understandings between Capstar or its
subsidiaries, on the one hand, and Capstar's affiliates (other than
subsidiaries of Capstar) or any other person, on the other hand, that would be
required to be disclosed under Item 404 of Regulation S-K under the Securities
Act.

        2.16 LABOR MATTERS. Except as set forth in the Capstar Disclosure
Letter or in the Capstar SEC Documents, (i) neither Capstar nor any of its
subsidiaries is a party to any labor or collective bargaining agreement, and no
employees of Capstar or any of its subsidiaries are represented by any labor
organization, (ii) to the knowledge of Capstar, there are no material
representation or certification proceedings, or petitions seeking a
representation proceeding, pending or threatened to be brought or filed with
the National Labor Relations Board or any other labor relations tribunal or
authority and (iii) to the knowledge of Capstar, there are no material
organizing activities involving Capstar or any of its subsidiaries with respect
to any group of employees of Capstar or its subsidiaries.

        2.17 EMPLOYEE ARRANGEMENTS AND BENEFIT PLANS.

             (a) The Capstar Disclosure Letter sets forth a complete and
correct list of (i) as of August 26, 1998, all Capstar Benefit Plans, including
all employee benefit plans within the meaning of Section 3(3) of the Employee
Retirement Income Security Act of 1974, as amended ("ERISA"), sponsored by
Capstar or any of its subsidiaries, and (ii) as of August 26, 1998, all persons
with whom Capstar or its subsidiaries had written employment, severance,
termination, change-in-control or indemnification agreements 


                                       16
<PAGE>   24
(collectively, the "Employment Arrangements"), under which Capstar or any of
its subsidiaries had any obligation or liability (contingent or otherwise),
except for any Employment Arrangement which (x) provided for annual
compensation (excluding benefits) of $150,000 or less, (y) had an unexpired
term of or can be terminated (before, on or after a change in control) in less
than one year from the date hereof without additional cost or penalty or (z)
related to agreements for on-air talent entered into in the ordinary course of
business consistent with past practices. Except as set forth in the Capstar SEC
Documents or in the Capstar Disclosure Letter and except as could not,
individually or in the aggregate, reasonably be expected to have a Capstar
Material Adverse Effect: (A) each Capstar Benefit Plan has been administered
and is in compliance with the terms of such plan and all applicable laws, rules
and regulations, (B) no "reportable event" (as such term is used in section
4043 of ERISA) (other than those events for which the 30 day notice has been
waived pursuant to the regulations), "prohibited transaction" (as such term is
used in section 406 of ERISA or section 4975 of the Code) or "accumulated
funding deficiency" (as such term is used in section 412 or 4971 of the Code)
has heretofore occurred with respect to any Capstar Benefit Plan and (C) each
Capstar Benefit Plan intended to qualify under Section 401(a) of the Code has
received a favorable determination from the United States Internal Revenue
Service ("IRS") regarding its qualified status and no notice has been received
from the IRS with respect to the revocation of such qualification.

             (b) To August 26, 1998, there is no litigation or administrative
or other proceeding involving any Capstar Benefit Plan or Employment
Arrangement nor has Capstar or any of its subsidiaries received written notice
that any such proceeding is threatened, in each case where an adverse
determination could reasonably be expected to have a Capstar Material Adverse
Effect. Except as set forth in the Capstar Disclosure Letter, to August 26,
1998, neither Capstar nor any of its subsidiaries has contributed to any
"multiemployer plan" (within the meaning of section 3(37) of ERISA) and neither
Capstar nor any of its subsidiaries has incurred, nor, to the best of Capstar's
knowledge, is reasonably likely to incur any withdrawal liability which remains
unsatisfied in an amount which could reasonably be expected to have a Capstar
Material Adverse Effect. The termination of, or withdrawal from, any Capstar
Benefit Plan or multiemployer plan to which Capstar or its subsidiaries
contributes, on or prior to the Closing Date, will not subject Capstar or any
of its subsidiaries to any liability under Title IV of ERISA that could
reasonably be expected to have a Capstar Material Adverse Effect.

        2.18 TAX MATTERS. Except as set forth in the Capstar Disclosure Letter,
in the Capstar SEC Documents or in the 1998 Capstar 10-K, (A) Capstar and each
of its subsidiaries have timely filed with the appropriate taxing authorities
all material Tax Returns (as defined below) required to be filed through the
date hereof and will timely file any such material Tax Returns required to be
filed on or prior to the Closing Date (except those under valid extension) and
all such Tax Returns are and will be true and correct in all material respects,
(B) all Taxes (as defined below) of Capstar and each of its subsidiaries shown
to be due on the Tax Returns described in (A) above have been or will be timely
paid, (C) no material deficiencies for any Taxes have been proposed, asserted
or assessed against Capstar or any of its subsidiaries that have not been fully
paid or adequately provided for in the appropriate financial statements of
Capstar and its 


                                       17
<PAGE>   25
subsidiaries, and no power of attorney with respect to any Taxes has been
executed or filed with any taxing authority and no material issues relating to
Taxes have been raised in writing by any governmental authority during any
presently pending audit or examination, (D) Capstar and its subsidiaries are
not now subject to audit by any taxing authority and no waivers of statutes of
limitation with respect to the Tax Returns have been given by or requested in
writing from Capstar or any of its subsidiaries, (E) there are no material
liens for Taxes (other than for Taxes not yet due and payable) on any assets of
Capstar or any of its subsidiaries, (F) neither Capstar nor any of its
subsidiaries is a party to or bound by (nor will any of them become a party to
or bound by) any tax indemnity, tax sharing, tax allocation agreement, or
similar agreement, arrangement or practice with respect to Taxes, (G) neither
Capstar nor any of its subsidiaries has ever been a member of an affiliated
group of corporations within the meaning of Section 1504 of the Code, other
than the affiliated group of which Capstar is the common parent, (H) neither
Capstar nor any of its subsidiaries has filed a consent pursuant to the
collapsible corporation provisions of Section 341(f) of the Code (or any
corresponding provision of state or local law) or agreed to have Section
341(f)(2) of the Code (or any corresponding provisions of state or local law)
apply to any disposition of any asset owned by Capstar or any of its
subsidiaries, as the case may be, (l) neither Capstar nor any of its
subsidiaries has agreed to make, nor is any required to make, any adjustment
under Section 481(a) of the Code or any similar provision of state, local or
foreign law by reason of a change in accounting method or otherwise, (J)
Capstar and its subsidiaries have complied in all material respects with all
applicable laws, rules and regulations relating to withholding of Taxes and (K)
no property owned by Capstar or any of its subsidiaries (i) is property
required to be treated as being owned by another person pursuant to the
provisions of Section 168(f)(8) of the Internal Revenue Code of 1954, as
amended and in effect immediately prior to the enactment of the Tax Reform Act
of 1986; (ii) constitutes "tax exempt use property" within the meaning of
Section 168(h)(l) of the Code; or (iii) is tax exempt bond financed property
within the meaning of Section 168(g) of the Code.

        As used in this Agreement, "Tax Return" shall mean any return, report,
claim for refund, estimate, information return or statement or other similar
document relating to or required to be filed with any governmental authority
with respect to Taxes, including any schedule or attachment thereto, and
including any amendment thereof. As used in this Agreement, "Taxes" shall mean
all federal, state, local and foreign taxes, duties, levies or similar charges
of any kind, including but not limited to those measured by or referred to as
income, gross receipts, sales, use, ad valorem, franchise, profits, license,
withholding, payroll, employment, excise, severance, stamp, occupation,
premium, value added, property or windfall profits taxes, customs, duties or
similar fees, assessments or charges of any kind whatsoever, together with any
interest and any penalties, additions to tax or additional amounts imposed by
any governmental authority, domestic or foreign.

        2.19 INTELLECTUAL PROPERTY. Except as set forth in the Capstar
Disclosure Letter and except to the extent that the inaccuracy of any of the
following (or the circumstances giving rise to such inaccuracy), individually
or in the aggregate, could not reasonably be expected to have a Capstar
Material Adverse Effect: (a) Capstar and each of its subsidiaries owns, or is
licensed to use (in each case, free and clear of any Liens), all Intellectual
Property (as defined below) used in or necessary for the conduct of its


                                       18
<PAGE>   26
business as currently conducted; (b) the use of any Intellectual Property by
Capstar and its subsidiaries does not infringe on or otherwise violate the
rights of any person and is in accordance with any applicable license pursuant
to which Capstar or any subsidiary acquired the right to use any Intellectual
Property; (c) to the knowledge of Capstar, no person is challenging, infringing
on or otherwise violating any right of Capstar or any of its subsidiaries with
respect to any Intellectual Property owned by and/or licensed to Capstar or its
subsidiaries; and (d) neither Capstar nor any of its subsidiaries has received
any written notice of any pending claim with respect to any Intellectual
Property used by Capstar and its subsidiaries and to its knowledge no
Intellectual Property owned and/or licensed by Capstar or its subsidiaries is
being used or enforced in a manner that would result in the abandonment,
cancellation or unenforceability of such Intellectual Property.

        For purposes of this Agreement, "Intellectual Property" shall mean
trademarks, service marks, brand names and other indications of origin, the
goodwill associated with the foregoing and registrations in any jurisdiction
of, and applications in any jurisdiction to register, the foregoing, including
any extension, modification or renewal of any such registration or application;
inventions, discoveries and ideas, whether patentable or not, in any
jurisdiction; patents, applications for patents (including, without limitation,
divisions, continuations, continuations in part and renewal applications), and
any renewals, extensions or reissues thereof, in any jurisdiction; nonpublic
information, trade secrets and confidential information and rights in any
jurisdiction to limit the use or disclosure thereof by any person; writings and
other works, whether copyrightable or not, in any jurisdiction; registrations
or applications for registration of copyrights in any jurisdiction, and any
renewals or extensions thereof; any similar intellectual property or
proprietary rights; and any claims or causes of action arising out of or
relating to any infringement or misappropriation of any of the foregoing.

        2.20 ENVIRONMENTAL MATTERS. Except as disclosed in the Capstar SEC
Documents or in the Capstar Disclosure Letter and except as could not
reasonably be expected to have a Capstar Material Adverse Effect: (i) the
operations of Capstar and its subsidiaries have been and are in compliance with
all Environmental Laws (as defined below) and with all Permits required by
Environmental Laws, (ii) to August 26, 1998, there are no pending or, to the
knowledge of Capstar, threatened, actions, suits, claims, investigations or
other proceedings (collectively, "Actions") under or pursuant to Environmental
Laws against Capstar or its subsidiaries or involving any real property
currently or, to the knowledge of Capstar, formerly owned, operated or leased
by Capstar or its subsidiaries, (iii) Capstar and its subsidiaries are not
subject to any Environmental Liabilities (as defined below), and, to the
knowledge of Capstar, no facts, circumstances or conditions relating to,
arising from, associated with or attributable to any real property currently
or, to the knowledge of Capstar, formerly owned, operated or leased by Capstar
or its subsidiaries or operations thereon that could reasonably be expected to
result in Environmental Liabilities, (iv) all real property owned and to the
knowledge of Capstar all real property operated or leased by Capstar or its
subsidiaries is free of contamination from Hazardous Material (as defined
below) and (v) there is not now, nor, to the knowledge of Capstar, has there
been in the past, on, in or under any real property owned, leased or operated
by Capstar or any of its predecessors (a) any underground storage tanks,
above-ground storage tanks, dikes or impoundments containing Hazardous


                                       19
<PAGE>   27

Materials, (b) any asbestos-containing materials, (c) any polychlorinated
biphenyls, or (d) any radioactive substances.

        As used in this Agreement, "Environmental Laws" means any and all
federal, state, local or municipal laws, rules, orders, regulations, statutes,
ordinances, codes, decisions, injunctions, orders, decrees, requirements of any
Governmental Entity, any and all common law requirements, rules and bases of
liability regulating, relating to or imposing liability or standards of conduct
concerning pollution, Hazardous Materials or protection of human health or the
environment, as currently in effect and includes, but is not limited to, the
Comprehensive Environmental Response, Compensation and Liability Act ("CERCLA"),
42 U.S.C. Section 9601 et seq., the Hazardous Materials Transportation Act 49
U.S.C. Section 1801 et seq., the Resource Conservation and Recovery Act
("RCRA"), 42 U.S.C. Section 6901 et seq., the Clean Water Act, 33 U.S.C.
Section 1251 et seq., the Clean Air Act, 33 U.S.C. Section 2601 et seq., the
Toxic Substances Control Act, 15 U.S.C. Section 2601 et seq., the Federal
Insecticide, Fungicide and Rodenticide Act, 7 U.S.C., Section 136 et seq., and
the Oil Pollution Act of 1990, 33 U.S.C. Section 2701 et seq., as such laws
have been amended or supplemented, and the regulations promulgated pursuant
thereto, and all analogous state or local statutes. As used in this Agreement,
"Environmental Liabilities" with respect to any person means any and all
liabilities of or relating to such person or any of its subsidiaries (including
any entity which is, in whole or in part, a predecessor of such person or any of
such subsidiaries), whether vested or unvested, contingent or fixed, actual or
potential, known or unknown, which (i) arise under or relate to matters covered
by Environmental Laws and (ii) relate to actions occurring or conditions
existing on or prior to the Closing Date. As used in this Agreement, "Hazardous
Materials" means any hazardous or toxic substances, materials or wastes,
defined, listed, classified or regulated as such in or under any Environmental
Laws which includes, but is not limited to, petroleum, petroleum products,
friable asbestos, urea formaldehyde and polychlorinated biphenyls.

        2.21 MATERIAL AGREEMENTS.

             (a) Except as disclosed in the Capstar Disclosure Letter, from and
after the date of filing of the Capstar SEC Documents to August 26, 1998,
neither Capstar nor any of its subsidiaries has entered into any contract,
agreement or other document or instrument (other than the Old Agreement) that
would be required to be filed with the SEC or any material amendment,
modification or waiver under any contract, agreement or other document or
instrument (other than any such amendments, modifications or waivers entered
into following August 26, 1998 in connection with the transactions contemplated
hereby) that was previously filed with the SEC or would be required to be so
filed.

             (b) Except as filed as an exhibit to the Capstar SEC Documents or
as set forth in the Capstar Disclosure Letter, to August 26, 1998, neither
Capstar nor any of its subsidiaries is a party to or has entered into or made
any material amendment or modification to or granted any material waiver under
any contract, agreement, document or instrument that Capstar would be required
to file under Item 601 of Regulation S-K 


                                       20
<PAGE>   28
promulgated under the Exchange Act as an Exhibit to Form 10-K (collectively, 
the "Material Agreements").

             (c) Each of the Material Agreements is valid and enforceable
against Capstar in accordance with its terms, and there is no default under any
Material Agreements either by Capstar or any of its subsidiaries which is a
party to such Material Agreements or, to the knowledge of Capstar, by any other
party thereto, and no event has occurred that with the lapse of time or the
giving of notice or both would constitute a default thereunder by Capstar or,
to the knowledge of Capstar, any other party thereto, in any such case in which
such default or event could reasonably be expected to have a Capstar Material
Adverse Effect. In addition, neither Capstar nor any subsidiary of Capstar is
in material breach of any Material Agreement (including any breach which would
give rise to a right to terminate any such agreement). To August 26, 1998,
neither Capstar nor any subsidiary of Capstar has received any written notice
(or to the knowledge of Capstar any other notice) of default or termination
under any Material Agreement, and to the knowledge of Capstar, there exists no
basis for any assertion of a right of default or termination under such
agreements. To August 26, 1998, neither Capstar nor any subsidiary of Capstar
has received any written notice (or to the knowledge of Capstar any other
notice) of the exercise of a put option or other right pursuant to which
Capstar or any of its subsidiaries would be obligated to purchase capital stock
or assets relating to any Capstar LMA Facility.

        2.22 TANGIBLE PROPERTY. All of the assets of Capstar and the Capstar
Significant Subsidiaries are in good operating condition, reasonable wear and
tear excepted, and usable in the ordinary course of business, except where the
failure to be in such condition or so usable could not, individually or in the
aggregate, reasonably be expected to have a Capstar Material Adverse Effect.

        2.23 OPINION OF FINANCIAL ADVISORS.

             (a) The Capstar Special Committee has received the opinion of Bear
Stearns, dated as of April 13, 1999, to the effect that, as of such date, the
Exchange Ratio is fair, from a financial point of view, to the public holders
of Capstar Class A Common Stock.

             (b) The Board of Directors of Capstar has received the opinions of
each of CSFB and BT Wolfensohn, dated August 26, 1998, to the effect that, as
of such date, the Exchange Ratio is fair, from a financial point of view, to
the holders of Capstar Common Stock.

        2.24 NO OTHER REPRESENTATIONS AND WARRANTIES. Except for the
representations and warranties made by Capstar as expressly set forth in this
Agreement or in any certificate or document delivered pursuant this Agreement,
neither Capstar nor any of its affiliates has made and shall not be construed
as having made to Chancellor or to any affiliate thereof any representation or
warranty of any kind.


                                       21
<PAGE>   29

                                   ARTICLE 3

                  REPRESENTATIONS AND WARRANTIES OF CHANCELLOR

        Chancellor represents and warrants to Capstar as follows:

        3.1 ORGANIZATION, STANDING AND CORPORATE POWER. Each of Chancellor and
the Chancellor Significant Subsidiaries (as defined below) is a corporation
duly organized, validly existing and in good standing under the laws of the
jurisdiction in which it is incorporated and has the requisite corporate power
and authority to carry on its business as now being conducted. Each of
Chancellor and the Chancellor Significant Subsidiaries is duly qualified to do
business and is in good standing in each jurisdiction in which the nature of
its business or the ownership or leasing of its properties makes such
qualification necessary, except where the failure to be so qualified could not
reasonably be expected to have a material adverse effect on the business,
properties, results of operations, or condition (financial or otherwise) of
Chancellor and its subsidiaries, considered as a whole (other than as a result
of changes in general economic conditions or in economic conditions generally
affecting the radio broadcasting industry) (a "Chancellor Material Adverse
Effect"). Chancellor has delivered to Capstar complete and correct copies of
its Certificate of Incorporation and Bylaws, as amended to August 26, 1998. For
purposes of this Agreement, a "Chancellor Significant Subsidiary" means any
subsidiary of Chancellor that would constitute a "significant subsidiary"
within the meaning of Rule 1-02 of Regulation S-X of the SEC.

        3.2 CAPITAL STRUCTURE. The authorized capital stock of Chancellor
consists of (i) 75,000,000 shares of Chancellor Class A Common Stock, none of
which are issued and outstanding, (ii) 200,000,000 shares of Chancellor Common
Stock and (iii) 50,000,000 shares of preferred stock, $0.01 par value, of which
(x) 2,200,000 shares have been designated as 7% Convertible Preferred Stock and
(y) 6,000,000 shares have been designated as $3.00 Convertible Exchangeable
Preferred Stock. At the close of business on August 24, 1998: (i) 142,355,677
shares of Chancellor Common Stock were issued and outstanding, 14,149,671
shares of Chancellor Common Stock were reserved for issuance pursuant to
outstanding options or warrants to purchase Chancellor Common Stock which have
been granted to directors, officers or employees of Chancellor or others
("Chancellor Stock Options"), 18,059,088 shares of Chancellor Common Stock were
reserved for issuance upon the conversion of the Chancellor Convertible
Preferred Stock, and no shares of Chancellor Common Stock were held as treasury
shares by Chancellor or any subsidiary of Chancellor; (ii) 2,200,000 shares of
Chancellor 7% Convertible Preferred Stock were issued and outstanding; (iii)
6,000,000 shares of Chancellor $3.00 Convertible Preferred Stock were issued
and outstanding; and (iv) no shares of Chancellor Convertible Preferred Stock
were held as treasury shares by Chancellor or any subsidiary of Chancellor.
Except as set forth above or disclosed in writing by Chancellor to Capstar in a
disclosure letter (the "Chancellor Disclosure Letter") delivered to Capstar
prior to the execution and delivery of the Old Agreement, at the close of
business on August 24, 1998, no shares of capital stock or other equity
securities of Chancellor were authorized, issued, reserved for issuance or
outstanding. All outstanding shares of capital stock of Chancellor are, and all
shares which may be issued pursuant to Chancellor's 


                                       22
<PAGE>   30
stock option plans, as amended to the date hereof (the "Chancellor Stock Option
Plans"), or upon the exercise of outstanding Chancellor Stock Options or upon
the conversion of outstanding shares of Chancellor Convertible Preferred Stock
will be, when issued, duly authorized, validly issued, fully paid and
nonassessable and not subject to preemptive rights. No bonds, debentures, notes
or other indebtedness of Chancellor or any subsidiary of Chancellor having the
right to vote (or convertible into, or exchangeable for, securities having the
right to vote) on any matters on which the stockholders of Chancellor or any
subsidiary of Chancellor may vote are issued or outstanding. All the
outstanding shares of capital stock of each subsidiary of Chancellor have been
validly issued and are fully paid and nonassessable and (except for the shares
of 12-1/4% Series A Senior Cumulative Exchangeable Preferred Stock, $0.01 par
value, of Chancellor Media Corporation of Los Angeles, a Delaware corporation
(the "Chancellor Operating Subsidiary")), are owned by Chancellor, by one or
more wholly-owned subsidiaries of Chancellor or by Chancellor and one or more
such wholly-owned subsidiaries, free and clear of all Liens, except for Liens
arising out of the senior credit facility of Chancellor Operating Subsidiary
and those that, individually or in the aggregate, could not reasonably be
expected to have a Chancellor Material Adverse Effect. Except as set forth
above or in the Chancellor Disclosure Letter and in that certain Amended and
Restated Stockholders Agreement, dated as of February 14, 1996, as amended by
the First Amendment to Amended and Restated Stockholders Agreement dated as of
September 4, 1997, among Chancellor and the stockholders parties thereto (the
"Chancellor Stockholders Agreement") (which restricts the transfer of shares of
Chancellor Common Stock by the parties to the Chancellor Stockholders Agreement
in certain circumstances), and except for certain provisions of the Certificate
of Incorporation of Chancellor relating to "alien ownership" of the Chancellor
Common Stock, as of August 26, 1998, neither Chancellor nor any subsidiary of
Chancellor had any outstanding option, warrant, subscription or other right,
agreement or commitment that either (i) obligates Chancellor or any subsidiary
of Chancellor to issue, sell or transfer, repurchase, redeem or otherwise
acquire or vote any shares of the capital stock of Chancellor or any Chancellor
Significant Subsidiary or (ii) restricts the transfer of Chancellor Common
Stock. From the close of business on August 24, 1998 to August 26, 1998,
neither Chancellor nor any subsidiary of Chancellor had issued any capital
stock or securities or other rights convertible into or exercisable or
exchangeable for shares of such capital stock, other than shares of Chancellor
Common Stock issued upon the exercise of Chancellor Stock Options outstanding
on August 24, 1998 or upon the conversion of shares of Chancellor Convertible
Preferred Stock outstanding on August 24, 1998.

        3.3 AUTHORITY; NONCONTRAVENTION. Chancellor has the requisite corporate
power and authority to enter into this Agreement and, subject to the approval
of the stockholders of Chancellor as set forth in Section 5.2(b) (the
"Chancellor Stockholders Approval") of (i) the issuance of shares of Chancellor
Common Stock to the holders of Capstar Common Stock in the Merger and (ii) the
Amended and Restated Charter (clauses (i) and (ii) collectively being referred
to hereinafter as the "Chancellor Stockholder Proposals"), to consummate the
transactions contemplated by this Agreement. The execution and delivery of this
Agreement by Chancellor and the consummation by Chancellor of the transactions
contemplated hereby have been duly authorized by all necessary corporate action
on the part of Chancellor, subject to the 



                                       23
<PAGE>   31
Chancellor Stockholders Approval. This Agreement has been duly executed and
delivered by Chancellor and, assuming this Agreement constitutes the valid and
binding agreement of each of the other parties hereto, constitutes a valid and
binding obligation of Chancellor, enforceable against it in accordance with its
terms except that the enforcement thereof may be limited by (a) bankruptcy,
insolvency, reorganization, moratorium or similar laws now or hereafter in
effect relating to creditor's rights generally and (b) general principles of
equity (regardless of whether enforceability is considered in a proceeding at
law or in equity). Except as set forth in the Chancellor Disclosure Letter and
subject to the receipt of the Chancellor Stockholders Approval and the filing
of the Amended and Restated Charter, the execution and delivery of this
Agreement do not, and the consummation of the transactions contemplated by this
Agreement and compliance with the provisions hereof will not, (i) conflict with
any of the provisions of the Certificate of Incorporation or Bylaws of
Chancellor or the comparable documents of any subsidiary of Chancellor, (ii)
subject to the governmental filings and other matters referred to in the
following sentence, conflict with, result in a breach of or default (with or
without notice or lapse of time, or both) under, or give rise to a right of
termination, cancellation or acceleration of any obligation or loss of a
material benefit under, or require the consent of any person under, any
indenture or other agreement, permit, concession, franchise, license or similar
instrument or undertaking to which Chancellor or any of its subsidiaries is a
party or by which Chancellor or any of its subsidiaries or any of their assets
is bound or affected, (iii) result in an obligation by Chancellor or any of its
subsidiaries to redeem, repurchase or retire (or offer to redeem, repurchase or
retire) any indebtedness of Chancellor or any of its subsidiaries outstanding
as of the date hereof or equity security of Chancellor or any of its
subsidiaries outstanding as of the date hereof, or (iv) subject to the
governmental filings and other matters referred to in the following sentence,
contravene any law, rule or regulation of any state or of the United States or
any political subdivision thereof or therein, or any order, writ, judgment,
injunction, decree, determination or award currently in effect, except, in the
cases of the foregoing clauses (ii) through (iv), for breaches that,
individually or in the aggregate, could not reasonably be expected to have a
Chancellor Material Adverse Effect or to materially hinder Chancellor's ability
to consummate the transactions contemplated by this Agreement. No consent,
approval or authorization of, or declaration or filing with, or notice to, any
Governmental Entity which has not been received or made, is required by or with
respect to Chancellor or any of its subsidiaries in connection with the
execution and delivery of this Agreement by Chancellor or the consummation by
Chancellor of the transactions contemplated hereby, except for (i) the filing
of premerger notification and report forms under the HSR Act with respect to
the Merger and the termination or earlier expiration of the applicable waiting
period thereunder, (ii) such filings with and approvals required by the FCC
under the Communications Act, including those required in connection with the
acquisition of control of the Capstar FCC Licenses for the operation of the
Capstar Licensed Facilities, (iii) the filing of the Certificate of Merger with
the Delaware Secretary of State and appropriate documents with the relevant
authorities of other states in which Chancellor is qualified to do business,
(iv) the Joint Proxy Statement/Prospectus to be filed with the SEC by
Chancellor relating to the Chancellor Stockholders Approval and the issuance of
Chancellor Common Stock in connection with the Merger, (v) any filing required
by The 


                                       24
<PAGE>   32
Nasdaq Stock Market (or the New York Stock Exchange, if the shares of
Chancellor Common Stock are then listed thereon) with respect to the issuance
of shares of Chancellor Common Stock in connection with the Merger or upon the
exercise of Capstar Stock Options issued pursuant to the Capstar Stock Option
Plan or the Warrants, (vi) the filing of such reports under the Exchange Act as
may be required in connection with this Agreement and the transactions
contemplated by this Agreement, (vii) such filings and consents as may be
required under any environmental, health or safety law or regulation pertaining
to any notification, disclosure or required approval triggered by the Merger or
the other transactions contemplated by this Agreement, (viii) such filings as
may be required in connection with statutory provisions and regulations
relating to real property transfer gains taxes and real property transfer
taxes, and (ix) the filing of the Amended and Restated Charter.

        3.4 CHANCELLOR SEC DOCUMENTS; FINANCIAL STATEMENTS. Except as set forth
in the supplement to the Chancellor Disclosure Letter dated the date hereof,
(i) Chancellor and its predecessors have filed all required reports, schedules,
forms, statements and other documents with the SEC since January 1, 1995 to
August 26, 1998 (such reports, schedules, forms, statements and other documents
and any other documents filed with the SEC and publicly available prior to
August 26, 1998 are hereinafter referred to as the "Chancellor SEC Documents");
(ii) as of their respective dates, the Chancellor SEC Documents complied in all
material respects with the requirements of the Securities Act or the Exchange
Act, as the case may be, and the rules and regulations of the SEC promulgated
thereunder applicable to such Chancellor SEC Documents, and none of the
Chancellor SEC Documents as of such dates contained any untrue statement of a
material fact or omitted to state a material fact required to be stated therein
or necessary in order to make the statements therein, in light of the
circumstances under which they were made, not misleading; and (iii) as of their
respective dates, the consolidated financial statements of Chancellor and its
predecessors included in the SEC Documents complied as to form in all material
respects with applicable accounting requirements and the published rules and
regulations of the SEC with respect thereto, have been prepared in accordance
with generally accepted accounting principles applied on a consistent basis
during the periods involved (except as may be indicated in the notes thereto
or, in the case of unaudited statements, as permitted by Rule 10-01 of
Regulation S-X) and fairly present, in all material respects, the consolidated
financial position of Chancellor and its consolidated subsidiaries (or its
predecessors and their respective consolidated subsidiaries) as of the dates
thereof and the consolidated results of their operations and cash flows for the
periods then ended (on the basis stated therein and subject, in the case of
unaudited quarterly statements, to normal year-end audit adjustments).

        3.5 ABSENCE OF CERTAIN CHANGES OR EVENTS. Except as disclosed in the
Chancellor SEC Documents or except as disclosed in the Chancellor Disclosure
Letter or in the supplement to the Chancellor Disclosure Letter dated the date
hereof, or as otherwise agreed to in writing after August 26, 1998 by Capstar,
or as expressly permitted by this Agreement, since the date of the most recent
audited financial statements included in the Chancellor SEC Documents,
Chancellor and its subsidiaries have conducted their business only in the
ordinary course, and there has not been (i) any 


                                       25
<PAGE>   33
change which could reasonably be expected to have a Chancellor Material Adverse
Effect (including as a result of the consummation of the transactions
contemplated by this Agreement), (ii) any declaration, setting aside or payment
of any dividend or other distribution (whether in cash, stock or property) with
respect to any of Chancellor's currently outstanding capital stock (other than
the payment of regular cash dividends on the Chancellor 7% Convertible
Preferred Stock and Chancellor $3.00 Convertible Preferred Stock, in each case
in accordance with usual record and payment dates), (iii) any split,
combination or reclassification of any of its outstanding capital stock or any
issuance or the authorization of any issuance of any other securities in
respect of, in lieu of or in substitution for shares of its outstanding capital
stock, (iv) (x) any granting by Chancellor or any of its subsidiaries to any
director, officer or other employee or independent contractor of Chancellor or
any of its subsidiaries of any increase in compensation or acceleration of
benefits, except in the ordinary course of business consistent with prior
practice or as was required under employment agreements in effect as of the
date of the most recent audited financial statements included in the Chancellor
SEC Documents, (y) any granting by Chancellor or any of its subsidiaries to any
director, officer or other employee or independent contractor of any increase
in, or acceleration of benefits in respect of, severance or termination pay, or
pay in connection with any change of control of Chancellor, except in the
ordinary course of business consistent with prior practice or as was required
under any employment, severance or termination agreements in effect as of the
date of the most recent audited financial statements included in the Chancellor
SEC Documents or (z) any entry by Chancellor or any of its subsidiaries into
any employment, severance, change of control, or termination or similar
agreement with any director, executive officer or other employee or independent
contractor other than in the ordinary course of business consistent with past
practices, or (v) any change in accounting methods, principles or practices by
Chancellor or any of its subsidiaries materially affecting its assets,
liability or business, except insofar as may have been required by a change in
generally accepted accounting principles.

        3.6 NO EXTRAORDINARY PAYMENTS OR CHANGE IN BENEFITS. Except as
disclosed in the Chancellor Disclosure Letter or in the supplement to the
Chancellor Disclosure Letter dated the date hereof, no current or former
director, officer, employee or independent contractor of Chancellor or any of
its subsidiaries is entitled to receive any payment under any agreement,
arrangement or policy (written or oral) relating to employment, severance,
change of control, termination, stock options, stock purchases, compensation,
deferred compensation, fringe benefits or other employee benefits currently in
effect (collectively, the "Chancellor Benefit Plans"), nor will any benefit
received or to be received by any current or former director, officer, employee
or independent contractor of Chancellor or any of its subsidiaries under any
Chancellor Benefit Plan be accelerated or modified, in each case, as a result
of or in connection with the execution and delivery of, or the consummation of
the transactions contemplated by, this Agreement.

        3.7 BROKERS. Except with respect to Salomon Brothers Inc. and Smith
Barney Inc., collectively doing business as Salomon Smith Barney ("Salomon
Smith Barney"), Wasserstein Perella & Co. ("Wasserstein"), Morgan Stanley & Co.
Incorporated ("Morgan Stanley") and Goldman, Sachs & Co. ("Goldman Sachs"), all
negotiations 


                                       26
<PAGE>   34
relating to this Agreement and the transactions contemplated hereby have been
carried out by Chancellor directly with Capstar without the intervention of any
person on behalf of Chancellor in such a manner as to give rise to any valid
claim by any person against Chancellor, Capstar, the Surviving Corporation or
any subsidiary of any of them for a finder's fee, brokerage commission, or
similar payment. The Chancellor Disclosure Letter and the supplement to the
Chancellor Disclosure Letter dated the date hereof set forth a written summary
of the terms of its agreements relating to the transactions contemplated by
this Agreement with Salomon Smith Barney, Wasserstein, Morgan Stanley and
Goldman Sachs, and Chancellor has no other agreements or understandings
(written or oral) with respect to such services.

        3.8 OPINION OF FINANCIAL ADVISORS.

            (a) The Board of Directors of Chancellor has received the opinion
of Wasserstein, dated the date hereof, to the effect that, as of such date, the
Exchange Ratio is fair, from a financial point of view, to Chancellor and the
holders of Chancellor Common Stock.

            (b) The special committee of the Board of Directors of Chancellor
(consisting of independent directors) (the "Chancellor Special Committee") has
received the opinion of Salomon Smith Barney, dated as of August 26, 1998, to
the effect that, as of such date, the Exchange Ratio is fair, from a financial
point of view, to the holders of Chancellor Common Stock who are not affiliated
with Hicks, Muse, Tate & Furst Incorporated.

            (c) The Board of Directors of Chancellor has received the opinion
of Morgan Stanley, dated as of August 26, 1998, to the effect that, as of such
date, the Exchange Ratio is fair, from a financial point of view, to Chancellor
and the holders of Chancellor Common Stock.

        3.9 ABSENCE OF UNDISCLOSED LIABILITIES Except for (x) liabilities
disclosed in the Chancellor SEC Documents, (y) current liabilities incurred by
Chancellor and its subsidiaries in the ordinary course of business consistent
with past practices since the date of the most recent consolidated balance
sheet of Chancellor set forth in Chancellor's Annual Report on Form 10-K for
the fiscal year ended December 31, 1998, as filed with the SEC, and (z)
liabilities contemplated by this Agreement or disclosed in the Chancellor
Disclosure Letter, Chancellor and its subsidiaries do not have any material
indebtedness, obligations or liabilities of any kind (whether accrued,
absolute, contingent or otherwise) (i) required by GAAP to be reflected on a
consolidated balance sheet of Chancellor and its consolidated subsidiaries or
in the notes, exhibits or schedules thereto or (ii) which reasonably could be
expected to have a Chancellor Material Adverse Effect.

        3.10 LITIGATION. Except as disclosed in the Chancellor SEC Documents or
in the Chancellor Disclosure Letter, to August 26, 1998, there is no
litigation, administrative action, arbitration or other proceeding pending
against Chancellor or any of its subsidiaries or, to the knowledge of
Chancellor, threatened that, individually or in the aggregate, could reasonably
be expected to (i) have a Chancellor Material Adverse Effect 


                                       27
<PAGE>   35
or (ii) prevent, or significantly delay the consummation of the transactions
contemplated by this Agreement. Except as set forth in the Chancellor SEC
Documents, to the date of this Agreement, there is no judgment, order,
injunction or decree of any Governmental Entity outstanding against Chancellor
or any of its subsidiaries that, individually or in the aggregate, could
reasonably be expected to have any effect referred to in the foregoing clauses
(i) and (ii) of this Section 3.10.

        3.11 TRANSACTIONS WITH AFFILIATES. Other than the transactions
contemplated by this Agreement or except to the extent disclosed in the
Chancellor SEC Documents or in the Chancellor Disclosure Letter or in the
supplement to the Chancellor Disclosure Letter dated the date hereof, there
have been no transactions, agreements, arrangements or understandings between
Chancellor or its subsidiaries, on the one hand, and Chancellor's affiliates
(other than subsidiaries of Chancellor) or any other person, on the other hand,
that would be required to be disclosed under Item 404 of Regulation S-K under
the Securities Act.

        3.12 VOTING REQUIREMENTS. The affirmative votes of (i) a majority of
the outstanding shares of Chancellor Common Stock with respect to the approval
and adoption of the Amended and Restated Charter, and (ii) a majority of the
votes cast by the holders of Chancellor Common Stock with respect to the
approval of the issuance of Chancellor Common Stock to Capstar stockholders in
the Merger, are the only votes of the holders of any class or series of
Chancellor's capital stock necessary by law to approve the transactions
contemplated by this Agreement.

        3.13 FCC QUALIFICATION. Chancellor and its subsidiaries are fully
qualified under the Communications Act to be the transferees of control of the
Capstar FCC Licenses. Except as disclosed in the Chancellor Disclosure Letter
or in the supplement to the Chancellor Disclosure Letter dated the date hereof,
Chancellor is not aware of any facts or circumstances relating to the FCC
qualifications of Chancellor or any of its subsidiaries that could reasonably
be expected to prevent the FCC's granting the FCC Form 316 Transfer of Control
Application to be filed with respect to the Merger.

        3.14 EMPLOYEE ARRANGEMENTS AND BENEFIT PLANS.

             (a) Except as set forth in the Chancellor SEC Documents or in the
Chancellor Disclosure Letter and except as could not, individually or in the
aggregate, reasonably be expected to have a Chancellor Material Adverse Effect:
(A) each Chancellor Benefit Plan has been administered and is in compliance
with the terms of such plan and all applicable laws, rules and regulations, (B)
no "reportable event" (as such term is used in section 4043 of ERISA) (other
than those events for which the 30 day notice has been waived pursuant to the
regulations), "prohibited transaction" (as such term is used in section 406 of
ERISA or section 4975 of the Code) or "accumulated funding deficiency" (as such
term is used in section 412 or 4971 of the Code) has heretofore occurred with
respect to any Chancellor Benefit Plan and (C) each Chancellor Benefit Plan
intended to qualify under Section 401(a) of the Code has received a favorable
determination from the IRS regarding its qualified status and no notice has
been received from the IRS with respect to the revocation of such
qualification.


                                       28
<PAGE>   36

             (b) To August 26, 1998, there is no litigation or administrative
or other proceeding involving any Chancellor Benefit Plan nor has Chancellor or
its subsidiaries received written notice that any such proceeding is
threatened, in each case where an adverse determination could reasonably be
expected to have a Chancellor Material Adverse Effect. Neither Chancellor nor
any of its subsidiaries has incurred, nor, to the best of Chancellor's
knowledge, is reasonably likely to incur any withdrawal liability with respect
to any "multiemployer plan" (within the meaning of section 3(37) of ERISA)
which remains unsatisfied in an amount which could reasonably be expected to
have a Chancellor Material Adverse Effect. The termination of, or withdrawal
from, any Chancellor Benefit Plan or multiemployer plan to which Chancellor or
its subsidiaries contributes, on or prior to the Closing Date, will not subject
Chancellor or any of its subsidiaries to any liability under Title IV of ERISA
that could reasonably be expected to have a Chancellor Material Adverse Effect.

        3.15 TAX MATTERS. Except as set forth in the Chancellor Disclosure
Letter or the Chancellor SEC Documents, (A) Chancellor and each of its
subsidiaries have timely filed with the appropriate taxing authorities all
material Tax Returns required to be filed through the date hereof and will
timely file any such material Tax Returns required to be filed on or prior to
the Closing Date (except those under valid extension) and all such Tax Returns
are and will be true and correct in all material respects, (B) all Taxes of
Chancellor and each of its subsidiaries shown to be due on the Tax Returns
described in (A) above have been or will be timely paid, (C) no material
deficiencies for any Taxes have been proposed, asserted or assessed against
Chancellor or any of its subsidiaries that have not been fully paid or
adequately provided for in the appropriate financial statements of Chancellor
and its subsidiaries, and no power of attorney with respect to any Taxes has
been executed or filed with any taxing authority and no material issues
relating to Taxes have been raised in writing by any governmental authority
during any presently pending audit or examination, (D) Chancellor and its
subsidiaries are not now subject to audit by any taxing authority and no
waivers of statutes of limitation with respect to the Tax Returns have been
given by or requested in writing from Chancellor or any of its subsidiaries,
(E) there are no material liens for Taxes (other than for Taxes not yet due and
payable) on any assets of Chancellor or any of its subsidiaries, (F) neither
Chancellor nor any of its subsidiaries is a party to or bound by (nor will any
of them become a party to or bound by) any tax indemnity, tax sharing, tax
allocation agreement, or similar agreement, arrangement or practice with
respect to Taxes, (G) neither Chancellor nor any of its subsidiaries has ever
been a member of an affiliated group of corporations within the meaning of
Section 1504 of the Code, other than the affiliated group of which Chancellor
is the common parent, (H) neither Chancellor nor any of its subsidiaries has
filed a consent pursuant to the collapsible corporation provisions of Section
341(f) of the Code (or any corresponding provision of state or local law) or
agreed to have Section 341(f)(2) of the Code (or any corresponding provisions
of state or local law) apply to any disposition of any asset owned by
Chancellor or any of its subsidiaries, as the case may be, (I) neither
Chancellor nor any of its subsidiaries has agreed to make, nor is any required
to make, any adjustment under Section 481(a) of the Code or any similar
provision of state, local or foreign law by reason of a change in accounting
method or otherwise, (J) Chancellor and its subsidiaries have complied in all
material respects with all applicable laws, rules and regulations relating to
withholding of 


                                       29
<PAGE>   37
Taxes and (K) no property owned by Chancellor or any of its subsidiaries (i) is
property required to be treated as being owned by another person pursuant to
the provisions of Section 168(f)(8) of the Internal Revenue Code of 1954, as
amended and in effect immediately prior to the enactment of the Tax Reform Act
of 1986; (ii) constitutes "tax exempt use property" within the meaning of
Section 168(h)(l) of the Code; or (iii) is tax exempt bond financed property
within the meaning of Section 168(g) of the Code.

        3.16 INTELLECTUAL PROPERTY. Except as set forth in the Chancellor
Disclosure Letter or the Chancellor SEC Documents and except to the extent that
the inaccuracy of any of the following (or the circumstances giving rise to
such inaccuracy), individually or in the aggregate, could not reasonably be
expected to have a Chancellor Material Adverse Effect: (a) Chancellor and each
of its subsidiaries owns, or is licensed to use (in each case, free and clear
of any Liens), all Intellectual Property used in or necessary for the conduct
of its business as currently conducted; (b) the use of any Intellectual
Property by Chancellor and its subsidiaries does not infringe on or otherwise
violate the rights of any person and is in accordance with any applicable
license pursuant to which Chancellor or any subsidiary acquired the right to
use any Intellectual Property; and (c) to the knowledge of Chancellor, no
person is challenging, infringing on or otherwise violating any right of
Chancellor or any of its subsidiaries with respect to any Intellectual Property
owned by and/or licensed to Chancellor or its subsidiaries; and (d) neither
Chancellor nor any of its subsidiaries has received any written notice of any
pending claim with respect to any Intellectual Property used by Chancellor and
its subsidiaries and to its knowledge no Intellectual Property owned and/or
licensed by Chancellor or its subsidiaries is being used or enforced in a
manner that would result in the abandonment, cancellation or unenforceability
of such Intellectual Property.

        3.17 ENVIRONMENTAL MATTERS. Except as disclosed in the Chancellor SEC
Documents or in the Chancellor Disclosure Letter and except as could not
reasonably be expected to have a Chancellor Material Adverse Effect (i) the
operations of Chancellor and its subsidiaries have been and are in compliance
with all Environmental Laws and with all Permits required by Environmental
Laws, (ii) to August 26, 1998, there are no pending or, to the knowledge of
Chancellor, threatened, Actions under or pursuant to Environmental Laws against
Chancellor or its subsidiaries or involving any real property currently or, to
the knowledge of Chancellor, formerly owned, operated or leased by Chancellor
or its subsidiaries, (iii) Chancellor and its subsidiaries are not subject to
any Environmental Liabilities, and, to the knowledge of Chancellor, no facts,
circumstances or conditions relating to, arising from, associated with or
attributable to any real property currently or, to the knowledge of Chancellor,
formerly owned, operated or leased by Chancellor or its subsidiaries or
operations thereon that could reasonably be expected to result in Environmental
Liabilities, (iv) all real property owned and to the knowledge of Chancellor
all real property operated or leased by Chancellor or its subsidiaries is free
of contamination from Hazardous Material and (v) there is not now, nor, to the
knowledge of Chancellor, has there been in the past, on, in or under any real
property owned, leased or operated by Chancellor or any of its predecessors (a)
any underground storage tanks, above-ground storage tanks, dikes or
impoundments containing Hazardous Materials, (b) any asbestos-containing
materials, (c) any polychlorinated biphenyls, or (d) any radioactive
substances.


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<PAGE>   38

        3.18 COMPLIANCE WITH APPLICABLE LAWS. Each of Chancellor and its
subsidiaries has in effect all Permits necessary for it to own, lease or
operate its properties and assets and to carry on its business as now
conducted, other than such Permits the absence of which could not, individually
or in the aggregate, reasonably be expected to have a Chancellor Material
Adverse Effect, and there has occurred no default under any such Permit other
than such defaults which, individually or in the aggregate, could not
reasonably be expected to have a Chancellor Material Adverse Effect. Except as
disclosed in the Chancellor Disclosure Letter, Chancellor and its subsidiaries
are in compliance with all applicable statutes, laws, ordinances, rules, orders
and regulations of any Governmental Entity, except for such noncompliance
which, individually or in the aggregate, could not reasonably be expected to
have a Chancellor Material Adverse Effect.

        3.19 CHANCELLOR FCC LICENSES; OPERATIONS OF CHANCELLOR LICENSED
FACILITIES. Chancellor and its subsidiaries have operated the radio stations
for which Chancellor and any of its subsidiaries hold licenses from the FCC, in
each case which are owned or operated by Chancellor and its subsidiaries (each
a "Chancellor Licensed Facility" and collectively the "Chancellor Licensed
Facilities"), in material compliance with the terms of the licenses issued by
the FCC to Chancellor and its subsidiaries (the "Chancellor FCC Licenses"), and
in material compliance with the Communications Act, except where the failure to
do so could not, individually or in the aggregate, reasonably be expected to
have a Chancellor Material Adverse Effect. To the knowledge of Chancellor, each
broadcast radio station for which Chancellor or any of its subsidiaries
provides programming and advertising services pursuant to a local marketing
agreement (each a "Chancellor LMA Facility" and collectively the "Chancellor
LMA Facilities") has been operated in material compliance with the terms of the
licenses issued by the FCC to the owner of such Chancellor LMA Facility (each
an "Chancellor LMA Facility FCC License" and collectively the "Chancellor LMA
Facility FCC Licenses"). Chancellor has, and its subsidiaries have, timely
filed or made all applications, reports and other disclosures required by the
FCC to be made with respect to the Chancellor Licensed Facilities and have
timely paid all FCC regulatory fees with respect thereto, except where the
failure to do so could not, individually or in the aggregate, reasonably be
expected to have a Chancellor Material Adverse Effect. Chancellor and each of
its subsidiaries have, and are the authorized legal holders of, all the
Chancellor FCC Licenses necessary or used in the operation of the businesses of
the Chancellor Licensed Facilities as presently operated. To the knowledge of
Chancellor, the third-parties with which Chancellor or its subsidiaries have
entered into local marketing agreements with respect to the Chancellor LMA
Facilities have, and are the authorized legal holders of, the Chancellor LMA
Facility FCC License necessary or used in the operation of the business of the
respective Chancellor LMA Facility to which such local marketing agreement
relates. All Chancellor FCC Licenses and, to the knowledge of Chancellor,
Chancellor LMA Facility FCC Licenses are validly held and are in full force and
effect, unimpaired by any act or omission of Chancellor, each of its
subsidiaries (or, to Chancellor's knowledge, their respective predecessors) or
their respective officers, employees or agents, except where such impairments
could not, individually or in the aggregate, reasonably be expected to have a
Chancellor Material Adverse Effect. As of August 26, 1998, except as set forth
in the Chancellor Disclosure Letter, no application, 



                                       31
<PAGE>   39
action or proceeding is pending for the renewal of any Chancellor FCC License
or, to the knowledge of Chancellor, Chancellor LMA Facility FCC License as to
which any petition to deny has been filed and, to Chancellor's knowledge, there
is not now before the FCC any material investigation, proceeding, notice of
violation or order of forfeiture relating to any Chancellor Licensed Facility
or Chancellor LMA Facility that, if adversely determined, could reasonably be
expected to have a Chancellor Material Adverse Effect, and Chancellor is not
aware of any basis that could reasonably be expected to cause the FCC not to
renew any of the Chancellor FCC Licenses or the Chancellor LMA Facility FCC
Licenses (other than proceedings to amend FCC rules or the Communications Act
of general applicability to the radio broadcast industry). There is not now
pending and, to Chancellor's knowledge, there is not threatened, any action by
or before the FCC to revoke, suspend, cancel, rescind or modify in any material
respect any of the Chancellor FCC Licenses or to the knowledge of Chancellor,
any of the Chancellor LMA Facility FCC Licenses that, if adversely determined,
could reasonably be expected to have a Chancellor Material Adverse Effect
(other than proceedings to amend FCC rules or the Communications Act of general
applicability to the radio broadcast industry).

        3.20 STATE TAKEOVER STATUTES. The Board of Directors of Chancellor has
approved the terms of this Agreement and the consummation of the transactions
contemplated by this Agreement, and such approval is sufficient to render
inapplicable to the Merger and the other transactions contemplated by this
Agreement the provisions of Section 203 of the Delaware Code. To Chancellor's
knowledge, no other state takeover statute or similar statute or regulation
applies or purports to apply to the Merger, this Agreement or any of the
transactions contemplated by this Agreement and no provision of the Certificate
of Incorporation, Bylaws or other governing instrument of Chancellor or any of
its subsidiaries would, directly or indirectly, restrict or impair the ability
of Chancellor to consummate the transactions contemplated by this Agreement.

        3.21 CHANCELLOR COMMON STOCK. The shares of Chancellor Common Stock to
be issued in the Merger will be, upon delivery against receipt of the shares of
Capstar Common Stock for which such shares will be issued in accordance with
Section 1.8 of this Agreement, duly authorized, validly issued, fully paid and
nonassessable. The shares of Chancellor Common Stock to be issued pursuant to
the Capstar Stock Options issued under the Capstar Stock Option Plan and upon
exercise of the Warrants will be, upon delivery of the exercise price therefor
in accordance with the terms of the Capstar Stock Option Plan and agreements
pursuant to which such Capstar Stock Options were issued and the warrant
agreements pursuant to which such Warrants were issued, respectively, duly
authorized, validly issued, fully paid and nonassessable.

        3.22 NO OTHER REPRESENTATIONS AND WARRANTIES. Except for the
representations and warranties made by Chancellor as expressly set forth in
this Agreement or in any certificate or document delivered pursuant this
Agreement, neither Chancellor nor any of its affiliates has made and shall not
be construed as having made to Capstar or to any affiliate thereof any
representation or warranty of any kind.


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<PAGE>   40

                                   Article 4

                  REPRESENTATIONS AND WARRANTIES OF MERGER SUB

        Merger Sub represents and warrants to Capstar as follows:

        4.1 ORGANIZATION, STANDING AND CORPORATE POWER Merger Sub is a
corporation duly organized, validly existing and in good standing under the
laws of the State of Delaware and has the requisite corporate power and
authority to carry on its business as now being conducted. Merger Sub is duly
qualified to do business and in good standing in each jurisdiction in which the
nature of its business or the ownership or leasing of its properties would make
such qualification necessary, except where the failure to be so qualified could
not reasonably be expected to have a Chancellor Material Adverse Effect.

        4.2 CAPITAL STRUCTURE. The authorized capital stock of Merger Sub
consists of 1,000 shares of common stock, $0.01 par value, all of which are
issued and outstanding and owned of record and beneficially by Chancellor, free
and clear of all Liens. All outstanding shares of capital stock of Merger Sub
are duly authorized, validly issued, fully paid and nonassessable and not
subject to preemptive rights. Merger Sub has no outstanding options, warrants,
subscriptions or other rights, agreements or commitments that obligates it to
issue, sell or transfer, repurchase, redeem or otherwise acquire or vote any
shares of the capital stock of Merger Sub.

        4.3 AUTHORITY; NONCONTRAVENTION. Merger Sub has all requisite corporate
power and authority to enter into this Agreement and to consummate the
transactions contemplated by this Agreement. The execution and delivery of this
Agreement by Merger Sub and the consummation by it of the transactions
contemplated by this Agreement, have been duly authorized by all necessary
corporate action on the part of Merger Sub, including all necessary stockholder
approval. This Agreement has been duly executed and delivered by Merger Sub,
and, assuming this Agreement constitutes the valid and binding agreement of
Chancellor and Capstar, constitutes a valid and binding obligation of Merger
Sub enforceable against it in accordance with its terms except that the
enforcement thereof may be limited by (a) bankruptcy, insolvency,
reorganization, moratorium or similar laws now or hereafter in effect relating
to creditor's rights generally and (b) general principles of equity (regardless
of whether enforceability is considered in a proceeding at law or in equity).
The execution and delivery of this Agreement do not, and the consummation of
the transactions contemplated by this Agreement and compliance with the
provisions of this Agreement will not, (i) conflict with any of the provisions
of the Certificate of Incorporation or Bylaws of Merger Sub, or (ii) subject to
the governmental filings and other matters referred to in the following
sentence, contravene any law, rule or regulation of any state or of the United
States or any political subdivision thereof or therein, or any order, writ,
judgment, injunction, decree, determination or award currently in effect. No
consent, approval or authorization of, or declaration or filing with, or notice
to, any Governmental Entity which has not been received or made is required by
or with respect to Merger Sub in connection with the execution and delivery of
this Agreement by it or the 


                                       33
<PAGE>   41

consummation by it of any of the transactions contemplated by this Agreement,
except for (i) the filing of premerger notification and report forms under the
HSR Act with respect to the Merger and the termination or earlier expiration of
the applicable waiting periods thereunder, (ii) such filings with and approvals
required by the FCC under the Communications Act including those required in
connection with the transfer of control of the Capstar FCC Licenses for the
operation of the Capstar Licensed Facilities, and (iii) the filing of a
certificate of merger with the Delaware Secretary of State.

        4.4 NO PRIOR ACTIVITIES. Except for this Agreement, Merger Sub (i) has
not entered into any agreements or arrangements with any person or (ii) is not
subject to or bound by any obligation or undertaking. Except as contemplated by
this Agreement, Merger Sub has not engaged, directly or indirectly, in any
business activities of any type or kind.

                                   Article 5

                             ADDITIONAL AGREEMENTS

        5.1 PREPARATION OF FORM S-4 AND JOINT PROXY STATEMENT/PROSPECTUS;
INFORMATION SUPPLIED.

            (a) As soon as practicable following the date of this Agreement,
(i) Chancellor and Capstar shall prepare and file with the SEC the Joint Proxy
Statement/Prospectus and (ii) Capstar and Chancellor shall prepare and file a
Registration Statement on Form S-4 (the "Form S-4") with respect to the
registration of the issuance of shares of Chancellor Common Stock in the
Merger, of which the Joint Proxy Statement/Prospectus will form a part. Each of
Chancellor and Capstar shall use its reasonable best efforts to have the Form
S-4 declared effective under the Securities Act as promptly as practicable
after such filing. Chancellor shall use its reasonable best efforts to cause
the Joint Proxy Statement/Prospectus to be mailed to Chancellor's stockholders,
and Capstar shall use its reasonable best efforts to cause the Joint Proxy
Statement/Prospectus to be mailed to Capstar's stockholders, in each case as
promptly as practicable after the Form S-4 is declared effective under the
Securities Act. Chancellor shall also take any action (other than qualifying to
do business in any jurisdiction in which it is not now so qualified or take any
action that would subject it to the service of process in suits, other than as
to matters and transactions relating to the Form S-4, in any jurisdiction where
it is not so subject) required to be taken under any applicable state
securities laws in connection with the issuance of the Chancellor Common Stock
in the Merger and Capstar shall furnish all information concerning itself and
the holders of shares of Capstar Common Stock as may be reasonably requested in
connection with any such action.

            (b) Capstar agrees and represents and warrants that the information
supplied or to be supplied by it specifically for inclusion or incorporation by
reference in the (i) Form S-4 will not, at the time the Form S-4 is filed with
the SEC, at any time it is amended or supplemented or at the time it becomes
effective under the Securities Act, contain any untrue statement of a material
fact or omit to state any material fact required 


                                       34
<PAGE>   42
to be stated therein or necessary in order to make the statements therein, in
light of the circumstances under which they are made, not misleading, or (ii)
the Joint Proxy Statement/Prospectus will not, at the date it is first mailed
to Capstar's stockholders or at the time of the Capstar Stockholders Meeting
(as defined in Section 5.2(a)), contain any statement which, at the time and in
light of the circumstances under which it is made, is false or misleading with
respect to any material fact, or omits to state any material fact necessary in
order to make the statements therein not false or misleading or necessary to
correct any statement in any earlier communication with respect to the
solicitation of a proxy for the same meeting or subject matter thereof which
has become false or misleading.

            (c) Chancellor agrees and represents and warrants that the
information supplied or to be supplied by it specifically for inclusion or
incorporation by reference in (i) the Form S-4 will not, at the time the Form
S-4 is filed with the SEC, at any time it is amended or supplemented or at the
time it becomes effective under the Securities Act, contain any untrue
statement of a material fact or omit to state any material fact required to be
stated therein or necessary in order to make the statements therein, in light
of the circumstances under which they are made, not misleading, or (ii) the
Joint Proxy Statement/Prospectus will not, at the date it is first mailed to
Chancellor's stockholders or at the time of the Chancellor Stockholders
Meeting, contain any statement which, at the time and in light of the
circumstances under which it is made, is false or misleading with respect to
any material fact, or omits to state any material fact necessary in order to
make the statements therein not false or misleading or necessary to correct any
statement in any earlier communication with respect to the solicitation of a
proxy for the same meeting or subject matter thereof which has become false or
misleading. Chancellor agrees that the Form S-4 will comply as to form in all
material respects with the requirements of the Securities Act and the rules and
regulations promulgated thereunder and Chancellor agrees that the Joint Proxy
Statement/Prospectus will comply as to form in all material respects with the
requirements of the Exchange Act and the rules and regulations promulgated
thereunder, except in each case with respect to statements made or incorporated
by reference in the Form S-4 or the Joint Proxy Statement/Prospectus supplied
by Capstar specifically for inclusion or incorporation by reference therein as
to which Chancellor assumes no responsibility.

        5.2 STOCKHOLDER APPROVAL.

            (a) Capstar agrees that it will take all action necessary in
accordance with applicable law and its Certificate of Incorporation and Bylaws
to convene a meeting of its stockholders (the "Capstar Stockholders Meeting")
to submit this Agreement, together (subject to Section 5.5(b) below) with the
affirmative recommendation of the Capstar Special Committee and Capstar's Board
of Directors, to Capstar's stockholders so that they may consider and vote upon
the approval and adoption of this Agreement. Capstar will use its best efforts
to hold the Capstar Stockholders Meeting as soon as reasonable after the date
hereof and, so long as the recommendation of the Capstar Special Committee or
the Board of Directors of Capstar has not been withdrawn or modified in
accordance with Section 5.5(b), to obtain the favorable votes of its
stockholders. Except as may otherwise be permitted by Section 5.5(b) below, the
Capstar 


                                       35
<PAGE>   43
Special Committee and the Board of Directors of Capstar shall recommend to its
stockholders that they vote in favor of the approval and adoption of this
Agreement. Without limiting the generality of the foregoing, Capstar agrees
that its obligations pursuant to the first two sentences of this Section 5.2(a)
shall not be affected by (i) the commencement, public proposal, public
disclosure or communication to Chancellor of any Acquisition Proposal (as
defined in Section 5.5(c) below) or (ii) the withdrawal or modification by
Capstar Special Committee or the Board of Directors of Capstar of its approval
or recommendation of this Agreement and the Merger in accordance with Section
5.5(b) below, except with respect to a withdrawal or modification of the
affirmative recommendation of the Capstar Special Committee or the Board of
Directors of Capstar to Capstar stockholders at the Capstar Stockholders
Meeting in accordance with Section 5.5(b) or in the event Capstar elects to
terminate this Agreement in accordance with Section 8.1(b)(vii).

            (b) Chancellor agrees that it will take all action necessary in
accordance with applicable law and its Certificate of Incorporation and Bylaws
to convene a meeting of its stockholders (the "Chancellor Stockholders
Meeting") to submit the Chancellor Stockholder Proposals, together (subject to
the proviso of the last sentence of this Section 5.2(b)) with the affirmative
recommendation of the Chancellor Special Committee and Chancellor's Board of
Directors, to the Chancellor's stockholders so that they may consider and vote
upon the Chancellor Stockholder Proposals. Chancellor will use its best efforts
to hold the Chancellor Stockholders Meeting as soon as reasonable after the
date hereof and, so long as the recommendation of the Chancellor Special
Committee or the Board of Directors of Chancellor has not been withdrawn or
modified in accordance with this Section 5.2(b), to obtain the favorable votes
of its stockholders. The Chancellor Special Committee and the Board of
Directors of Chancellor shall recommend to its stockholders that they vote in
favor of each of the Chancellor Stockholder Proposals; provided, however, that
in the event that the Chancellor Special Committee or the Board of Directors of
Chancellor determines in good faith, following consultation with and after
considering the advice of outside counsel, that in order to comply with its
fiduciary duties to stockholders under applicable law it is necessary for the
Chancellor Special Committee or the full Board of Directors of Chancellor to
withdraw or modify, in a manner materially adverse to Capstar, its approval or
recommendation of the transactions contemplated by this Agreement or the Merger
(including either or both of the Chancellor Stockholder Proposals), then the
Chancellor Special Committee or the full Board of Directors of Chancellor shall
be entitled to (A) withdraw or modify such recommendation without breaching the
terms of this Agreement or (B) terminate this Agreement in accordance with
Section 8.1(b)(viii); provided, further, that in the event of any such
withdrawal or modification of such recommendation by the Chancellor Special
Committee or the full Board of Directors of Chancellor in which Chancellor does
not elect to terminate this Agreement pursuant to Section 8.1(b)(viii), such
modification or withdrawal shall not affect the obligation of Chancellor's
Board of Directors to call and convene the Chancellor Stockholders Meeting and
submit the Chancellor Stockholder Proposals to the Chancellor stockholders for
a vote thereon in accordance with this Section 5.2(b) and 5.2(c) hereof.


                                       36
<PAGE>   44
            (c) Unless this Agreement is first terminated in accordance with
Section 8.1(b)(vii) or 8.1(b)(viii), each of Chancellor and Capstar agrees to
cooperate and use its respective best efforts to hold the Chancellor
Stockholders Meeting and the Capstar Stockholders Meeting on the same day.

        5.3 ACCESS TO INFORMATION; CONFIDENTIALITY. Upon reasonable notice,
each of Chancellor and Capstar shall, and shall cause each of its respective
subsidiaries to, afford to the other parties hereto and to their respective
officers, employees, counsel, financial advisors and other representatives
reasonable access during normal business hours during the period prior to the
Effective Time to all its properties, books, contracts, commitments, personnel
and records and, during such period, each of Chancellor and Capstar shall, and
shall cause each of its respective subsidiaries to, furnish as promptly as
practicable to the other parties hereto such information concerning its
business, properties, financial condition, operations and personnel as such
parties may from time to time reasonably request, subject to restrictions as to
confidentiality contained in any agreements in effect as of the date of this
Agreement to which either Chancellor or Capstar is a party, provided that
Chancellor or Capstar, as the case may be, shall use its reasonable best
efforts to obtain consent to the waiver of any such restrictions upon the
request of the other party. Without limiting the foregoing, Capstar shall
provide promptly to Chancellor all weekly pacing reports and monthly financial
statements prepared by Capstar or any of its subsidiaries in the ordinary
course of business. Except as required by law, each of the Chancellor and
Capstar will hold, and will cause its respective directors, officers, partners,
employees, accountants, counsel, financial advisors and other representatives
and affiliates to hold, any nonpublic information obtained from Capstar or
Chancellor, respectively, in confidence to the extent required by and in
accordance with the provisions of the letter dated August 1, 1998, between
Chancellor and Capstar (the "Confidentiality Agreement"), and each of
Chancellor and Capstar agrees that prior to the Effective Time neither party
will use any of such nonpublic information to directly or indirectly divert or
attempt to divert any business, customer or employee of the other.

        5.4 PUBLIC ANNOUNCEMENTS. Chancellor and Capstar agree that each of
them will consult with the other before issuing, and will provide each other
the opportunity to review and comment upon, any press release or other public
statements with respect to the transactions contemplated by this Agreement,
including the Merger, and shall not issue any such press release or make any
such public statement prior to such consultation, except as may be required by
applicable law, court process or by obligations pursuant to rules of any
national securities exchange or The Nasdaq Stock Market (to the extent
applicable to them).

        5.5 ACQUISITION PROPOSALS.

            (a) Except as may otherwise be provided in Section 5.5(e), from and
after August 26, 1998, without the prior written consent of Chancellor, Capstar
did not and shall not, and did not and shall not authorize or permit any of its
subsidiaries to, and did and shall direct and use its best efforts to cause its
and its subsidiaries' respective directors, officers, partners, employees,
agents, accountants, counsel, financial advisors 


                                       37
<PAGE>   45
and other representatives and affiliates (collectively, "Representatives") not
to, (i) directly or indirectly, solicit, initiate or encourage (including by
way of furnishing information or assistance) or take any other action to
facilitate any inquiries or the making of any proposal which constitutes or may
reasonably be expected to lead to an Acquisition Proposal (as defined below) or
(ii) enter into or participate in any discussions or negotiations regarding any
Acquisition Proposal. As of August 26, 1998, Capstar immediately ceased and
terminated any existing solicitation, initiation, encouragement, activity,
discussion or negotiation with any persons conducted by it or its
Representatives with respect to the foregoing. Except as may otherwise be
provided by Section 5.5(e), from and after August 26, 1998, Capstar did not,
and agrees not to, release any third party from, or waive any provision of, any
standstill agreement to which it is a party or any confidentiality agreement
between it and another person who has made, or who may reasonably be considered
likely to make, an Acquisition Proposal. From and after August 26, 1998,
Capstar did, and agrees that it will, notify Chancellor orally and in writing
promptly (but in any event within 24 hours) of any such inquiries, offers or
proposals (including, without limitation, the terms and conditions of any such
proposal but, at Capstar's discretion, excluding the identity of such third
party).

            (b) Neither the Board of Directors of Capstar nor any committee
thereof shall (i) withdraw or modify, or propose to withdraw or modify, in a
manner adverse to Chancellor, the approval or recommendation by such Board of
Directors or committee thereof of this Agreement and the Merger, (ii) approve
or recommend, or propose to approve or recommend, any Acquisition Proposal or
(iii) cause Capstar to enter into any letter of intent, agreement in principle,
acquisition agreement or other similar agreement related to any Acquisition
Proposal; provided, however, that in the event that the Capstar Special
Committee or the Board of Directors of Capstar determines in good faith,
following consultation with and after considering the advice of outside
counsel, that in order to comply with its fiduciary duties to stockholders
under applicable law it is necessary for the Capstar Special Committee or the
full Board of Directors of Capstar to withdraw or modify, in a manner
materially adverse to Chancellor, its approval or recommendation of this
Agreement and the Merger, then the Capstar Special Committee or the full Board
of Directors of Capstar shall be entitled to (A) withdraw or modify such
recommendation without breaching the terms of this Agreement or (B) terminate
this Agreement in accordance with Section 8.1(b)(vii); provided, further, that
in the event of any such withdrawal or modification of such recommendation by
the Capstar Special Committee or the full Board of Directors of Capstar in
which Capstar does not elect to terminate this Agreement pursuant to Section
8.1(b)(vii), such modification or withdrawal shall not affect the obligation of
Capstar's Board of Directors to call and convene the Capstar Stockholders
Meeting and submit this Agreement to the Capstar stockholders for a vote
thereon in accordance with Section 5.2(a) and 5.2(c) hereof.

            (c) For purposes of this Agreement, an "Acquisition Proposal" means
any written proposal or offer from any person (other than Chancellor or any of
its subsidiaries) for a tender or exchange offer, merger, consolidation, other
business combination, recapitalization, liquidation, dissolution or similar
transaction involving Capstar or any Capstar Significant Subsidiary, or any
proposal to acquire in any manner a 


                                       38
<PAGE>   46
substantial equity interest in, or a substantial portion of the assets of,
Capstar or a Capstar Significant Subsidiary.

            (d) Nothing contained in this Section 5.5 shall prohibit the Board
of Directors of Capstar from taking and disclosing to its stockholders a
position in accordance with Rules 14d-9 and 14e-2 under the Exchange Act with
respect to a tender offer or any exchange offer commenced by a third party.

            (e) In the event that Capstar notifies Chancellor of the existence
of any inquiries, offers or proposals in accordance with Section 5.5(a), the
Capstar Special Committee or the Board of Directors of Capstar may, or
authorize Capstar to, engage in discussions or negotiations with a third party
who (without any solicitation or initiation, directly or indirectly, by or with
Capstar or any of its Representatives after the date of this Agreement) seeks
to initiate such discussions or negotiations and may, or authorize Capstar to,
furnish such third party information concerning Capstar and its business,
properties and assets and may release such third party from, or waive any
provision of, any standstill or confidentiality agreement with respect to such
third party, provided that such action is consistent with the fiduciary duties
of the Capstar Special Committee or the full Board of Directors of Capstar
under applicable law, as determined by the Capstar Special Committee or the
Board of Directors in good faith following consultation with and after
considering the advice of outside counsel.

        5.6 CONSENTS, APPROVALS AND FILINGS. Chancellor and Capstar will make
and cause their respective subsidiaries and, to the extent necessary, their
other affiliates to make all necessary filings, including, without limitation,
those required under the HSR Act, the Securities Act, the Exchange Act, and the
Communications Act (including filing an application with the FCC for the
transfer of control of the Capstar FCC Licenses) as soon as practicable after
the date of this Agreement, in order to facilitate the prompt consummation of
the Merger and the other transactions contemplated by this Agreement. In
addition, Chancellor and Capstar will each use its best efforts, and will
cooperate fully and in good faith with each other, (i) to comply as promptly as
practicable with all governmental requirements applicable to the Merger and the
other transactions contemplated by this Agreement, and (ii) to obtain as
promptly as practicable all necessary permits, orders or other consents of
Governmental Entities and consents of all third parties necessary for the
consummation of the Merger and the other transactions contemplated by this
Agreement, including without limitation, the consent of the FCC to the transfer
of control of the Capstar FCC Licenses. Each of Chancellor and Capstar shall
use its best efforts to promptly provide such information and communications to
Governmental Entities as such Governmental Entities may reasonably request.
Each of the parties hereto shall provide to the other parties copies of all
applications in advance of filing or submission of such applications to
Governmental Entities in connection with this Agreement and shall make such
revisions thereto as reasonably requested by each other party hereto. Each of
the parties hereto shall provide to the other parties the opportunity to
participate in all meetings and material conversations with Governmental
Entities with respect to the matters contemplated by this Agreement.


                                       39
<PAGE>   47

        5.7 AFFILIATES LETTERS. Prior to the Closing Date, Capstar shall
deliver to Chancellor a letter identifying all persons who, at the time the
Merger is submitted for approval to the stockholders, may be deemed to be an
"affiliate" of such party for purposes of Rule 145 under the Securities Act.
Capstar shall use its best efforts to cause each such person to deliver to
Chancellor on or prior to the Closing Date a written agreement substantially in
the form attached as Annex IV hereto.

        5.8 NASDAQ OR EXCHANGE LISTING. Chancellor shall use its best efforts
to cause the shares of Chancellor Common Stock to be issued (a) in the Merger,
(b) upon the exercise of the Capstar Stock Options issued under the Capstar
Stock Option Plan, and (c) upon exercise of the Warrants, to be approved for
quotation on The Nasdaq Stock Market (or for listing on the New York Stock
Exchange, if the shares of Chancellor Common Stock are then listed thereon) at
the Effective Time.

        5.9 INDEMNIFICATION. The Certificate of Incorporation of the Surviving
Corporation shall contain the provisions with respect to indemnification
contained in the certificate of incorporation of Capstar, as in effect on the
date hereof, and none of such provisions shall be amended, repealed or
otherwise modified for a period of six years after the Effective Time in any
manner that would adversely affect the rights thereunder of individuals who at
any time prior to the Effective Time were directors or officers of Capstar, or
any of its respective subsidiaries (the "Capstar Indemnified Parties") in
respect of actions or omissions occurring at or prior to the Effective Time
(including, without limitation, the transactions contemplated by this
Agreement), unless such modification is required by law. If commercially
available, Chancellor will cause to be maintained for a period of not less than
six years from the Effective Time Capstar's current directors' and officers'
insurance and indemnification policies to the extent that they provide coverage
for events occurring prior to the Effective Time (the "D&O Insurance") for all
persons who are directors and executive officers of Capstar on the date of this
Agreement, so long as the annual premium therefor would not be in excess of
250% of the last annual premium paid prior to the date of the Old Agreement;
provided, however, that Chancellor or its subsidiaries may, in lieu of
maintaining such existing D&O Insurance as provided above, cause coverage to be
provided under any policy maintained for the benefit of Chancellor and its
subsidiaries so long as the terms thereof are not less advantageous to the
beneficiaries thereof than the existing D&O Insurance. Immediately following
the Effective Time, Chancellor shall (i) enter into agreements with
Chancellor's executive officers and members of the Board of Directors providing
for indemnification on substantially identical terms as the agreements of
Capstar with the current directors of Capstar and (ii) use its commercially
reasonable efforts to obtain an additional directors and officers insurance
policy for Chancellor in an amount equal to at least $25 million to cover
members of the Chancellor Board of Directors (including the director appointed
as of the Effective Time pursuant to this Agreement) for facts and
circumstances arising after the Effective Time. The provisions of this Section
5.9 are intended to be for the benefit of, and shall be enforceable by, each
Capstar Indemnified Party, executive officer of Chancellor and member of the
Chancellor Board of Directors following the Effective Time, and his heirs and
his personal representatives and shall be binding on all successors and assigns
of Chancellor and the Surviving Corporation.


                                       40
<PAGE>   48

        5.10 LETTER OF CHANCELLOR'S ACCOUNTANTS. Chancellor shall use its
reasonable best efforts to cause to be delivered to Capstar a letter of
PricewaterhouseCoopers LLP, Chancellor's independent public accountants, and
any other independent public accountants whose report would be required to be
included in the Form S-4 pursuant to the rules and regulations under the
Securities Act, each dated a date within two business days before the date on
which the Form S-4 shall become effective and an additional letter from each of
them dated a date within two business days before the Closing Date, each
addressed to such party, in form and substance reasonably satisfactory to
Capstar and customary in scope and substance for letters delivered by
independent public accountants in connection with registration statements
similar to the Form S-4.

        5.11 LETTER OF CAPSTAR'S ACCOUNTANTS. Capstar shall use its reasonable
best efforts to cause to be delivered to Chancellor, a letter of
PricewaterhouseCoopers LLP, Capstar's independent public accountants, and any
other independent public accountants whose report would be required to be
included in the Form S-4 pursuant to the rules and regulations under the
Securities Act, each dated a date within two business days before the date on
which the Form S-4 shall become effective and an additional letter from each of
them dated a date within two business days before the Closing Date, each
addressed to such party, in form and substance reasonably satisfactory to
Chancellor and customary in scope and substance for letters delivered by
independent public accountants in connection with registration statements
similar to the Form S-4.

        5.12 [INTENTIONALLY LEFT BLANK.]

        5.13 SENIOR CREDIT FACILITY CONSENTS. Prior to Closing, Capstar agrees
to use its commercially reasonable efforts to obtain the consent of lenders
under its senior secured credit facilities to (i) waive the potential event of
default under such facility as a result of a change of control thereunder in
order to consummate the Merger and the transactions contemplated by this
Agreement and (ii) permit Capstar and its subsidiaries to make change of
control offers pursuant to the terms of the indentures governing their
outstanding indebtedness and the certificates of designation governing the
Capstar Partners 12% Preferred Stock and the Capstar Communications 12-5/8%
Preferred Stock. In the event that Capstar is unable to obtain such consent
upon commercially reasonable terms (giving effect to the overall capitalization
of Chancellor and its consolidated subsidiaries following the Effective Time),
each of Chancellor and Capstar agrees to cooperate with the other party in
obtaining refinancing of such senior secured credit facility upon terms and
conditions that are mutually agreed upon in good faith by each party.

        5.14 SECTION 16(b) BOARD APPROVAL.

             (a) Prior to Closing, the Board of Directors of Chancellor shall,
by resolution duly adopted by such Board of Directors or a duly authorized
committee of "non-employee directors" thereof, approve and adopt, for purposes
of exemption from "short-swing" liability under Section 16(b) of the Exchange
Act, the acquisition of Chancellor Common Stock at the Effective Time by
officers and directors of Chancellor (including officers or directors of
Capstar who become, prior to, at, or following the 


                                       41
<PAGE>   49
Effective Time of the Merger, officers or directors of Chancellor) as a result
of the conversion of shares of Capstar Common Stock in the Merger and the
assumption of the Capstar Stock Options and Warrants by Chancellor at the
Effective Time. Such resolution shall set forth the name of the applicable
"insiders" for purposes of Section 16 of the Exchange Act, the number of
securities to be acquired by each individual, that the approval is being
granted to exempt the transaction under Rule 16b-3 under the Exchange Act, and,
for Capstar Stock Options and Warrants to be assumed by Chancellor at the
Effective Time, the material terms of the options and warrants to purchase
Chancellor Common Stock acquired by such insiders as a result of the assumption
by Chancellor of such Capstar Stock Options and Warrants.

             (b) Prior to Closing, the Board of Directors of Capstar shall, by
resolution duly adopted by such Board of Directors or a duly authorized
committee of "non-employee directors" thereof, approve and adopt, for purposes
of exemption from "short-swing" liability under Section 16(b) of the Exchange
Act, the conversion at the Effective Time of the shares of Capstar Common Stock
held by officers and directors of Capstar into shares of Chancellor Common
Stock as a result of the conversion of shares in the Merger, and the assumption
by Chancellor at the Effective Time of the Capstar Stock Options and Warrants
of the officers and directors of Capstar. Such resolution shall set forth the
name of the applicable "insiders" for purposes of Section 16 of the Exchange
Act and, for each "insider," the number of shares of Capstar Common Stock to be
converted into shares of Chancellor Common Stock at the Effective Time, the
number and material terms of the Capstar Stock Options and Warrants to be
assumed by Chancellor at the Effective Time, and that the approval is being
granted to exempt the transaction under Rule 16b-3 under the Exchange Act.

        5.15 TERMINATION OF OR WAIVER OF RIGHTS UNDER STOCKHOLDERS AGREEMENTS.
Prior to the Closing, Capstar shall use its reasonable best efforts to obtain
the consent of the requisite parties to the Stockholders Agreement dated
October 16, 1996, as amended, among Capstar and the other parties listed
therein, the Stockholders Agreement dated November 26, 1996, as amended, among
Capstar and the other parties listed therein, and the Amended and Restated
Stockholders Agreement dated May 18, 1998, among Capstar and the other parties
listed therein (collectively, the "Capstar Stockholders Agreements') to
terminate, or otherwise waive their rights from and after the Effective Time
under, such Capstar Stockholders Agreements at the Effective Time. To the
extent that a termination or waiver of rights under any of the Capstar
Stockholders Agreements is not effected prior to Closing, Chancellor agrees to
assume the obligations of the Surviving Corporation thereunder with respect to
shares of Chancellor Stock issued in the Merger or otherwise subject to such
agreement(s).

        5.16 CHANCELLOR REGISTRATION RIGHTS. Prior to the Closing, Chancellor
shall use its reasonable best efforts to enter into a joinder to the Chancellor
Stockholders Agreement (the "Chancellor Registration Rights Agreement") with
the holders of Capstar Common Stock at the Effective Time (or otherwise enter
into a new agreement with such holders and the existing parties to the
Chancellor Stockholders Agreement) that, after giving effect to the Merger and
the issuance of shares of Chancellor Common Stock therein, will own at least 1%
of the outstanding shares of Chancellor Common Stock 


                                       42
<PAGE>   50
immediately following the Effective Time, providing for rights of registration
under the Securities Act of all shares of Chancellor Common Stock held by such
holders following the Merger on substantially similar terms as are provided in
the Chancellor Stockholders Agreement, with such changes as are described in
the supplement to the Chancellor Disclosure Letter dated the date hereof.

                                   ARTICLE 6

           COVENANTS RELATING TO CONDUCT OF BUSINESS PRIOR TO MERGER

        6.1 CONDUCT OF BUSINESS.

            (a) Except as expressly contemplated by this Agreement or in the
supplement to the Capstar Disclosure Letter dated the date hereof, during the
period from August 26, 1998 to the Effective Time, Capstar did and shall, and
did and shall cause its subsidiaries to, act and carry on their respective
businesses in the ordinary course of business and, to the extent consistent
therewith, use reasonable efforts to preserve intact their current business
organizations, keep available the services of their current officers and
employees and preserve the goodwill of those engaged in material business
relationships with them. Without limiting the generality of the foregoing,
during the period from August 26, 1998 to the Effective Time and except as
contemplated by this Agreement, as set forth in the Capstar SEC Documents or a
supplement to the Capstar Disclosure Letter dated the date hereof or as
otherwise agreed to in one or more writings after August 26, 1998 (which
writings are hereby reaffirmed), Capstar did and shall not, and did and shall
not permit any of its subsidiaries to, without the prior consent of Chancellor
(which shall not be unreasonably delayed or withheld):

                (i) (w) declare, set aside or pay any dividends on, or make any
        other distributions (whether in cash, stock or property) in respect of,
        any of its or its subsidiaries' outstanding capital stock (except
        dividends and distributions by a direct or indirect wholly owned
        subsidiary of Capstar to its parent and regularly scheduled dividend
        payments on the 12% Senior Exchangeable Preferred Stock of Capstar
        Partners and 12-5/8% Series E Cumulative Preferred Stock of Capstar
        Communications), (x) split, combine or reclassify any of its
        outstanding capital stock or issue or authorize the issuance of any
        other securities in respect of, in lieu of or in substitution for
        shares of its outstanding capital stock, (y) except in connection with
        the termination of the employment of any employees, purchase, redeem or
        otherwise acquire any shares of outstanding capital stock or any
        rights, warrants or options to acquire any such shares, or (z) issue,
        sell, grant, pledge or otherwise encumber any shares of its capital
        stock, any other equity securities or any securities convertible into,
        or any rights, warrants or options to acquire, any such shares, equity
        securities or convertible securities (other than (A) upon the exercise
        of Capstar Stock Options outstanding on August 26, 1998, (B) pursuant
        to employment agreements or other contractual arrangements in effect on
        August 26, 1998, and (C) issuances of stock of any direct or indirect
        wholly-owned subsidiary of Capstar to its parent);


                                       43
<PAGE>   51

                (ii) amend its Certificate of Incorporation, Bylaws or other
        comparable charter or organizational documents;

                (iii) acquire any business (including the assets thereof) or
        any corporation, partnership, joint venture, association or other
        business organization or division thereof;

                (iv) sell, mortgage or otherwise encumber or subject to any
        Lien or otherwise dispose of any of its properties or assets that are
        material to Capstar and its subsidiaries, taken as whole, other than
        bank Liens on any radio station assets acquired by Capstar or any of
        its subsidiaries in accordance with the terms of this Agreement;

                (v) (x) other than working capital borrowings in the ordinary
        course of business and consistent with past practices or borrowings
        used for the purchase of any radio station or other acquisition
        permitted by the terms of this Agreement, incur any indebtedness for
        borrowed money or guarantee any such indebtedness of another person,
        other than indebtedness owing to or guarantees of indebtedness owing to
        Capstar or any of its direct or indirect wholly-owned subsidiaries or
        (y) make any material loans or advances to any other person, other than
        to Capstar or any of its direct or indirect wholly-owned subsidiaries
        and other than routine advances to employees consistent with past
        practices;

                (vi) make any Tax election or settle or compromise any Tax
        liability that could reasonably be expected to be material to Capstar
        and its subsidiaries, taken as a whole or change its Tax or accounting
        methods, policies, practice or procedures, except as required by GAAP;

                (vii) pay, discharge, settle or satisfy any material claims,
        liabilities or obligations (absolute, accrued, asserted or unasserted,
        contingent or otherwise), other than the payment, discharge or
        satisfaction, in the ordinary course of business consistent with past
        practice or in accordance with their terms, of liabilities reflected or
        reserved against in, or contemplated by, the most recent consolidated
        financial statements (or the notes thereto) of Capstar included in the
        Capstar SEC Documents or incurred since the date of such financial
        statements in the ordinary course of business consistent with past
        practice;

                (viii) make any material commitments or agreements for capital
        expenditures or capital additions or betterments except as materially
        consistent with the budget for capital expenditures as of August 26,
        1998, in the ordinary course of business consistent with past practices
        and for acquisitions of radio station assets, including radio towers
        related thereto, in accordance with the terms of this Agreement;

                (ix) except as may be required by law:

                     (A) other than in the ordinary course of business and
           consistent with past practices, make any representation or promise,
           oral or 


                                       44
<PAGE>   52

           written, to any employee or former director, officer or employee of
           Capstar or any of its subsidiaries which is inconsistent with the
           terms of any Capstar Benefit Plan;

                     (B) other than in the ordinary course of business and
           consistent with past practices, make any change to, or amend in any
           way, the contracts, salaries, wages, or other compensation of any
           director, employee or any agent or consultant of Capstar or any of
           its subsidiaries other than routine changes or amendments that are
           required under existing contracts;

                     (C) except for renewals in the ordinary course of business
           consistent with past practices, adopt, enter into, amend, alter or
           terminate, partially or completely, any Capstar Benefit Plan, or any
           election made pursuant to the provisions of any Capstar Benefit
           Plan, to accelerate any payments, obligations or vesting schedules
           under any Capstar Benefit Plan; or

                     (D) other than in the ordinary course of business
           consistent with past practices, approve any general or company-wide
           pay increases for employees;

                (x) except in the ordinary course of business, modify, amend or
        terminate any material agreement, permit, concession, franchise,
        license or similar instrument to which Capstar or any of its
        subsidiaries is a party or waive, release or assign any material rights
        or claims thereunder; or

                (xi) authorize any of, or commit or agree to take any of, the
        foregoing actions.

        6.2 CAPSTAR STOCK OPTIONS.

            (a) At the Effective Time, each Capstar Stock Option that is
outstanding and unexercised immediately prior to the Effective Time shall be
deemed to have been assumed by Chancellor, without further action by
Chancellor, the Surviving Corporation or the holders of such options, and shall
thereafter be deemed to be an option to acquire shares of Chancellor Common
Stock in such amount and at the exercise price provided below and otherwise
having the same terms and conditions as are in effect immediately prior to the
Effective Time (except to the extent that such terms and conditions may be
altered in accordance with their terms as a result of the transactions
contemplated hereby):

                (i) the number of shares of Chancellor Common Stock to be
        subject to the new option shall be equal to the product of (x) the
        number of shares of Capstar Common Stock subject to the original option
        and (y) the Exchange Ratio; and


                                       45
<PAGE>   53

                (ii) the exercise price per share of Chancellor Common Stock
        under the new option shall be equal to (x) the exercise price per share
        of Capstar Common Stock under the original option divided by (y) the
        Exchange Ratio.

        The adjustments provided herein to any options which are "incentive
stock options" (as defined in Section 422 of the Code) shall be effected in a
manner consistent with Section 424(a) of the Code.

            (b) At the Effective Time, Chancellor shall approve and adopt the
Capstar Stock Option Plans and assume the obligations of Capstar thereunder,
with such changes thereto as may be necessary to reflect the consummation of
the transactions contemplated hereby. Nothing in this Section 6.2(b) shall be
construed to prevent Chancellor in any way from terminating or freezing the
benefits under any such plans (subject to the rights of the holders of the
Capstar Stock Options thereunder) and adopting one or more new stock option
plans, as approved by the Board of Directors of Chancellor following the
Effective Time.

            (c) Promptly following the Effective Time, Chancellor shall use its
reasonable best efforts to file with the SEC a Registration Statement on Form
S-8 (or an amendment to any such form of Chancellor currently on file with the
SEC that is available therefor) (the "Form S-8") for the purpose of registering
the shares of Chancellor Common Stock issuable upon the exercise of the Capstar
Stock Options issued or issuable under the Capstar Stock Option Plan, and
Chancellor shall use its reasonable best efforts to have the Form S-8 (or any
post-effective amendment thereto) declared effective under the Securities Act
as soon as practicable after such filing.

        6.3 CAPSTAR WARRANTS.

            (a) At the Effective Time, each Warrant to purchase shares of
Capstar Common Stock that is outstanding immediately prior to the Effective
Time shall be deemed to have been assumed by Chancellor, without further action
by Chancellor, the Surviving Corporation or the holders of such Warrants, and
shall thereafter be deemed to be a warrant to purchase shares of Chancellor
Common Stock in such amount and at the purchase price provided below and
otherwise having the same terms and conditions as are in effect immediately
prior to the Effective Time (except to the extent that such terms and
conditions may be altered in accordance with their terms as a result of the
transactions contemplated hereby):

                (i) the number of shares of Chancellor Common Stock to be
        subject to the new warrant shall be equal to the product of (x) the
        number of shares of Capstar Common Stock subject to the original
        Warrant and (y) the Exchange Ratio; and

                (ii) the purchase price per share of Chancellor Common Stock
        under the new warrant shall be equal to (x) the purchase price per
        share of Capstar Common Stock under the original Warrant divided by (y)
        the Exchange Ratio.


                                       46
<PAGE>   54

            (b) Promptly following the Effective Time, Chancellor shall use its
reasonable best efforts to file with the SEC a Registration Statement on Form
S-8 (or an amendment to any such form of Chancellor currently on file with the
SEC that is available therefor) (the "Form S-8") for the purpose of registering
the shares of Chancellor Common Stock issuable upon the exercise of the
Warrants, and Chancellor shall use its reasonable best efforts to have the Form
S-8 (or any post-effective amendment thereto) declared effective under the
Securities Act as soon as practicable after such filing.

        6.4 OTHER ACTIONS. From and after August 26, 1998, neither Chancellor
nor Capstar shall, and neither of them shall permit any of their respective
subsidiaries to, take any action that would, or that could reasonably be
expected to, result in any of the conditions of the Merger set forth in Article
VII not being satisfied.

                                   ARTICLE 7

                              CONDITIONS PRECEDENT

        7.1 CONDITIONS TO EACH PARTY'S OBLIGATION TO EFFECT THE MERGER. The
respective obligation of each party to effect the Merger is subject to the
satisfaction or waiver on or prior to the Closing Date of the following
conditions:

            (a) STOCKHOLDER APPROVAL. The Capstar Stockholders Approval and
Chancellor Stockholders Approval shall have been obtained in accordance with
the requirements of the Delaware Code and The Nasdaq Stock Market, as
applicable.

            (b) FCC ORDER. The FCC shall have issued an order (the "FCC Order")
approving the transfers of control pursuant to the Merger of the Capstar FCC
Licenses for the operation of the Capstar Licensed Facilities without the
imposition of any conditions or restrictions that could reasonably be expected
to have a Capstar Material Adverse Effect, and which FCC Order has not been
reversed, stayed, enjoined, set aside or suspended and with respect to which no
timely request for stay, petition for reconsideration or appeal has been filed
and as to which the time period for filing of any such appeal or request for
reconsideration or for any sua sponte action by the FCC with respect to the FCC
Order has expired, or, in the event that such a filing or review sua sponte has
occurred, as to which such filing or review shall have been disposed of
favorably to the grant of the FCC Order and the time period for seeking further
relief with respect thereto shall have expired without any request for such
further relief having been filed or review initiated.

            (c) GOVERNMENTAL AND REGULATORY CONSENTS. All required consents,
approvals, permits and authorizations to the consummation of the Merger shall
be obtained from any Governmental Entity (other than the FCC) whose consent,
approval, permission or authorization is required by reason of a change in law
after the date of this Agreement, unless the failure to obtain such consent,
approval, permission or authorization could not reasonably be expected to have
a Capstar Material Adverse 


                                       47
<PAGE>   55
Effect, or to materially and adversely affect the validity or enforceability of 
this Agreement or the Merger.

            (d) HSR ACT. The waiting period (and any extension thereof)
applicable to the Merger under the HSR Act shall have been terminated or shall
have otherwise expired.

            (e) NO INJUNCTIONS OR RESTRAINTS. No temporary restraining order,
preliminary or permanent injunction or other order issued by any court of
competent jurisdiction or other legal restraint or prohibition preventing the
consummation of the Merger shall be in effect; provided, however, that the
party invoking this condition shall use its reasonable best efforts to have any
such order or injunction vacated.

            (f) NASDAQ OR EXCHANGE APPROVAL. The shares of Chancellor Common
Stock issuable pursuant to the Merger shall have been approved for quotation on
The Nasdaq Stock Market (or the New York Stock Exchange, if the shares of
Chancellor Common Stock are then listed thereon).

            (g) FORM S-4. The Form S-4 shall have become effective under the
Securities Act and shall not be the subject of any stop order or proceedings
seeking a stop order.

            (h) [INTENTIONALLY LEFT BLANK.]

            (i) [INTENTIONALLY LEFT BLANK.]

            (j) CONSENT OF SENIOR LENDERS. Capstar shall have received (i) all
necessary consents under its senior secured credit facility in order to
consummate the Merger and the transactions contemplated by this Agreement, or
(ii) a firm commitment of senior secured financing from a nationally recognized
commercial bank or syndicate of banks in amounts sufficient to refinance all of
the outstanding indebtedness under its senior secured credit facilities at the
Closing.

        7.2 CONDITIONS TO OBLIGATIONS OF CAPSTAR. The obligation of Capstar to
effect the Merger is further subject to the following conditions:

            (a) REPRESENTATIONS AND WARRANTIES. The representations and
warranties of Chancellor and Merger Sub contained in this Agreement shall have
been true and correct as of the date such representations and warranties are
made under this Agreement and shall be true and correct at and as of the
Closing Date as though made at and as of such time (except to the extent that
any such representations and warranties expressly relate only to an earlier
time, in which case they shall have been true and correct at such earlier
time); provided, however, that this condition shall be deemed to have been
satisfied unless the individual or aggregate impact of all inaccuracies of such


                                       48
<PAGE>   56
representations and warranties (without regard to any materiality or Chancellor
Material Adverse Effect qualifier(s) contained therein) could reasonably be
expected to have a material adverse effect on the condition (financial or
otherwise) of Chancellor and its subsidiaries, considered as a whole, and
except to the extent that any inaccuracies of such representations and
warranties are a result of changes in the United States financial markets
generally or in national, regional or local economic conditions generally, or
are a result of matters arising after the date hereof that affect the broadcast
industry generally. Each of Chancellor and Merger Sub shall have delivered to
Capstar a certificate dated as of the Closing Date, signed by a senior
executive officer of such company, to the effect set forth in this Section
7.2(a).

            (b) PERFORMANCE OF OBLIGATIONS OF CHANCELLOR AND MERGER SUB. Each
of Chancellor and Merger Sub shall have performed in all material respects all
obligations required to be performed by it under this Agreement at or prior to
the Closing Date, including without limitation, the filing of the Amended and
Restated Charter, and Capstar shall have received a certificate signed on
behalf of each of Chancellor and Merger Sub by a senior executive officer of
each of them to such effect.

            (c) TAX OPINION. Capstar shall have received an opinion of Vinson &
Elkins L.L.P., dated as of the Closing Date, to the effect that (i) the Merger
will constitute a reorganization under Section 368(a) of the Code, (ii)
Chancellor, Merger Sub and Capstar will each be a party to the reorganization
under Section 368(b) of the Code, and (iii) no gain or loss will be recognized
by the stockholders of Capstar on the receipt pursuant to the Merger of shares
of Chancellor Common Stock in exchange for shares of Capstar Common Stock,
except with respect to cash received in lieu of fractional shares of Chancellor
Common Stock or Dissenting Shares. In rendering such opinion, Vinson & Elkins
L.L.P. shall receive and may rely upon representations contained in
certificates of Chancellor, Merger Sub and Capstar.

            (d) CHANCELLOR REGISTRATION RIGHTS. Chancellor shall have entered
into the Chancellor Registration Rights Agreement.

        7.3 CONDITIONS TO OBLIGATIONS OF CHANCELLOR. The obligations of
Chancellor and Merger Sub to effect the Merger is further subject to the
following conditions:

            (a) REPRESENTATIONS AND WARRANTIES. The representations and
warranties of Capstar contained in this Agreement shall have been true and
correct as of the date such representations and warranties are made under this
Agreement and shall be true and correct at and as of the Closing Date as though
made at and as of such time (except to the extent that any such representations
and warranties expressly relate only to an earlier time, in which case they
shall have been true and correct at such earlier time); provided, however, that
this condition shall be deemed to have been satisfied unless the individual or
aggregate impact of all inaccuracies of such representations and warranties
(without regard to any materiality or Capstar Material Adverse Effect
qualifier(s) contained therein) could reasonably be expected to have a material
adverse effect on the condition (financial or otherwise) of Capstar (or,
following the Effective Time, the Surviving Corporation) and its subsidiaries,
considered as a whole, and except to the extent that any inaccuracies of such
representations and warranties are a result of changes in the United States
financial markets generally or in national, regional or local economic
conditions generally, or are a result of matters arising after the date hereof
that affect the broadcast industry generally. Capstar shall have delivered to
Chancellor a certificate 


                                       49
<PAGE>   57
dated as of the Closing Date, signed by a senior executive officer of Capstar, 
to the effect set forth in this Section 7.3(a).

            (b) PERFORMANCE OF OBLIGATIONS OF CAPSTAR. Capstar shall have
performed in all material respects all obligations required to be performed by
it under this Agreement at or prior to the Closing Date, and Chancellor and
Merger Sub shall have received a certificate signed on behalf of Capstar by a
senior executive officer of Capstar to such effect.

            (c) TAX OPINION. Chancellor shall have received an opinion of Weil,
Gotshal & Manges LLP, dated as of the Closing Date, to the effect that (i) the
Merger will constitute a reorganization under Section 368(a) of the Code, (ii)
Chancellor, Merger Sub and Capstar will each be a party to the reorganization
under Section 368(b) of the Code, and (iii) no gain or loss will be recognized
by Chancellor, Merger Sub or Capstar by reason of the Merger. In rendering such
opinion, Weil, Gotshal & Manges LLP shall receive and may rely upon
representations contained in certificates of Chancellor, Merger Sub and
Capstar.

            (d) MATERIAL AGREEMENTS. Capstar and its subsidiaries shall have
received any necessary consents required as a result of the Merger and
transactions contemplated by this Agreement with respect to each Material
Agreement. A true and correct list of which Material Agreements require such
consents is set forth in the Capstar Disclosure Letter.

            (e) FINANCIAL SERVICES AGREEMENTS. Capstar and certain of its
subsidiaries and Hicks Muse shall have entered into an amendment to each of the
Monitoring and Oversight Agreement (the "Capstar M&O Agreement") between Hicks
Muse and Capstar, the Monitoring and Oversight Agreement (the "Partners M&O
Agreement") between Hicks Muse and Capstar Partners, the Financial Advisory
Agreement (the "Capstar Financial Advisory Agreement") between Hicks Muse and
Capstar, and the Financial Advisory Agreement (the "Partners Financial Advisory
Agreement") between Hicks Muse and Partners, that provide (i) the Partners M&O
Agreement will be terminated at the Effective Time with no further obligation
of any party thereto, (ii) the Partners Financial Advisory Agreement will be
terminated at the Effective Time with no further obligation of any party
thereto, (iii) the Capstar M&O Agreement will be terminated at the Effective
Time and, in consideration therefor, Capstar shall deliver to Hicks Muse at
Closing a one-time cash payment of $14,202,000, and (iv) the Capstar Financial
Advisory Agreement will be terminated at the Effective Time and, in
consideration therefor, Hicks Muse will receive a fee from Capstar of
$17,500,000 in cash, payable at Closing, in satisfaction of its services
performed under the Capstar Financial Advisory Agreement in connection with the
Merger.

            (f) DISSENTING SHARES. Holders of not more than 10% of the
outstanding shares of Capstar Class B Common Stock and Capstar Class C Common
Stock shall have properly demanded appraisal rights for their shares under the
Delaware Code.


                                       50
<PAGE>   58

                                   ARTICLE 8

                       TERMINATION, AMENDMENT AND WAIVER

        8.1 TERMINATION. This Agreement may be terminated and the Merger
abandoned as follows:

            (a) at any time prior to the Effective Time, whether before or
after receipt of the Chancellor Stockholders Approval or the Capstar
Stockholders Approval, by mutual written consent of Chancellor and Capstar;

            (b) at any time prior to the Effective Time, whether before or
after receipt of the Chancellor Stockholders Approval or the Capstar
Stockholders Approval:

                (i) by Chancellor or Capstar if the Capstar Stockholders
        Approval shall not have been obtained after submission by the Board of
        Directors of Capstar of this Agreement for approval and adoption by the
        common stockholders of Capstar at a special meeting called for such
        purpose in accordance with Section 5.2(a);

                (ii) by Capstar or Chancellor if the Chancellor Stockholders
        Approval shall not have been obtained after submission by the Board of
        Directors of Chancellor of the Chancellor Stockholder Proposals for
        approval by the common stockholders of Chancellor at an annual or
        special meeting called for such purpose in accordance with Section
        5.2(b);

                (iii) by Chancellor or Capstar if the Merger shall not have
        been consummated on or before September 30, 1999, unless the failure to
        consummate the Merger is the result of a willful and material breach of
        this Agreement by the party seeking to terminate this Agreement;

                (iv) by Chancellor or Capstar if any Governmental Entity shall
        have issued an order, decree or ruling or taken any other action
        permanently enjoining, restraining or otherwise prohibiting the Merger
        and such order, decree, ruling or other action shall have become final
        and nonappealable;

                (v) by Chancellor or Capstar in the event of a breach by the
        other party of any representation, warranty, covenant or other
        agreement contained in this Agreement which (A) would give rise to the
        failure of a condition set forth in Section 7.2(a) or (b) or Section
        7.3(a) or (b), as applicable, and (B) cannot be or has not been cured
        within 30 days after the giving of written notice to the breaching
        party of such breach (a "Material Breach"), provided that the
        terminating party is not then in Material Breach of any representation,
        warranty, covenant or other agreement contained in this Agreement;

                (vi) by Chancellor if Capstar shall have breached the
        requirements of Section 5.5 hereof, unless Chancellor shall at such
        time be in 


                                       51
<PAGE>   59
        Material Breach of any representation, warranty, covenant or
        other agreement contained in this Agreement;

                (vii) by Capstar if the Board of Directors of Capstar or the
        Capstar Special Committee has determined in good faith, following
        consultation with and after considering the advice of outside counsel,
        that in order to comply with its fiduciary duties to stockholders under
        applicable law it is necessary for the Capstar Special Committee or the
        full Board of Directors of Capstar to withdraw or modify, in a manner
        materially adverse to Chancellor, its approval or recommendation of
        this Agreement or the Merger in accordance with Section 5.5(b); or

                (viii) by Chancellor if the Board of Directors of Chancellor or
        the Chancellor Special Committee has determined in good faith,
        following consultation with and after considering the advice of outside
        counsel, that in order to comply with its fiduciary duties to
        stockholders under applicable law it is necessary for the Chancellor
        Special Committee or the full Board of Directors of Chancellor to
        withdraw or modify, in a manner materially adverse to Capstar, its
        approval or recommendation of the Merger and the Chancellor Stockholder
        Proposals in accordance with Section 5.2(b).

        8.2 EFFECT OF TERMINATION.

            (a) In the event that Chancellor or Capstar terminates this
Agreement as provided in Section 8.1(a), 8.1(b)(iii) or 8.1(b)(iv), this
Agreement shall forthwith become void and have no effect, without any liability
or obligation on the part of Chancellor or Capstar, other than the last
sentence of Section 5.3 and Sections 2.10, 3.7, 8.2 and 11.2.

            (b) In the event that this Agreement is terminated by Chancellor
pursuant to Section 8.1(b)(v) or 8.1(b)(vi) or by Capstar or Chancellor
pursuant to Section 8.1(b)(i), Capstar shall promptly reimburse Chancellor for
all substantiated out-of-pocket costs and expenses incurred by them in
connection with this Agreement and the transactions contemplated hereby,
including, without limitation, costs and expenses of accountants, attorneys and
financial advisors. In the event that this Agreement is terminated by Capstar
pursuant to Section 8.1(b)(v) or by Chancellor or Capstar pursuant to Section
8.1(b)(ii), Chancellor shall promptly reimburse Capstar for all substantiated
out-of-pocket costs and expenses incurred by it in connection with this
Agreement and the transactions contemplated hereby, including, without
limitation, costs and expenses of accountants, attorneys and financial
advisors.

            (c) In the event that this Agreement is terminated by Capstar
pursuant to Section 8.1(b)(vii) or by Chancellor pursuant to Section
8.1(b)(viii), the party electing to terminate this Agreement shall,
concurrently with such termination, pay to the non-terminating party (by wire
transfer of immediately available funds) an amount of $50,000,000 in cash (the
"Termination Fee").


                                       52
<PAGE>   60

            (d) This Agreement shall not be deemed to have been validly
terminated until all payments contemplated by Section 8.2(b) and 8.2(c) shall
have been made in full. In the event of a termination pursuant to Sections
8.1(b)(i), 8.1(b)(ii), 8.1(b)(v) or 8.1(b)(vi), the reimbursement of expenses
by the breaching party pursuant to Section 8.2(b) shall be the parties sole
remedy unless the termination resulted from a willful material breach of the
representations, warranties, covenants or other agreements in this Agreement,
in which case the non-breaching party may seek damages or any other appropriate
remedy at law or in equity. In the event of a termination pursuant to Sections
8.1(b)(vii) or 8.1(b)(viii), the payment of the Termination Fee by Capstar or
Chancellor, as applicable, pursuant to Section 8.2(c) shall be the
non-terminating party's sole remedy.

        8.3 AMENDMENT. Subject to the applicable provisions of the Delaware
Code, at any time prior to the Effective Time, the parties hereto may modify or
amend this Agreement, by written agreement executed and delivered by duly
authorized officers of the respective parties; provided, however, that after
the Capstar Stockholders Approval has been obtained, no amendment shall be made
which reduces the consideration payable in the Merger or adversely affects the
rights of Capstar's stockholders hereunder without the approval of such
stockholders. This Agreement may not be amended except by an instrument in
writing signed on behalf of each of the parties.

        8.4 EXTENSION; CONSENT; WAIVER. At any time prior to the Effective
Time, the parties may (a) extend the time for the performance of any of the
obligations or other acts of the other parties, (b) waive any inaccuracies in
the representations and warranties of the other parties contained in this
Agreement or in any document delivered pursuant to this Agreement or (c)
subject to Section 8.3, waive compliance with any of the agreements or
conditions of the other parties contained in this Agreement or consent to any
action requiring consent pursuant to this Agreement. Any agreement on the part
of a party to any such extension, waiver or consent shall be valid only if set
forth in an instrument in writing signed on behalf of such party. The failure
of any party to this Agreement to assert any of its rights under this Agreement
or otherwise shall not constitute a waiver of such rights.

        8.5 PROCEDURE FOR TERMINATION, AMENDMENT, EXTENSION, CONSENT OR WAIVER.
A termination of this Agreement pursuant to Section 8.1, an amendment of this
Agreement pursuant to Section 8.3 or an extension, consent or waiver pursuant
to Section 8.4 shall, in order to be effective, require in the case of each of
Chancellor or Capstar, action by its Board of Directors.

                                   Article 9

                             SURVIVAL OF PROVISIONS

        9.1 SURVIVAL. The representations and warranties of Chancellor, Merger
Sub and Capstar made in this Agreement, or in any certificate, respectively,
delivered by any of them pursuant to this Agreement, will not survive the
Closing.


                                       53
<PAGE>   61

                                   Article 10

                                    NOTICES

        10.1 NOTICES. All notices and other communications under this Agreement
must be in writing and will be deemed to have been duly given if delivered,
telecopied or mailed, by certified mail, return receipt requested, first-class
postage prepaid, to the parties at the following addresses:

                  If to Chancellor or Merger Sub, to:

                           Chancellor Media Corporation
                           300 Crescent Court, Suite 600
                           Dallas, Texas 75201
                           Attention:  D. Geoffrey Armstrong
                                       William S. Banowsky, Jr.
                           Facsimile:  (214) 922-8701

                  with copies to:

                           Weil, Gotshal & Manges LLP
                           100 Crescent Court, Suite 1300
                           Dallas, Texas 75201
                           Attention:  Michael A. Saslaw
                           Facsimile:  (214) 746-7777

                  and

                           Thompson & Knight, P.C.
                           1700 Pacific Avenue
                           Suite 3300
                           Dallas, Texas 75201
                           Attention:  Sam P. Burford, Jr.
                           Facsimile:  (214) 969-1751

                  If to Capstar, to:

                           Capstar Broadcasting Corporation
                           600 Congress Avenue
                           Suite 1400
                           Austin, Texas 78701
                           Attention:  R. Steven Hicks
                                       William S. Banowsky, Jr.
                           Facsimile:  (512) 340-7890

                  and


                                       54

<PAGE>   62

                           c/o Hicks, Muse, Tate & Furst Incorporated
                           200 Crescent Court
                           Suite 1600
                           Dallas, Texas 75201
                           Attention:  Lawrence D. Stuart, Jr.
                           Facsimile:  (214) 740-7313

                  with copies to:

                           Vinson & Elkins L.L.P.
                           3700 Trammell Crow Center
                           2001 Ross Avenue
                           Dallas, Texas  75201
                           Attention:  Michael D. Wortley
                           Facsimile:  (214) 999-7732

                  and

                           R. Gerald Turner
                           Southern Methodist University
                           P.O. Box 750100
                           Dallas, Texas 75272-0333
                           Facsimile:  (214) 768-3844

                  and

                           Hughes & Luce, LLP
                           1717 Main Street
                           Suite 2800
                           Dallas, Texas 75201
                           Attention:  Alan J. Bogdanow
                           Facsimile:  (214) 939-5849

All notices and other communications required or permitted under this Agreement
that are addressed as provided in this Article X will, if delivered personally,
be deemed given upon delivery, will, if delivered by telecopy, be deemed
delivered when confirmed and will, if delivered by mail in the manner described
above, be deemed given on the third business day after the day it is deposited
in a regular depository of the United States mail. Any party from time to time
may change its address for the purpose of notices to that party by giving a
similar notice specifying a new address, but no such notice will be deemed to
have been given until it is actually received by the party sought to be charged
with the contents thereof.


                                       55
<PAGE>   63

                                  Article 11

                                 MISCELLANEOUS

        11.1 ENTIRE AGREEMENT. Except for the documents executed by Chancellor
and Capstar pursuant hereto, this Agreement supersedes all prior discussions
and agreements between the parties with respect to the subject matter of this
Agreement, and this Agreement (including the exhibits hereto and other
documents delivered in connection herewith) and the Confidentiality Agreement
contain the sole and entire agreement between the parties hereto with respect
to the subject matter hereof.

        11.2 EXPENSES. Except as provided in Section 8.2, whether or not the
Merger is consummated, each of Chancellor and Capstar will pay its own costs
and expenses incident to preparing for, entering into and carrying out this
Agreement and the consummation of the transactions contemplated hereby;
provided, that the fees and expenses incurred in connection with (i) the
filings and registrations with the Department of Justice and Federal Trade
Commission pursuant to the HSR Act, (ii) the filings with the FCC under the
Communications Act, and (iii) the printing, mailing and distribution of the
Joint Proxy Statement/Prospectus and the preparation and filing of the Form
S-4, shall be borne equally by Chancellor and Capstar. In the event of any
lawsuit or other judicial proceeding brought by either party to enforce any of
the provisions of this Agreement, the losing party in such proceeding shall
reimburse the prevailing party's fees and expenses incurred in connection
therewith, including the fees and expenses of its attorneys.

        11.3 COUNTERPARTS. This Agreement may be executed in one or more
counterparts, each of which will be deemed an original, but all of which will
constitute one and the same instrument and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties.

        11.4 NO THIRD PARTY BENEFICIARY. Except for Section 5.9, the terms and
provisions of this Agreement are intended solely for the benefit of the parties
hereto (including their respective Boards of Directors and the Capstar Special
Committee and Chancellor Special Committee), and their respective successors or
assigns, and it is not the intention of the parties to confer third-party
beneficiary rights upon any other person.

        11.5 GOVERNING LAW. This Agreement shall be governed by and construed
in accordance with the laws of the State of Delaware, regardless of the laws
that might otherwise govern under applicable principles of conflicts of laws
thereof.

        11.6 ASSIGNMENT; BINDING EFFECT. Neither this Agreement nor any of the
rights, interests or obligations under this Agreement shall be assigned, in
whole or in part, by operation of law or otherwise by any of the parties
without the prior written consent of the other parties, and any such assignment
that is not consented to shall be null and void. Subject to the preceding
sentence, this Agreement will be binding upon, inure to the benefit of and be
enforceable by, the parties and their respective successors and assigns.


                                       56
<PAGE>   64

        11.7 HEADINGS, GENDER, ETC. The headings used in this Agreement have
been inserted for convenience and do not constitute matter to be construed or
interpreted in connection with this Agreement. Unless the context of this
Agreement otherwise requires, (a) words of any gender are deemed to include
each other gender; (b) words using the singular or plural number also include
the plural or singular number, respectively; (c) the terms "hereof," "herein,"
"hereby," "hereto," and derivative or similar words refer to this entire
Agreement; (d) the terms "Article" or "Section" refer to the specified Article
or Section of this Agreement; (e) all references to "dollars" or "$" refer to
currency of the United States of America; (f) the term "person" shall include
any natural person, corporation, limited liability company, general
partnership, limited partnership, or other entity, enterprise, authority or
business organization; and (g) the term "or" is not exclusive.

        11.8 INVALID PROVISIONS. If any provision of this Agreement is held to
be illegal, invalid, or unenforceable under any present or future law, and if
the rights or obligations of Capstar or Chancellor under this Agreement will not
be materially and adversely affected thereby, (a) such provision will be fully
severable; (b) this Agreement will be construed and enforced as if such illegal,
invalid, or unenforceable provision had never comprised a part hereof; and (c)
the remaining provisions of this Agreement will remain in full force and effect
and will not be affected by the illegal, invalid, or unenforceable provision or
by its severance herefrom.

        11.9 NO RECOURSE AGAINST OTHERS. No past, present or future director,
officer, employee, stockholder, incorporator or partner, as such, of
Chancellor, Capstar, Merger Sub or the Surviving Corporation shall have any
liability for any obligations of Chancellor, Capstar, Merger Sub or the
Surviving Corporation under this Agreement or for any claim based on, in
respect of or by reason of such obligations or their creation.

        11.10 RELEASE OF OLD MERGER SUB. Each of Chancellor and Capstar hereby
generally release and forever discharge Old Merger Sub and its successors and
their respective directors, officers, employees, agents or other
representatives from any and all obligations, claims or liabilities whatsoever
arising out of the Old Agreement, this Agreement and the transactions
contemplated thereby or hereby.

           [THE REMAINDER OF THIS PAGE IS INTENTIONALLY LEFT BLANK.]


                                       57
<PAGE>   65

        IN WITNESS WHEREOF, this Agreement has been duly executed and delivered
by the duly authorized officers of Chancellor, Capstar, Old Merger Sub and
Merger Sub effective as of the date first written above.

                                     CHANCELLOR MEDIA CORPORATION


                                     By:
                                          ---------------------------------
                                     Name:
                                     Title:


                                     CAPSTAR BROADCASTING CORPORATION


                                     By:
                                          ---------------------------------
                                     Name:
                                     Title:


                                     CMC MERGER SUB, INC.


                                     By:
                                          ---------------------------------
                                     Name:
                                     Title:


                                     CBC ACQUISITION COMPANY, INC.


                                     By:
                                          ---------------------------------
                                     Name:
                                     Title:


                                       58

<PAGE>   1
                                                                    EXHIBIT 2.2

                              AMENDED AND RESTATED
                                VOTING AGREEMENT

        AMENDED AND RESTATED VOTING AGREEMENT (this "Agreement"), dated as of
April 29, 1999, among CHANCELLOR MEDIA CORPORATION, a Delaware corporation
("Chancellor"), and Thomas O. Hicks ("Tom Hicks"), R. Steven Hicks ("Steve
Hicks"), CAPSTAR BROADCASTING PARTNERS, L.P., a Delaware limited partnership
("Capstar") and the other parties listed on the signature pages hereto
(collectively, "the "Stockholders").

        WHEREAS, Chancellor, CAPSTAR BROADCASTING CORPORATION, a Delaware
corporation (the "Company"), CMC MERGER SUB, INC., a Delaware corporation and
wholly-owned subsidiary of Chancellor ("Merger Sub"), and CBC ACQUISITION
COMPANY, INC., a Delaware corporation and wholly-owned subsidiary of the
Company ("Old Merger Sub"), are entering into an Amended and Restated Agreement
and Plan of Merger, dated as of August 26, 1998 and amended and restated as of
April 29, 1999 (as the same may be further amended or supplemented, the "Merger
Agreement"; capitalized terms used but not defined herein shall have the
meanings set forth in the Merger Agreement) providing for the merger of Merger
Sub with and into Capstar (the "Merger"), upon the terms and subject to the
conditions set forth in the Merger Agreement;

        WHEREAS, Chancellor and the Stockholders have previously entered into
that certain Voting Agreement, dated as of August 26, 1998 (the "Old Voting
Agreement") relating to the transactions contemplated by the Merger Agreement;

        WHEREAS, in connection with the amendment and restatement of the Merger
Agreement, the parties hereto desire hereby to amend and restate the Old Voting
Agreement in its entirety;

        WHEREAS, all of the shares of Class A Common Stock, $0.01 par value, of
the Company ("Capstar Class A Common Stock") and Class C Common Stock, $0.01
par value, of the Company ("Capstar Class C Common Stock") that are held of
record as of the date hereof by any of the Stockholders or over which any of
the Stockholders has the power to direct the vote, together with any shares of
capital stock of the Company acquired by such Stockholders after the date
hereof and during the term of this Agreement, including upon exercise of any
option or warrant, are collectively referred to herein as the "Subject Shares;"
and

        WHEREAS, as a condition to its willingness to enter into the Merger
Agreement, Chancellor has requested that the Stockholders enter into this
Agreement in order to ensure that the Company obtain the Capstar Stockholders
Approval (as defined in the Merger Agreement);

        NOW, THEREFORE, to induce Chancellor to enter into, and in
consideration of its entering into, the Merger Agreement, and in consideration
of the premises and the representations, warranties and agreements contained
herein, the parties agree as follows:


<PAGE>   2

        1. Representations and Warranties of the Stockholders. Each of the
Stockholders hereby represents and warrants to Chancellor as of the date hereof
as follows:

                           (a) Authority; Noncontravention. (i) Capstar has all
                  requisite power and authority to enter into this Agreement
                  and to consummate the transactions contemplated hereby. The
                  execution and delivery of this Agreement by Capstar, and the
                  consummation of the transactions contemplated hereby, have
                  been duly authorized by all necessary partnership action on
                  the part of Capstar. This Agreement has been duly authorized,
                  executed and delivered by Capstar and constitutes a valid and
                  binding obligation of Capstar enforceable in accordance with
                  its terms. The execution and delivery of this Agreement do
                  not, and the consummation of the transactions contemplated
                  hereby and compliance with the terms hereof (including
                  Section 3 of this Agreement) will not, conflict with, or
                  result in any violation of, or default (with or without
                  notice or lapse of time or both) under any provision of, the
                  limited partnership agreement of Capstar, any trust
                  agreement, loan or credit agreement, note, bond, mortgage,
                  indenture, lease or other agreement, instrument, permit,
                  concession, franchise, license, judgment, order, notice,
                  decree, statute, law, ordinance, rule or regulation
                  applicable to Capstar or to Capstar's property or assets.

                           (ii) Each of Tom Hicks and Steve Hicks has full
                  power and authority to enter into this Agreement. Each of Tom
                  Hicks and Steve Hicks has legal capacity to enter into this
                  Agreement and to assume and perform his obligations
                  hereunder.

                           (b) The Subject Shares. The Stockholders are the
                  record or beneficial owner of, and have good and marketable
                  title to, the Subject Shares, free and clear of any claims,
                  liens, encumbrances and security interests whatsoever. The
                  Stockholders have the sole right to vote the Subject Shares.
                  None of the Subject Shares is subject to any voting trust or
                  other agreement, arrangement or restriction with respect to
                  the voting of the Subject Shares as required by this
                  Agreement.

        2. Representations and Warranties of Chancellor. Chancellor hereby
represents and warrants to the Stockholders as of the date hereof that
Chancellor has all requisite corporate power and authority to enter into this
Agreement and to consummate the transactions contemplated hereby. The execution
and delivery of this Agreement by Chancellor, and the consummation of the
transactions contemplated hereby, have been duly authorized by all necessary
corporate action on the part of Chancellor. This Agreement has been duly
executed and delivered by Chancellor and constitutes a valid and binding
obligation of Chancellor enforceable in accordance with its terms. The
execution and delivery of this Agreement do not, and the consummation of the
transactions contemplated hereby and compliance with the terms hereof will not,
conflict with, or result in any violation of, or default (with or without
notice or lapse of time or 



                                       2
<PAGE>   3

both) under any provision of, the certificate of incorporation or bylaws of
Chancellor, any trust agreement, loan or credit agreement, note, bond,
mortgage, indenture, lease or other agreement, instrument, permit, concession,
franchise, license, judgment, order, notice, decree, statute, law, ordinance,
rule or regulation applicable to Chancellor or to Chancellor's property or
assets.

        3. Covenants of the Stockholders. Until the termination of this
Agreement in accordance with Section 6, the Stockholders each agree as follows:

                           (a) At any meeting of stockholders of the Company
                  called to vote upon the approval and adoption of the Merger
                  Agreement or at any adjournment thereof or in any other
                  circumstances upon which a vote, consent or other approval
                  (including by written consent) with respect to the Merger and
                  the Merger Agreement is sought, the Stockholders shall vote
                  (or cause to be voted) the Subject Shares in favor of such
                  proposals and any of the other transactions contemplated by
                  the Merger Agreement.

                           (b) At any meeting of the stockholders of the
                  Company or at any adjournment thereof or in any other
                  circumstances upon which the Stockholders' vote, consent or
                  other approval is sought, the Stockholders shall vote (or
                  cause to be voted) the Subject Shares against (i) any merger
                  agreement or merger (other than the Merger Agreement and the
                  Merger), consolidation, combination, sale of substantial
                  assets, reorganization, recapitalization, dissolution,
                  liquidation or winding up of or by the Company or any other
                  takeover proposal or Acquisition Proposal as such term is
                  defined in Section 5.5(c) of the Merger Agreement (an
                  "Acquisition Proposal") or (ii) any amendment of the
                  Company's certificate of incorporation or bylaws or other
                  proposal or transaction involving the Company or any of its
                  subsidiaries, which amendment or other proposal or
                  transaction would in any manner impede, frustrate, prevent or
                  nullify the Merger, the Merger Agreement or any of the other
                  transactions contemplated by the Merger Agreement or change
                  in any manner the voting rights of the Capstar Class A Common
                  Stock, Capstar Class C Common Stock, or the Class B Common
                  Stock, $0.01 par value, of the Company. The Stockholders
                  further agree not to commit or agree to take any action
                  inconsistent with the foregoing.

                           (c) Except as provided in the immediately succeeding
                  sentence of this Section 3(c), the Stockholders agree not to
                  (i) sell, transfer, pledge, assign or otherwise dispose of
                  (including by gift) (collectively, the "Transfer"), or enter
                  into any contract, option or other arrangement (including any
                  profit sharing agreement) with respect to the Transfer of the
                  Subject Shares to any person other than pursuant to the terms
                  of the Merger, or (ii) enter into any voting arrangement,
                  whether by proxy, voting agreement or otherwise, in
                  connection with, directly or indirectly, any Acquisition
                  Proposal, and agrees not to commit or agree to take any of
                  the foregoing actions. Notwithstanding the foregoing, the
                  Stockholders 



                                       3
<PAGE>   4

                 shall have the right, for tax or estate planning purposes, to
                 Transfer the Subject Shares to a transferee provided that, as
                 a condition to any such Transfer, each such transferee shall
                 execute and deliver to Chancellor a counterpart of this
                 Agreement and expressly agree to be bound hereby;

                         (d) During the term of this Agreement, the
                 Stockholders shall not, nor shall they permit any affiliate,
                 investment banker, attorney or other adviser or
                 representative of the Stockholders to, (i) directly or
                 indirectly solicit, initiate or encourage the submission of,
                 any Acquisition Proposal or (ii) except as permitted under
                 the terms of the Merger Agreement, directly or indirectly
                 participate in any discussions or negotiations regarding, or
                 furnish to any person any information with respect to, or
                 take any other action to facilitate any inquiries or the
                 making of any proposal that constitutes, or may reasonably be
                 expected to lead to, any Acquisition Proposal.

                         (e) Until after the Merger is consummated or the
                 Merger Agreement is terminated, the Stockholders shall use
                 all reasonable efforts to take, or cause to be taken, all
                 actions, and to do, or cause to be done, and to assist and
                 cooperate with Chancellor in doing, all things necessary,
                 proper or advisable to consummate and make effective, in the
                 most expeditious manner practicable, the Merger and the other
                 transactions contemplated by the Merger Agreement.

       4.        Further Assurances. The Stockholders will, from time to time,
                 execute and deliver, or cause to be executed and delivered, 
                 such additional or further consents, documents and other 
                 instruments as Chancellor may reasonably request for the 
                 purpose of effectively carrying out the transactions  
                 contemplated by this Agreement.

       5.        Assignment. Neither this Agreement nor any of the rights, 
                 interests or obligations hereunder shall be assigned by either 
                 of the parties without the prior written consent of the other 
                 parties, except that Chancellor may assign, in its sole 
                 discretion, any or all of its rights, interests and obligations
                 hereunder to any direct or indirect wholly owned subsidiary of 
                 Chancellor. Subject to the preceding sentence, this Agreement 
                 will be binding upon, inure to the benefit of and be 
                 enforceable by the parties and their respective 
                 successors and assigns.

       6.        Termination. This Agreement shall terminate upon the earlier of
                 (a) the termination of the Merger Agreement in accordance with 
                 Section 8.1 thereof, or (b) the Effective Time of the Merger.

       7.        General Provisions.

                         (a) Amendments. This Agreement may not be amended
                 except by an instrument in writing signed by each of the
                 parties hereto.

                         (b) Notice. All notices and other communications
                 hereunder shall be in writing and shall be deemed given if
                 delivered personally or 



                                       4
<PAGE>   5

                  sent by overnight courier (providing proof of delivery) to
                  Chancellor in accordance with Section 10.1 of the Merger
                  Agreement and to the Stockholders at their respective
                  addresses set forth on the signature pages hereto (or at such
                  other address for a party as shall be specified by like
                  written notice).

                           (c) Interpretation. When a reference is made in this
                  Agreement to Sections, such reference shall be to a Section
                  to this Agreement unless otherwise indicated. The headings
                  contained in this Agreement are for reference purposes only
                  and shall not affect in any way the meaning or interpretation
                  of this Agreement. Wherever the words "include," "includes"
                  or "including" are used in this Agreement, they shall be
                  deemed to be followed by the words "without limitation."

                           (d) Counterparts. This Agreement may be executed in
                  one or more counterparts, all of which shall be considered
                  one and the same agreement, and shall become effective when
                  one or more of the counterparts have been signed by each of
                  the parties and delivered to the other party, it being
                  understood that each party need not sign the same
                  counterpart.

                           (e) Entire Agreement; No Third-Party Beneficiaries.
                  This Agreement (including the documents and instruments
                  referred to herein) (i) constitutes the entire agreement and
                  supersedes all prior agreements and understandings, both
                  written and oral, among the parties with respect to the
                  subject matter hereof and (ii) is not intended to confer upon
                  any person other than the parties hereto any rights or
                  remedies hereunder.

                           (f) Governing Law. This Agreement shall be governed
                  by, and construed in accordance with, the laws of the State
                  of Delaware regardless of the laws that might otherwise
                  govern under applicable principles of conflicts of law
                  thereof.

        8. Enforcement. The parties agree that irreparable damage would occur
in the event that any of the provisions of this Agreement were not performed in
accordance with their specific terms or were otherwise breached. It is
accordingly agreed that the parties shall be entitled to an injunction or
injunctions to prevent breaches of this Agreement and to enforce specifically
the terms and provisions of this Agreement in any court of the United States
located in the State of Delaware or in a Delaware state court, this being in
addition to any other remedy to which they are entitled at law or in equity. In
addition, each of the parties hereto (i) consents to submit such party to the
personal jurisdiction of any Federal court in the event any dispute arises out
of this Agreement or any of the transactions contemplated hereby, (ii) agrees
that such party will not attempt to deny or defeat such personal jurisdiction
by motion or other request for leave from any such court, (iii) agrees that
such party will not bring any action relating to this Agreement or the
transactions contemplated hereby in any court other than a Federal court
sitting in the state of Delaware or a Delaware state court and (iv) waives any
right to trial by jury with respect to any claim or proceeding related to or
arising out of this Agreement or any of the transactions contemplated hereby.



                                       5
<PAGE>   6

        9. Release of Certain Parties. Chancellor hereby generally releases and
forever discharges the parties (other than Chancellor) to those two certain
Instruments of Accession, dated as of September 23, 1998 and December 18, 1998,
respectively, and each such party's directors, officers, employees, agents,
trustees or other representatives from any and all restrictions, conditions,
obligations, claims or liabilities whatsoever arising out of the Old Voting
Agreement and the transactions contemplated thereby.

           [The remainder of this page is intentionally left blank.]


                                       6
<PAGE>   7



         IN WITNESS WHEREOF, Chancellor has caused this Agreement to be signed
by its officer thereunto duly authorized and the Stockholders have duly signed
this Agreement, all as of the date first written above.

                                        CHANCELLOR MEDIA CORPORATION



                                        By:    
                                           ------------------------------------
                                        Name:
                                        Title:





                    (Signatures continued on following page)


                                       7
<PAGE>   8



                                   CAPSTAR BROADCASTING PARTNERS, L.P., 
                                   a Delaware limited partnership

                                   By:      HM3/CAPSTAR PARTNERS, L.P., a 
                                            Texas limited partnership, its
                                            general partner

                                   By:      HM3/CAPSTAR, INC., a Texas 
                                            corporation, its general partner



                                            By:     
                                               --------------------------------
                                            Name:
                                            Title:


                                   Address:
                                   c/o Hicks, Muse, Tate & Furst Incorporated
                                   200 Crescent Court, Suite 1600
                                   Dallas, Texas 75201
                                   Attention: Lawrence D. Stuart, Jr.

                                   Copy to:
                                   Vinson & Elkins L.L.P.
                                   3700 Trammell Crow Center
                                   2001 Ross Avenue
                                   Dallas, Texas 75201
                                   Attention:  Michael D. Wortley, Esq.



                    (Signatures continued on following page)


                                       8
<PAGE>   9






                                   ------------------------------------------
                                   Thomas O. Hicks


                                   Address:
                                   c/o Hicks, Muse, Tate & Furst Incorporated
                                   200 Crescent Court, Suite 1600
                                   Dallas, Texas 75201

                                   Copy to:
                                   Vinson & Elkins L.L.P.
                                   3700 Trammell Crow Center
                                   2001 Ross Avenue
                                   Dallas, Texas 75201
                                   Attention:  Michael D. Wortley, Esq.



                    (Signatures continued on following page)


                                       9
<PAGE>   10






                                   ------------------------------------------
                                   R. Steven Hicks


                                   Address:
                                   c/o Capstar Broadcasting Corporation
                                   600 Congress Avenue, Suite 1400
                                   Austin, Texas 78701

                                   Copy to:
                                   Vinson & Elkins L.L.P.
                                   3700 Trammell Crow Center
                                   2001 Ross Avenue
                                   Dallas, Texas 75201
                                   Attention:  Michael D. Wortley, Esq.






                                      10

<PAGE>   1
                                                                    EXHIBIT 10.1

                           SECOND AMENDMENT AND WAIVER


         SECOND AMENDMENT (this "Amendment and Waiver"), dated as of April 23,
1999, among CAPSTAR BROADCASTING CORPORATION., a Delaware corporation
("Parent"), CAPSTAR BROADCASTING PARTNERS, INC., a Delaware corporation,
("Holdings"), CAPSTAR RADIO BROADCASTING PARTNERS, INC., a Delaware corporation
(the "Borrower"), the Banks party hereto from time to time, NATIONSBANC
MONTGOMERY SECURITIES LLC, as Syndication Agent, SALOMON BROTHERS HOLDING
COMPANY INC. and GOLDMAN SACHS CREDIT PARTNERS L.P., as Documentation Agents,
and BANKERS TRUST COMPANY, as Administrative Agent. Unless otherwise defined
herein, capitalized terms used herein and defined in the Credit Agreement
referred to below are used herein as so defined.

                              W I T N E S S E T H :

         WHEREAS, Parent, Holdings, the Borrower, the Banks and the
Administrative Agent have entered into a Credit Agreement, dated as of May 29,
1998 (as amended through the date hereof, the "Credit Agreement");

         WHEREAS, Parent, Chancellor Media Corporation ("Chancellor") and
Capstar Acquisition Corporation, a subsidiary of Chancellor, have entered into a
merger agreement, pursuant to which Chancellor will acquire all of the
outstanding capital stock of Parent ("Chancellor-Capstar Merger"), and Parent
will merge with Capstar Acquisition Corporation with Parent as the surviving
corporation;

         WHEREAS, Holdings, the Borrower and CCI shall be required to offer to
purchase outstanding public debt and preferred securities from holders of such
securities who wish to exercise their right of repurchase triggered by a Change
of Ownership arising from the Chancellor-Capstar Merger;

         WHEREAS, the Borrower may provide the funds in order to finance any
mandatory repurchase obligations triggered by any Change of Ownership arising
from the Chancellor-Capstar Merger, and/or Holdings may incur additional
unsecured debt for such mandatory repurchase obligations;

         WHEREAS, the Borrower, Triathlon Broadcasting Company ("Triathlon") and
TBC Radio Acquisition Corp., a subsidiary of the Borrower, have entered into a
merger agreement, pursuant to which Triathlon will be the surviving corporation
and a Wholly-Owned Subsidiary of the Borrower (the "Triathlon Merger");


                                       1
<PAGE>   2

         WHEREAS, Subsidiaries of Triathlon own radio stations in Wichita,
Kansas, Colorado Springs, Colorado and Spokane, Washington, and upon the
consummation of the Triathlon Merger, Parent desires to cause Triathlon to sell
or swap such stations to third parties or Dividend such stations to Parent;

         WHEREAS, A Subsidiary of Parent owns one radio station in Wichita,
Kansas, and desires to sell or transfer to a disposition trust such station,
along with radio stations received by Dividend following the Triathlon Merger;

         WHEREAS, Parent, Holdings and the Borrower desire to amend certain
other covenants in the Credit Agreement;

         WHEREAS, in connection with this request, the parties hereto wish to
amend certain provisions in the Credit Agreement, in each case as provided
herein;


         NOW, THEREFORE, it is agreed;

A.      Amendments to the Credit Agreement

         1. Section 9.01 of the Credit Agreement is hereby amended by (i)
deleting the word "and" appearing at the end of clause (xxi) of such Section,
(ii) deleting the period "." at the end of clause (xxii) of such Section, and
inserting "; and" in lieu thereof and (iii) adding the following new clause
(xxiii):

                  "(xxiii) Liens on all property or assets created in favor of
              the lender or lenders providing secured financing to Parent or a
              Subsidiary of Parent in connection with the purchase of all
              capital stock or assets of LAN International, Inc. (including the
              pledge of all capital stock owned by Parent in LAN International,
              Inc. or in any Subsidiary of Parent created pursuant to Section
              9.14(b))."

         2. Section 9.02 of the Credit Agreement is hereby amended by:

         (i) adding the following parenthetical after the reference to
$200,000,000 appearing in clause (v) of the proviso in subsection (xiii): "(or
$210,000,000 in connection with the Triathlon Merger)", (ii) deleting the period
"." at the end of clause (xviii), and inserting ";" in lieu thereof and (iii)
inserting the following new clause (xix):

                  "(xix) the Chancellor-Capstar Merger shall be permitted;"

         3. Section 9.02 of the Credit Agreement is hereby further amended by
adding the following new clause (xx):

                  "(xx) (a) licenses or sublicenses by Parent or its
              Subsidiaries of software, trademarks, other intellectual property,
              general intangibles, broadcast content, playlists and any other
              property used in connection with the distribution of


                                       2
<PAGE>   3

              content or information using the Internet or the conduct of
              business using the Internet and (b) a Subsidiary of Parent that 
              has no material assets other than the licenses and sublicenses 
              described in clause (a) above;"

         4. Section 9.02 of the Credit Agreement is hereby further amended by
adding the following new clause (xxi):

                  "(xxi) the Borrower or any Subsidiary of the Borrower may
              transfer Disposition Assets to Holdings and Holdings may transfer
              Disposition Assets to Parent; "

          5. Section 9.02 of the Credit Agreement is hereby further amended by
adding new clause (xxii):

                  "(xxii) Parent or its Subsidiaries may transfer Disposition 
                  Assets to a trust or sale such assets to a third party; and"

          6. Section 9.02 of the Credit Agreement is hereby further amended by
adding new clause (xxiii):

                  "(xxiii) Parent or a Subsidiary of Parent created pursuant to
              Section 9.14(b) may purchase the capital stock or assets of LAN
              International, Inc.

          7. Section 9.03 of the Credit Agreement is hereby amended by (i)
deleting the word "and" appearing at the end of clause (xv), (ii) deleting the
period "." at the end of clause (xvi), and inserting in lieu thereof ";" and
(iii) inserting the following new clause (xvii):

                  "(xvii) (a) Holdings may repurchase the Senior Exchangeable
              Preferred Stock and CCI may repurchase the CCI 12 5/8% Series E
              Cumulative Exchangeable Preferred Stock to the extent that holders
              of such stock exercise their right of repurchase as a result of a
              Change of Ownership from the Chancellor-Capstar Merger and (b) the
              Borrower may pay cash Dividends to Holdings in an amount not to
              exceed $25,000,000 to permit it to make repurchases described
              above and/or repurchases of Holdings Senior Notes to the extent
              that holders of such notes exercise their right of repurchase as a
              result of a Change of Ownership from the Chancellor-Capstar
              Merger;"

         8. Section 9.03 of the Credit Agreement is hereby further amended by
adding the following new clause (xviii):

                  "(xviii) any Subsidiary of Parent may make a non-cash Dividend
              to any other such Subsidiary or to Parent of (A) licenses or
              sublicenses of software, trademarks, other intellectual property,
              general intangibles, broadcast content, playlists and such other
              property used in connection with the distribution of content or
              information using the Internet or the conduct of business using
              the Internet or (B) a Subsidiary of Parent that has no material
              assets other than the licenses or sublicenses described in clause
              (A) above; and"


                                       3
<PAGE>   4

         9. Section 9.03 of the Credit Agreement is hereby further amended by
adding the following new clause (xix):

                   "(xix) the Borrower may pay non-cash Dividends of Disposition
              Assets to Holdings and Holdings may pay non-cash Dividends of
              Disposition Assets to Parent."

         10. Section 9.04 of the Credit Agreement is hereby amended by (i)
deleting the word "and" at the end of clause (xix), (ii) deleting the period "."
at the end of clause (xx), and inserting in lieu thereof "; and" and (iii)
inserting the following new clause (xxi):

                  "(xxi) unsecured Indebtedness (on terms and conditions
         satisfactory to the Administrative Agent) of Holdings not to exceed the
         amount used to purchase the Senior Exchangeable Preferred Stock and
         Holdings' Senior Notes (less any Dividends paid to Holdings pursuant to
         clause (xvii)(b) of Section 9.03) from holders of such securities who
         exercise their right of repurchase as a result of a Change of Ownership
         arising from the Chancellor-Capstar Merger."

         11. Section 9.04 of the Credit Agreement is hereby further amended by
adding the following new clause (xxii):

                  "(xxii) (a) Secured Indebtedness of Parent or a Subsidiary of
         Parent created pursuant to Section 9.14(b) in an amount not to exceed
         $20,000,000, to be repaid on terms and conditions satisfactory to the
         Administrative Agent and (b) in the case of Indebtedness of a
         Subsidiary of Parent pursuant to clause (a), a guaranty from Parent to
         the lender or lenders providing such financing to such Subsidiary of
         Parent."

         12. Section 9.05 of the Credit Agreement is hereby amended by (i)
deleting the period at the end of clause (xxiii), and inserting in lieu thereof
";" and (ii) inserting the following new clause (xxiv):

                  " (xxiv) the Borrower may make contributions or advances,
         directly or indirectly, to CCI to be used by CCI to repurchase CCI 12
         5/8% Series E Cumulative Exchangeable Preferred Stock, CCI 11 3/8%
         Senior Subordinated Notes and/or CCI Existing 10 3/4% Senior
         Subordinated Notes from holders of such securities who exercise their
         right of repurchase as a result of a Change of Ownership arising from
         the Chancellor-Capstar Merger; and"

         13. Section 9.05 of the Credit Agreement is hereby further amended by
adding the following new clause (xxv):

                  "(xxv) investments by the Parent or any of its Subsidiaries
         (A) in the Subsidiary described in subsection 9.03(xviii)(B) or (B) in
         an Affiliate of Parent and Chancellor Media Corporation by way of
         contribution or sale of the assets described in subsection 9.03(xviii)
         and cash not to exceed $10,000,000."

                                       4
<PAGE>   5

         14. Section 9.05 of the Credit Agreement is hereby further amended by
adding the following new clause (xxvi):

                  "(xxvi) investments by Parent in a Subsidiary created in
         connection with the purchase of Lan International, Inc."

         15. Section 9.08 of the Credit Agreement is hereby further amended by
(i) deleting the part of the chart appearing therein from "April 1, 1999 to and
including December 31, 1999" to "January 1, 2000 to and including December 31,
2000" and (ii) inserting in lieu of the part thus deleted the following new
chart:

<TABLE>
<CAPTION>
                           Period                              Ratio
                           ------                              -----

<S>                                                          <C>
                  April 1, 1999 to and including
                     December 31, 1999                       7.00:1.00

                  January 1, 2000 to and including
                     March 31, 2000                          6.75:1.00

                  April 1, 2000 to and including
                     June 30, 2000                           6.50:1.00

                  July 1, 2000 to and including
                     September 30, 2000                      6.25:1.00

                  October 1, 2000 to and including
                     December 31, 2000                       6.00:1.00
</TABLE>

         16. Section 9.10 of the Credit Agreement is hereby amended by (i)
deleting the comma "," at the end of clause (i), (ii) inserting the following
parenthetical at the end of clause (i): "(except that any payment or prepayment
otherwise restricted by this clause (i) shall be allowed to the extent holders
of any of the securities listed in this clause (i) exercise their right of
repurchase as a result of any Change of Ownership arising from the
Chancellor-Capstar Merger)," and (iii) inserting the following parenthetical
after the reference to "Chancellor Loan" in clause (ii): "(except that the
Chancellor Loan Documents may be amended in connection with the Triathlon Merger
in a manner which taken as a whole, is in the Administrative Agent's reasonable
judgment favorable to the Banks)".

         17. Section 9.14 of the Credit Agreement is hereby amended and restated
in its entirety as follows:

                  "9.14 Limitation on Creation of Subsidiaries. (a) Parent shall
         not and will not permit any Subsidiary to establish, create or acquire
         any additional Subsidiaries after the Initial Borrowing Date without
         the prior written consent of the Required Banks, except that (i) the
         Borrower or any Wholly-Owned Subsidiary of the Borrower may create or
         otherwise acquire

                                       5
<PAGE>   6

         new Subsidiaries in connection with the acquisition of Media Assets or
         Persons that own Media Assets in compliance with Sections 4.02(e),
         9.02(ix), 9.03(xiii) or 9.05(vi) and (ii) the Parent may create a
         Subsidiary that has no assets other than the licenses or sublicenses
         described in clause (a) of Section 9.02(xx); and

                  (b) Parent may create a new subsidiary in connection with the
         purchase of the capital stock or assets of LAN International, Inc. (the
         creation of which Subsidiary shall not be subject to Section 8.13 of
         the Credit Agreement or Section 3.2 of the Pledge Agreement)."

         18. Section 11 of the Credit Agreement is hereby amended by (i) making
the grid chart of the definition of "Applicable Margin" effective until and
including December 31, 1999, and designating such chart as "Chart A (Effective
until 12/31/99)" and (ii) inserting the following new grid chart as Chart B,
immediately after Chart A of such definition, to be effective after December 31,
1999:

Chart B (Effective after 12/31/99)

<TABLE>
<CAPTION>
                                 A Term Loans and      A Term Loans and
                                  Revolving Loans       Revolving Loans        B Term Loans         B Term Loans
                                 maintained as Base       maintained as        maintained as         maintained as
                                    Rate Loans          Eurodollar Loans      Base Rate Loans     Eurodollar Loans
                                    ----------          ----------------      ---------------     ----------------
<S>                              <C>                  <C>                     <C>                 <C>
Leverage Ratio
Greater than 6.75:1                   1.50%                 2.50%                 1.75%                2.75%
Greater  than  6.5:1  but  less       1.375%                2.375%                1.50%                2.500%
than or equal to 6.75:1
Greater than 6.0:1 but less           1.25%                 2.25%                 1.50%                2.50%
than or equal to 6.5:1
Greater than 5.5:1 but less           1.00%                 2.00%                 1.25%                2.25%
than or equal to 6.0:1
Greater than 5.0:1 but less           0.625%                1.625%                1.25%                2.25%
than or equal to 5.5:1
Greater than 4.5:1 but less           0.375%                1.50%                 1.25%                2.25%
than or equal to 5.0:1
Greater than 4.0:1 but less           0.125%                1.375%                1.25%                2.25%
than or equal to 4.5:1
Lesser than or equal to               0%                    1.25%                 1.25%                2.25%
4.0:1
</TABLE>

         19. Section 11 of the Credit Agreement is hereby further amended by
inserting the following new definitions in the appropriate alphabetical order:

                  "Chancellor-Capstar Merger" shall mean the merger between
         Chancellor Acquisition Corporation and Parent pursuant to the amended
         and restated merger agreement dated as of April __, 1999, among
         Chancellor Media Corporation, Chancellor Acquisition Corporation,
         Parent and CBC Acquisition Company, Inc."

                  "Colorado Stations" shall mean the following radio stations in
         Colorado Springs, Colorado: KVOR-FM, KTWK-AM and KKLI-FM, owned by
         Subsidiaries of Triathlon Broadcasting Company.


                                       6
<PAGE>   7

                  "Disposition Assets" shall mean (i) the following radio
         stations in Wichita, Kansas: KEYN-FM, KWSJ-FM, KFH-AM and KQAM-AM,
         owned by Subsidiaries of Triathlon Broadcasting Company, (ii) the
         following radio station in Wichita, Kansas: KNSS-AM, owned by a
         Subsidiary of the Borrower, (iii) the Washington Stations and (iv) the
         Colorado Stations; provided that in the case of (iii) and (iv) above,
         such stations shall constitute Disposition Assets only if they are not
         sold or swapped substantially concurrently with the Triathlon Merger."

                  "Triathlon Merger" shall mean the merger between TBC Radio
         Acquisition Corp., a subsidiary of Borrower, and Triathlon Broadcasting
         Company, pursuant to the merger agreement dated as of ___."

                  "Washington Stations" shall mean the following stations in
         Spokane, Washington: KEYF-FM and KEYF-AM, owned by Subsidiaries of
         Triathlon Broadcasting Company."

B.       Waiver

         1. Notwithstanding anything to the contrary contained in Section 10.10
of the Credit Agreement, the Banks hereby waive any Default or Event of Default
which arises from a Change Of Ownership as a result of the Chancellor-Capstar
Merger.

C.      Miscellaneous Provisions

         1. In order to induce the Administrative Agent and the Banks to enter
into this Amendment and Waiver, each of Parent, Holdings and the Borrower hereby
represents and warrants that (i) the representations and warranties contained in
the Credit Agreement and in the other Credit Documents are true and correct in
all material respects on and as of the Second Amendment and Waiver Effective
Date (as defined below) (except with respect to any representations and
warranties limited by their terms to a specific date, which shall be true and
correct in all material respects as of such date) and (ii) there exists no
Default or Event of Default under the Credit Agreement on the Second Amendment
and Waiver Effective Date, in each case both before and after giving effect to
this Amendment.

         2. This Amendment and Waiver is limited as specified and shall not
constitute a modification, acceptance or waiver of any other provision of the
Credit Agreement, or any other Credit Document.

         3. THIS AMENDMENT AND THE RIGHTS AND OBLIGATIONS OF THE PARTIES
HEREUNDER SHALL BE CONSTRUED IN ACCORDANCE WITH AND GOVERNED BY THE LAW OF THE
STATE OF NEW YORK.

         4. This Amendment and Waiver shall become effective on the date (the
"Second Amendment and Waiver Effective Date") when (i) Parent, Holdings, the
Borrower, the Required 


                                       7
<PAGE>   8

Banks and the Administrative Agent shall have signed a counterpart hereof
(whether the same or different counterparts) and shall have delivered (including
by way of telecopier) the same to the Administrative Agent at the Notice Office
and (ii) receipt of an amendment fee, as disclosed in the accompanying cover
letter from Bankers Trust Company, payable to the Banks who sign a counterpart
hereof by 12:00 noon (New York time) on Friday, April 23, 1999.

         5. From and after the Second Amendment and Waiver Effective Date, all
references in the Credit Agreement and in the other Credit Documents to the
Credit Agreement shall be deemed to be referenced to the Credit Agreement as
modified hereby.



                                       8

<PAGE>   9

         IN WITNESS WHEREOF, the undersigned have caused this Amendment and
Waiver to be duly executed and delivered as of the date first above written.


                                  CAPSTAR BROADCASTING CORPORATION


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CAPSTAR BROADCASTING PARTNERS, INC.


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CAPSTAR RADIO BROADCASTING PARTNERS, INC.


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:

                                  BANKERS TRUST COMPANY, Individually
                                    and as Administrative Agent


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-1

<PAGE>   10

                                  CITICORP U.S.A., Individually and as 
                                    Documentation Agent

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:

                                  GOLDMAN SACHS CREDIT PARTNERS L.P.,
                                    Individually and as Documentation Agent

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  NATIONSBANK, N.A.,
                                    Individually

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  BANKBOSTON, N.A.

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE SENIOR FLOATING RATE FUND

                                  By:  CypressTree Investment Management
                                       Company, Inc. Its Managing Member

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-2
<PAGE>   11

                                  CYPRESSTREE INVESTMENT MANAGEMENT COMPANY,
                                    INC.,

                                  As: Attorney-in-Fact and on Behalf of First 
                                      Allmerica Financial Life Insurance Company
                                      as Portfolio Manager

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CITICORP U.S.A., Individually and as
                                    Documentation Agent

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESS TREE INVESTMENT


                                  MANAGEMENT COMPANY, INC.


                                  As: Attorney-in-Fact and on Behalf of First
                                      Allmerica Financial Life Insurance Company
                                      as Portfolio Manager


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-3

<PAGE>   12

                                  KZH CYPRESSTREE-1 LLC


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  FLOATING RATE PORTFOLIO,

                                  By: INVESCO Senior Secured Management, Inc.,
                                      as Attorney-in-Fact

                                  By: 
                                           ------------------------------------
                                     Name:
                                     Title:


                                  KZH ING-2 LLC


                                  By: 
                                           ------------------------------------
                                     Name:
                                     Title:


                                  KZH SOLEIL-2 LLC


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  MASSACHUSETTS MUTUAL LIFE INSURANCE COMPANY


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title: 


                                      S-4
<PAGE>   13

                                  FREMONT FINANCIAL CORPORATION


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  TRAVELERS INSURANCE COMPANY


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  BAYERISCHE HYPO- UND VEREINSBANK, AG


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  COMPAGNIE FINANCIERE DE CIC ET DE L'UNION
                                  EUROPEENNE


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-5

<PAGE>   14

                                  GENERAL ELECTRIC CAPITAL CORPORATION


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  IMPERIAL BANK


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  ROYAL BANK OF CANADA


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  SOUTHERN PACIFIC BANK


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  SUMMIT BANK


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-6
<PAGE>   15

                                  UNION BANK OF CALIFORNIA, N.A.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  PRIME INCOME TRUST


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  OCTAGON LOAN TRUST


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  THE INDUSTRIAL BANK OF JAPAN, LTD


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  THE SAKURA BANK LTD.


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-7

<PAGE>   16

                                  BANCO ESPIRITO SANTO E COMERCIAL DE LISBOA,
                                    NASSAU BRANCH


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  BEAR STEARNS INVESTMENT PRODUCT, INC.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CANADIAN IMPERIAL BANK OF COMMERCE


                                  By: 
                                           ------------------------------------
                                     Name: 
                                     Title:


                                  CHASE SECURITIES, INC. As Agent for The Chase
                                    Manhattan Bank


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-8
<PAGE>   17

                                  CONTINENTAL ASSURANCE COMPANY SEPARATE
                                    ACCOUNT [E]


                                  By: TCW Asset Management Company as
                                      Attorney-in-Fact

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  KZH CRESCENT-3 LLC

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  EATON VANCE SENIOR INCOME TRUST,

                                    By: Eaton Vance Management as Investment
                                        Advisor

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-9

<PAGE>   18

                                  MORGAN STANLEY SENIOR FUNDING, INC.

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  MOUNTAIN CLO TRUST

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  NATEXIS BANQUE BFCE

                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  TCW LEVERAGED INCOME TRUST II, L.P.,

                                  By: TCW Advisors (Bermuda), Ltd., as General
                                      Partner


                                  By: 
                                           ------------------------------------
                                     Name: 
                                     Title:


                                      S-10
<PAGE>   19

                                  TCW LEVERAGED INCOME TRUST II, L.P.,

                                  By: TCW Investment Management Company, as
                                      Investment Advisor

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  VAN KAMPEN SENIOR INCOME TRUST


                                  By: 
                                           ------------------------------------
                                     Name: 
                                     Title:


                                  WELLS FARGO BANK, NA


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  FIRST ALLIANCE FINANCIAL LIFE INSURANCE
                                    COMPANY


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-11
<PAGE>   20

                                  KZH STERLING LLC

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  KZH RIVERSIDE LLC


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CREDIT LYONNAIS NEW YORK BRANCH


                                  By:
                                           ------------------------------------
                                     Name: 
                                     Title:


                                  DRESDNER BANK AG


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  THE MITSUBISHI TRUST AND BANKING CORPORATION


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-12
<PAGE>   21

                                  NATIONAL CITY BANK, CLEVELAND


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  RABOBANK NEDERLAND

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  NATIONAL WESTMINSTER BANK PLC


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  RIGGS BANK, N.A.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:




                                      S-13

<PAGE>   22

                                  ARCHIMEDES FUNDING II, LTD.

                                  By: ING Capital Advisors, Inc., as Collateral
                                      Manager

                                  By:
                                     ------------------------------------------ 
                                     Name:
                                     Title:


                                  ING HIGH INCOME PRINCIPAL PRESERVATION FUND
                                    HOLDINGS, LDC


                                  By: ING Capital Advisors, Inc.,
                                        as Investment Advisor

                                  By:
                                     ------------------------------------------
                                     Name:
                                     Title:


                                  BANK OF MONTREAL


                                  By
                                     ------------------------------------------
                                     Name:
                                     Title:


                                  CAPTIVA III FINANCE, LTD.


                                  By:
                                     ------------------------------------------
                                     Name:
                                     Title:





                                      S-14

<PAGE>   23

                                  DELANO COMPANY

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  ROYALTON COMPANY LTD. (PIMCO)


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CERES FINANCE LTD.

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  STANFIELD AERIES FINANCE LTD.

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  OASIS COLLATERALIZED HIGH INCOME PORTFOLIOS- I
                                    LTD.

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-15
<PAGE>   24

                                  OXFORD STRATEGIC INCOME FUND

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  SENIOR DEBT PORTFOLIO


                                  By: Boston Management and Research as
                                      Investment Advisor

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  FIRST DOMINION FUNDING I

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  FRANKLIN FLOAT RATE TRUST


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-16

<PAGE>   25

                                  ML CLO XII PILGRIM AMERICA (CAYMAN) LTD.

                                  By:      ------------------------------------
                                     Name:
                                     Title:


                                  PILGRIM AMERICA PRIME RATE TRUST

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  PACIFICA PARTNERS I, L.P.


                                  By:
                                           ------------------------------------
                                    Name:
                                    Title:


                                  PAM CAPITAL FUNDING L.P.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  TORONTO DOMINION (TEXAS), INC.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-17
<PAGE>   26

                                  FIRST UNION NATIONAL BANK

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  AERIES FINANCE LTD.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CERES FINANCE LTD.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  TRAVELERS CORPORATE LOAN FUND, INC.


                                  By: Travelers Asset Management International
                                      Corporation


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-18

<PAGE>   27

                                  ATHENA CDO, LTD.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  SANKATY HIGH YIELD ASSET PARTNERS, L.P.


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT PARTNERS II, LTD.

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT FUND, LLC

                                  By: CypressTree Investment Management Company,
                                      Inc., its Managing Member


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-19
<PAGE>   28

                                  CYPRESSTREE INSTITUTIONAL FUND, LLC

                                  By: CypressTree Investment Management Company,
                                      Inc., its Managing Member


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT PARTNERS I, LTD.,

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager


                                  By: 
                                           ------------------------------------
                                     Name: 
                                     Title:



                                      S-20
<PAGE>   29

                                  CYPRESSTREE SENIOR FLOATING RATE FUND

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT MANAGEMENT COMPANY,
                                    INC.

                                  As: Attorney-in-Fact and on Behalf of First
                                      Allmerica Financial Life Insurance
                                      Company, as Portfolio Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  KZH CYPRESSTREE-1 LLC


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-21

<PAGE>   30

                                  NORTH AMERICAN SENIOR FLOATING RATE FUND

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager

                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  PARIBAS


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CITICORP U.S.A. 
                                  Individually and as Documentation Agent


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-22

<PAGE>   31
                                  NORTH AMERICAN SENIOR FLOATING RATE FUND


                                  By: CypressTree Investment Management Company,
                                      Inc. as Portfolio Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:

                                  SEQUIL I, LTD

                                  By: TCW Advisors, Inc. as its Collateral
                                      Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-23

<PAGE>   32

                                  UNITED OF OMAHA LIFE INSURANCE COMPANY

                                  By: TCW Asset Management Company, its
                                      Investment Advisor


                                  By:
                                           ------------------------------------
                                     Name: 
                                     Title:


                                  By:         
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT PARTNERS II, LTD.,

                                  By: CypressTree Investment Management Company
                                      Inc., as Portfolio Manager


                                  By: 
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT FUND, LLC

                                  By: CypressTree Investment Management Company,
                                      Inc. its Managing Member


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title: 


                                      S-24
<PAGE>   33

                                  CYPRESSTREE INVESTMENT PARTNERS II, LTD.,

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INVESTMENT FUND, LLC

                                  By: CypressTree Investment Management,
                                      Company, Inc. its Managing Member


                                  By: 
                                           ------------------------------------
                                     Name:
                                     Title:


                                  CYPRESSTREE INSTITUTIONAL FUND, LLC

                                  By: CypressTree Investment Management,
                                      Company, Inc. its Managing Member


                                  By: 
                                           ------------------------------------
                                     Name: 
                                     Title:


                                  CYPRESSTREE INVESTMENT PARTNERS I, LTD.,

                                  By: CypressTree Investment Management Company,
                                      Inc., as Portfolio Manager.


                                  By: 
                                           ------------------------------------
                                     Name:
                                     Title:


                                      S-25
<PAGE>   34

                                  NATIONAL CITY BANK


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title: 


                                  NATIONAL CITY BANK


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:



                                      S-26

<PAGE>   35

                                  PACIFICA PARTNERS I, LP

                                  By: Imperial Credit Asset Management As Its
                                      Investment Advisor


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title:


                                  BEDFORD CDO, LTD

                                  By: Pacific Investment Management Company as
                                      its investment advisor
                                  By: PIMCO Management Inc., a general partner


                                  By:
                                           ------------------------------------
                                     Name:
                                     Title: 


                                  SOMERS CDO, LIMITED

                                  By: Massachusetts Mutual Life Insurance
                                      Company, As Collateral Manager


                                  By: 
                                           ------------------------------------

                                  ITS:
                                           ------------------------------------



                                      S-27

<PAGE>   1
                                                                    EXHIBIT 10.2

                                SECOND AMENDMENT
                                       TO
                              EMPLOYMENT AGREEMENT

         THIS SECOND AMENDMENT (this "Second Amendment") to the Employment
Agreement, dated as of July 1, 1997, between Capstar Broadcasting Corporation,
a Delaware corporation ("Capstar Broadcasting"), and Paul D. Stone (the
"Executive"), as assigned to and assumed by Capstar Employee Management
Company, Inc. (predecessor to Capstar Operating Corporation, the "Company"), a
Delaware corporation and subsidiary of Capstar Broadcasting, on January 1,
1998, and further amended on August 26, 1998 (the "Employment Agreement"), is
entered into effective as of April 29, 1999, by and between the Company and the
Executive, and is joined in by Capstar Broadcasting.

                                   RECITALS:

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation ("Chancellor"), with and into
Capstar Broadcasting, the parties hereto desire to amend the terms and
provisions of the Employment Agreement as hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate
of merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Employment Agreement.


                                  AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The First Amendment to Employment Agreement, dated as of August 26,
1998, between the Company and the Executive, is hereby terminated and shall be
of no further force or effect.

         2. Notwithstanding the terms of the Employment Agreement, if on or
before the Effective Time the Executive's employment has not been terminated by
the Company for Cause or by the Executive for other than Good Reason, and after
the Effective Time the Executive is not employed by Chancellor or a subsidiary
thereof, then (a) the Executive's employment shall be 



<PAGE>   2




deemed terminated by the Executive for Good Reason, effective as of the close
of business on the date of the Effective Time, (b) the Company waives any and
all notice requirements by the Executive relating to his deemed termination of
employment for Good Reason, including, but not limited to, the Executive's
notice obligation pursuant to Section 3(c) of the Employment Agreement, (c) the
Company shall have no right or opportunity to remedy the facts and
circumstances constituting Good Reason for the Executive's deemed termination
of employment provided hereby, and (d) the Executive's Date of Termination
shall be the date of the Effective Time.

         3. Section 4(a)(iii) of the Employment Agreement shall be amended and
restated in its entirety to read as follows:

                  (iii) Notwithstanding the terms or conditions of any
         Executive Option or other similar stock option, stock appreciation
         right or similar agreements between the Company and the Executive, if
         on or before the Effective Time the Executive's employment has not
         been terminated by the Company for Cause or by the Executive for other
         than Good Reason, then the Executive shall vest as of the Effective
         Time in all rights under such agreements (i.e., Executive Options that
         would otherwise vest after the Effective Time) and thereafter shall be
         permitted to exercise any and all such rights until the expiration of
         such Executive Option, stock option, stock appreciation right or
         similar agreement pursuant to its terms without regard to any
         termination of employment provisions contained therein.

         4. If on or before the Effective Time the Executive's employment has
not been terminated by the Company for Cause or by the Executive for other than
Good Reason, then the Company shall pay to the Executive a bonus equal to
$600,000, payable in cash by the close of business on the date of the Effective
Time.

         5. Except as herein specifically amended or supplemented, the
Employment Agreement shall continue in full force and effect in accordance with
its terms; provided, however, that the Employment Agreement, including Section
11(k) thereof, shall terminate immediately after the Effective Time, and,
except as provided in Section 6 of this Second Amendment, shall thereafter be
of no further force or effect.
         6. Sections 2, 3 and 4 of this Second Amendment shall survive the
termination of the Employment Agreement.

         7. This Second Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

         IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                                    COMPANY:




<PAGE>   3



                                   CAPSTAR OPERATING CORPORATION


                                   By:    
                                      -----------------------------------------
                                   Name:  
                                        ---------------------------------------
                                   Title: 
                                         --------------------------------------
                                   EXECUTIVE:


                                   --------------------------------------------
                                   Paul D. Stone

                                   CAPSTAR BROADCASTING:

                                   CAPSTAR BROADCASTING CORPORATION


                                   By:     
                                      -----------------------------------------
                                   Name:   
                                        ---------------------------------------
                                   Title: 
                                         --------------------------------------

<PAGE>   1

                                                                    EXHIBIT 10.3

                                SECOND AMENDMENT
                                       TO
                              EMPLOYMENT AGREEMENT

         THIS SECOND AMENDMENT (this "Second Amendment") to the Employment
Agreement, dated as of July 1, 1997, between Capstar Broadcasting Corporation, a
Delaware corporation ("Capstar Broadcasting"), and William S. Banowsky, Jr. (the
"Executive"), as assigned to and assumed by Capstar Employee Management Company,
Inc. (predecessor to Capstar Operating Corporation, the "Company"), a Delaware
corporation and subsidiary of Capstar Broadcasting, on January 1, 1998, and
further amended on August 26, 1998 (the "Employment Agreement"), is entered into
effective as of April 29, 1999, by and between the Company and the Executive,
and is joined in by Capstar Broadcasting.

                                    RECITALS:

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation ("Chancellor"), with and into Capstar
Broadcasting, the parties hereto desire to amend the terms and provisions of the
Employment Agreement as hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate of
merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Employment Agreement.


                                   AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The First Amendment to Employment Agreement, dated as of August 26,
1998, between the Company and the Executive, is hereby terminated and shall be
of no further force or effect.

         2. It shall not be a violation of Section 2(a)(ii) of the Employment
Agreement for the Executive to enter into an employment agreement (the
"Chancellor Employment Agreement") with Chancellor and to devote a portion of
his business time to the performance of his duties and obligations under the
Chancellor Employment Agreement. The Executive shall make a good faith 



<PAGE>   2

effort to allocate his time reasonably among his responsibilities at Capstar and
Chancellor. The Executive acknowledges and understands and agrees that,
notwithstanding anything in the Employment Agreement to the contrary and until
the Employment Agreement expires by its terms, the Company and Chancellor shall
share their respective obligations to compensate the Executive for his services
performed for the Company and Chancellor and to provide the Executive with
benefits under the Welfare Plans of the Company and Chancellor in accordance
with the terms of the Chancellor Employment Agreement.

         3. Section 4(a)(iii) of the Employment Agreement shall be amended and
restated in its entirety to read as follows:

                           (iii) Notwithstanding the terms or conditions of any
         Executive Option or other similar stock option, stock appreciation
         right or similar agreements between the Company and the Executive, if
         on or before the Effective Time the Executive's employment has not been
         terminated by the Company for Cause or by the Executive for other than
         Good Reason, then the Executive shall vest as of the Effective Time in
         all rights under such agreements (i.e., Executive Options that would
         otherwise vest after the Effective Time) and thereafter shall be
         permitted to exercise any and all such rights until the expiration of
         such Executive Option, stock option, stock appreciation right or
         similar agreement pursuant to its terms without regard to any
         termination of employment provisions contained therein.

         4. If on or before the Effective Time the Executive's employment has
not been terminated by the Company for Cause or by the Executive for other than
Good Reason, then the Company shall pay to the Executive a bonus equal to
$600,000, payable in cash by the close of business on the date of the Effective
Time.

         5. Except as herein specifically amended or supplemented, the
Employment Agreement shall continue in full force and effect in accordance with
its terms; provided, however, that the Employment Agreement, including Section
11(k) thereof, shall terminate immediately after the Effective Time, and, except
as provided in Section 6 of this Second Amendment, shall thereafter be of no
further force or effect.

         6. Sections 2, 3 and 4 of this Second Amendment shall survive the
termination of the Employment Agreement.

         7. This Second Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

         IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                          COMPANY:

                          CAPSTAR OPERATING CORPORATION


<PAGE>   3

                                     By: 
                                        ----------------------------------------
                                     Name: 
                                          --------------------------------------
                                     Title: 
                                           -------------------------------------

                                     EXECUTIVE:


                                     -------------------------------------------
                                     William S. Banowsky, Jr.

                                     CAPSTAR BROADCASTING:

                                     CAPSTAR BROADCASTING CORPORATION


                                     By: 
                                        ----------------------------------------
                                     Name: 
                                          --------------------------------------
                                     Title: 
                                           -------------------------------------

<PAGE>   1
                                                             EXHIBIT 10.4


                                SECOND AMENDMENT
                                       TO
                              EMPLOYMENT AGREEMENT

     THIS SECOND AMENDMENT (this "Second Amendment") to the Employment
Agreement, dated as of July 5, 1998, between Capstar Broadcasting Corporation, a
Delaware corporation (the "Company"), and D. Geoffrey Armstrong (the
"Executive"), as amended on August 26, 1998 (the "Employment Agreement"), is
entered into effective as of March 15, 1999, by and between the Company and the
Executive.

                                    RECITALS:
                                  
     WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation, with and into the Company, the
parties hereto desire to amend the terms and provisions of the Employment
Agreement as hereinafter set forth; and

     WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Employment Agreement.


                                   AGREEMENTS:
                                  
     NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

     1.   The First Amendment to Employment Agreement, dated as of 
August 26, 1998,between the Company and the Executive, is hereby terminated 
and shall be of no further force or effect.

     2.   Notwithstanding the terms of the Employment Agreement, 
(a) the Executive's employment shall be deemed terminated by the Executive 
without Good Reason, effective as of the close of business on March 15, 1999 
(the "Date of Termination") and (b) the Company waives any and all notice 
requirements by the Executive relating to his deemed termination of employment 
without Good Reason.

     3.   Section 4(a)(iii) of the Employment Agreement shall be amended and 
restated in its entirety to read as follows:

                (iii) Notwithstanding the terms or conditions of any 
        Executive Option or other similar stock option, stock 
        appreciation right or similar agreements 
<PAGE>   2
        between the Company and the Executive, the Executive shall
        vest, as of the Date of Termination, in all rights under such
        agreements (i.e., Executive Options that would otherwise vest
        after the Date of Termination) and thereafter shall be
        permitted to exercise any and all such rights until the
        expiration of such Executive Option, stock option, stock
        appreciation right or similar agreement pursuant to its terms
        without regard to any termination of employment provisions
        contained therein.

     4.    The Executive is entitled to receive a bonus equal to $600,000, 
payable in cash by the close of business on the date of execution of this 
Second Amendment.

     5.    The Employment Agreement, including Section 11(k) thereof, is hereby
terminated, and, except as provided in Section 6 of this Second Amendment, shall
be of no further force or effect.

     6.    Sections 2, 3 and 4 of this Second Amendment shall survive the 
termination of the Employment Agreement.

     7.    This Second Amendment may be executed and delivered (including by 
facsimile transmission) in one or more counterparts, all of which shall 
be considered one and the same agreement and shall become effective when one 
or more counterparts have been signed by each of the parties and delivered to 
the other parties, it being understood that all parties need not sign the 
same counterpart.







     IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                              COMPANY:

                              CAPSTAR BROADCASTING CORPORATION


                              By:
                                    --------------------------------------
                              
                              Name:
                                    --------------------------------------

                              Title: 
                                    --------------------------------------
                              



                              EXECUTIVE:


                               ----------------------------- 
                               D. Geoffrey Armstrong



<PAGE>   1
                                                                    EXHIBIT 10.5

                                 THIRD AMENDMENT
                                       TO
                              EMPLOYMENT AGREEMENT

         THIS THIRD AMENDMENT (this "Third Amendment") to the Employment
Agreement, dated as of February 14, 1997, between Capstar Broadcasting Partners,
Inc., a Delaware corporation, and R. Steven Hicks (the "Executive"), as amended
on July 1, 1997 and as assigned to and assumed by Capstar Employee Management
Company, Inc. (predecessor to Capstar Operating Corporation, the "Company"), a
Delaware corporation and subsidiary of Capstar Broadcasting Corporation
("Capstar Broadcasting"), on January 1, 1998, and further amended on August 26,
1998 (the "Employment Agreement"), is entered into effective as of April 29,
1999, by and between the Company and the Executive, and is joined in by Capstar
Broadcasting.

                                    RECITALS:

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation ("Chancellor"), with and into Capstar
Broadcasting, the parties hereto desire to amend the terms and provisions of the
Employment Agreement as hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate of
merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Employment Agreement.


                                   AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The Second Amendment to Employment Agreement, dated as of August 26,
1998, between the Company and the Executive and joined by Capstar Broadcasting,
is hereby terminated and shall be of no further force or effect.

         2. It shall not be a violation of Section 2(a)(ii) of the Employment
Agreement for the Executive to enter into an employment agreement (the
"Chancellor Employment Agreement") with Chancellor and to devote a portion of
his business time to the performance of his duties and obligations under the
Chancellor Employment Agreement. The Executive shall make a good faith 
<PAGE>   2
effort to allocate his time reasonably among his responsibilities at Capstar and
Chancellor. The Executive acknowledges and understands and agrees that,
notwithstanding anything in the Employment Agreement to the contrary and until
the Employment Agreement expires by its terms, the Company and Chancellor shall
share their respective obligations to compensate the Executive for his services
performed for the Company and Chancellor and to provide the Executive with
benefits under the Welfare Plans of the Company and Chancellor in accordance
with the terms of the Chancellor Employment Agreement.

         3. Section 4(a)(iii) of the Employment Agreement shall be amended and 
restated in its entirety to read as follows:

                           (iii) Notwithstanding the terms or conditions of any
         Executive Option or other similar stock option, stock appreciation
         right or similar agreements between the Company and the Executive, if
         on or before the Effective Time the Executive's employment has not been
         terminated by the Company for Cause or by the Executive for other than
         Good Reason, then the Executive shall vest as of the Effective Time in
         all rights under such agreements (i.e., Executive Options that would
         otherwise vest after the Effective Time) and thereafter shall be
         permitted to exercise any and all such rights until the expiration of
         such Executive Option, stock option, stock appreciation right or
         similar agreement pursuant to its terms without regard to any
         termination of employment provisions contained therein.

         4. If on or before the Effective Time the Executive's employment has 
not been terminated by the Company for Cause or by the Executive for other than
Good Reason, then the Company shall pay to the Executive a bonus equal to
$1,500,000, payable in cash by the close of business on the date of the
Effective Time.

         5. Except as herein specifically amended or supplemented, the 
Employment Agreement shall continue in full force and effect in accordance with
its terms; provided, however, that the Employment Agreement, including Section
11(k) thereof, shall terminate immediately after the Effective Time, and, except
as provided in Section 6 of this Third Amendment, shall thereafter be of no
further force or effect. 

         6. Sections 2, 3 and 4 of this Third Amendment shall survive the 
termination of the Employment Agreement.

         7. This Third Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

<PAGE>   3
         IN WITNESS WHEREOF, the parties hereto have duly executed this Third
Amendment effective as of the date first written above.

                          COMPANY:

                          CAPSTAR OPERATING CORPORATION

                          By: 
                             ----------------------------------
                          Name: 
                               --------------------------------
                          Title: 
                                -------------------------------

                          EXECUTIVE:
                                    ---------------------------
                                      R. Steven Hicks

                          CAPSTAR BROADCASTING:

                          CAPSTAR BROADCASTING CORPORATION

                          By: 
                             ----------------------------------
                          Name: 
                               --------------------------------
                          Title: 
                                -------------------------------

<PAGE>   1

                                                                    EXHIBIT 10.6

                                SECOND AMENDMENT
                                   TO WARRANT
                               DATED APRIL 1, 1998

                       ENTITLING WILLIAM S. BANOWSKY, JR.
               TO PURCHASE 150,000 SHARES OF CLASS A COMMON STOCK

         THIS SECOND AMENDMENT (the "Second Amendment") to the Warrant dated
April 1, 1998 and as amended on August 26, 1998 (the "Warrant"), entitling
William S. Banowsky, Jr. (the "Initial Holder"), or registered assigns, to
purchase 150,000 shares of Class A Common Stock, par value $.01 per share, of
Capstar Broadcasting Corporation, a Delaware corporation (the "Company"), is
entered into effective as of April 29, 1999, by and between the Company and the
Initial Holder.

                                    RECITALS:

         WHEREAS, the Initial Holder is the holder of the Warrant as of the date
hereof;

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation, with and into the Company, the
parties hereto desire to amend the terms and provisions of the Warrant as
hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate of
merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Warrant.

                                   AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The First Amendment to Warrant dated April 1, 1998, which First
Amendment was dated as of August 26, 1998, between the Company and the Initial
Holder is hereby terminated and shall be of no further force or effect.

         2. Notwithstanding the terms of the Warrant, if on or before the
Effective Time the Initial Holder's employment is not terminated for Cause or by
the Initial Holder for other than Good Reason, then at the Effective Time the
Warrant Shares shall become Vested Warrant Shares and the 


<PAGE>   2

Warrant shall be exercisable with respect to all or any part of the Vested
Warrant Shares until the earlier to occur of (a) 5:00 p.m., Dallas, Texas time,
on May 31, 2003, or (b) a Sale of the Company.

         3. If on or before the Effective Time the Initial Holder's employment
is not terminated for Cause or by the Initial Holder for other than Good Reason,
then at the Effective Time:

                  (a) Section 3.2 of the Warrant shall be deleted in its
         entirety; and

                  (b) Section 3.3 of the Warrant shall be amended (i) by
         deleting Section 3.3(b) and the second and third sentences of Section
         3.3 in their entirety and (ii) by adding the following sentence at the
         end of Section 3.3:

                      The Company shall give the Holder reasonable prior notice
                      of the consummation of a Sale of the Company.

         4. Except as herein specifically amended or supplemented, the Warrant
shall continue in full force and effect in accordance with its terms.

         5. This Second Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

         IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                            COMPANY:

                            CAPSTAR BROADCASTING CORPORATION



                            By:               
                               -------------------------------------------------
                            Name:             
                                 -----------------------------------------------
                            Title:            
                                  ----------------------------------------------

                            INITIAL HOLDER:



                            ----------------------------------------------------
                            William S. Banowsky, Jr.



<PAGE>   1

                                                                    EXHIBIT 10.7

                                SECOND AMENDMENT
                                   TO WARRANT
                               DATED APRIL 1, 1998

                             ENTITLING PAUL D. STONE
               TO PURCHASE 150,000 SHARES OF CLASS A COMMON STOCK

         THIS SECOND AMENDMENT (the "Second Amendment") to the Warrant dated
April 1, 1998 and as amended on August 26, 1998, (the "Warrant"), entitling Paul
D. Stone (the "Initial Holder"), or registered assigns, to purchase 150,000
shares of Class A Common Stock, par value $.01 per share, of Capstar
Broadcasting Corporation, a Delaware corporation (the "Company"), is entered
into effective as of April 29, 1999, by and between the Company and the Initial
Holder.

                                    RECITALS:

         WHEREAS, the Initial Holder is the holder of the Warrant as of the date
hereof;

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation, with and into the Company, the
parties hereto desire to amend the terms and provisions of the Warrant as
hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate of
merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Warrant.


                                   AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The First Amendment to Warrant dated April 1, 1998, which First
Amendment was dated as of August 26, 1998, between the Company and the Initial
Holder is hereby terminated and shall be of no further force or effect.

         2. Notwithstanding the terms of the Warrant, if on or before the
Effective Time the Initial Holder's employment is not terminated for Cause or by
the Initial Holder for other than Good 


<PAGE>   2

Reason, then at the Effective Time the Warrant Shares shall become Vested
Warrant Shares and the Warrant shall be exercisable with respect to all or any
part of the Vested Warrant Shares until the earlier to occur of (a) 5:00 p.m.,
Dallas, Texas time, on May 31, 2003, or (b) a Sale of the Company.

         3. If on or before the Effective Time the Initial Holder's employment
is not terminated for Cause or by the Initial Holder for other than Good Reason,
then at the Effective Time:

                  (a) Section 3.2 of the Warrant shall be deleted in its
         entirety; and

                  (b) Section 3.3 of the Warrant shall be amended (i) by
         deleting Section 3.3(b) and the second and third sentences of Section
         3.3 in their entirety and (ii) by adding the following sentence at the
         end of Section 3.3:

                           The Company shall give the Holder reasonable prior
                           notice of the consummation of a Sale of the Company.

         4. Except as herein specifically amended or supplemented, the Warrant
shall continue in full force and effect in accordance with its terms.

         5. This Second Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

         IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                                     COMPANY:

                                     CAPSTAR BROADCASTING CORPORATION


                                     By:
                                        ----------------------------------------
                                     Name: 
                                          --------------------------------------
                                     Title: 
                                           -------------------------------------

                                     INITIAL HOLDER:



                                     -------------------------------------------
                                     Paul D. Stone



<PAGE>   1
                                                                    EXHIBIT 10.8



                                    AMENDMENT
                                   TO WARRANTS

                            ENTITLING R. STEVEN HICKS
                   TO PURCHASE SHARES OF CLASS C COMMON STOCK

         THIS AMENDMENT (the "Amendment") to (i) the Amended and Restated
Warrant dated April 1, 1998 and as amended on August 26, 1999 (the "930,000
Warrant"), entitling R. Steven Hicks (the "Initial Holder"), or registered
assigns, to purchase 930,000 shares of Class C Common Stock, par value $.01 per
share ("Common Stock"), of Capstar Broadcasting Corporation, a Delaware
corporation (the "Company"), (ii) the Amended and Restated Warrant dated April
1, 1998 and as amended on August 26, 1999 (the "255,317 Warrant"), entitling the
Initial Holder, or registered assigns, to purchase 255,317 shares of Common
Stock, (iii) the Amended and Restated Warrant dated April 1, 1998 and as amended
on August 26, 1999 (the "323,120 Warrant" and collectively with the 930,000
Warrant and the 255,317 Warrant, the "Original Warrants"), entitling the Initial
Holder, or registered assigns, to purchase 323,120 shares of Common Stock, (iv)
the Warrant dated April 1, 1998 and as amended on August 26, 1999 (the "187,969
Warrant"), entitling the Initial Holder, or registered assigns, to purchase
187,969 shares of Common Stock, and (v) the Warrant dated April 1, 1998 and as
amended on August 26, 1999 (the "500,000 Warrant" and collectively with the
Original Warrants and the 187,969 Warrant, the "Warrants"), entitling the
Initial Holder, or registered assigns, to purchase 500,000 shares of Common
Stock, is entered into effective as of April 29, 1999, by and between the
Company and the Initial Holder.

                                    RECITALS:

         WHEREAS, the Initial Holder is the holder of the Warrants as of the 
date hereof;

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, Inc., a Delaware corporation and wholly-owned
subsidiary of Chancellor Media Corporation, with and into the Company, the
parties hereto desire to amend the terms and provisions of the Warrants as
hereinafter set forth;

         WHEREAS, the Merger shall become effective upon the filing of a
certificate of merger in connection with the Merger with the Secretary of State
of the State of Delaware, or at such later time specified in such certificate of
merger (the "Effective Time"); and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Warrants.

<PAGE>   2


                                   AGREEMENTS:

     NOW, THEREFORE, in consideration of the foregoing and the agreements herein
contained, the parties hereto covenant and agree as follows:

     1. The Amendment to Warrants dated August 26, 1998, between the Company and
the Initial Holder is hereby terminated and shall be of no further force or
effect.

     2. Notwithstanding the terms of the Original Warrants, for purposes of the
B Warrant in each of the Original Warrants, if on or before the Effective Time
the Initial Holder's employment is not terminated for Cause or by the Initial
Holder for other than Good Reason, then at the Effective Time the B Warrants
shall become exercisable with respect to all or any part of the shares of Common
Stock purchasable under each B Warrant and shall remain exercisable until
October 16, 2006, in the case of the 930,000 Warrant, February 20, 2007, in the
case of the 255,317 Warrant, and July 8, 2007, in the case of the 323,120
Warrant.

     3. Notwithstanding the terms of the 187,969 Warrant, if on or before the
Effective Time the Initial Holder's employment is not terminated for Cause or by
the Initial Holder for other than Good Reason, then at the Effective Time the
187,969 Warrant shall become exercisable with respect to all or any part of the
shares of Common Stock purchasable under the 187,969 Warrant and shall remain
exercisable until April 1, 2008.

     4. If on or before the Effective Time the Initial Holder's employment is
not terminated for Cause or by the Initial Holder for other than Good Reason,
then at the Effective Time:

          (a) Section 3.1 of each of the Original Warrants and the 187,969
     Warrant shall be deleted in its entirety; and

          (b) Section 3.2 of each of the Original Warrants and the 187,969
     Warrant shall be amended (i) by deleting Section 3.2(b) and the second and
     third sentences of Section 3.2 in their entirety and (ii) by adding the
     following sentence at the end of Section 3.2:

               The Company shall give the Holder reasonable prior notice of the
               consummation of a Sale of the Company.

     5. Notwithstanding the terms of the 500,000 Warrant, if on or before the
Effective Time the Initial Holder's employment is not terminated for Cause or by
the Initial Holder for other than Good Reason, then at the Effective Time, the
Warrant Shares shall become Vested Warrant Shares and the 500,000 Warrant shall
become exercisable with respect to all or any part of the shares of Common Stock
purchasable under the 500,000 Warrant and shall remain exercisable until the
earlier to occur of (a) 5:00 p.m., Dallas, Texas time, on May 31, 2003, or (b) a
Sale of the Company.

     6. If on or before the Effective Time the Initial Holder's employment is
not terminated for Cause or by the Initial Holder for other than Good Reason,
then at the Effective Time:

                                       2
<PAGE>   3


          (a) Section 3.2 of the 500,000 Warrant shall be deleted in its
     entirety; and

          (b) Section 3.3 of the 500,000 Warrant shall be amended (i) by
     deleting Section 3.3(b) and the second and third sentences of Section 3.3
     in their entirety and (ii) by adding the following sentence at the end of
     Section 3.3:

               The Company shall give the Holder reasonable prior
               notice of the consummation of a Sale of the Company.

     7. Except as herein specifically amended or supplemented, the Warrants
shall continue in full force and effect in accordance with their respective
terms.

     8. This Amendment may be executed and delivered (including by facsimile
transmission) in one or more counterparts, all of which shall be considered one
and the same agreement and shall become effective when one or more counterparts
have been signed by each of the parties and delivered to the other parties, it
being understood that all parties need not sign the same counterpart.



<PAGE>   4








         IN WITNESS WHEREOF, the parties hereto have duly executed this
     Amendment effective as of the date first written above.

                                     COMPANY:

                                     CAPSTAR BROADCASTING CORPORATION


                                     By:
                                            -------------------------------
                                     Name:
                                            -------------------------------
                                     Title:
                                            -------------------------------

                                     INITIAL HOLDER:



                                     --------------------------------------
                                     R. Steven Hicks



<PAGE>   1

                                                                    EXHIBIT 10.9

                                SECOND AMENDMENT
                                   TO WARRANT
                               DATED JULY 5, 1998

                         ENTITLING D. GEOFFREY ARMSTRONG
               TO PURCHASE 200,000 SHARES OF CLASS A COMMON STOCK

         THIS SECOND AMENDMENT (the "Second Amendment") to the Warrant dated
July 5, 1998 and as amended on August 26, 1998 (the "Warrant"), entitling D.
Geoffrey Armstrong (the "Initial Holder"), or registered assigns, to purchase
200,000 shares of Class A Common Stock, par value $.01 per share, of Capstar
Broadcasting Corporation, a Delaware corporation (the "Company"), is entered
into effective as of March 15, 1999, by and between the Company and the Initial
Holder.

                                    RECITALS:

         WHEREAS, the Initial Holder is the holder of the Warrant as of the date
hereof;

         WHEREAS, in contemplation of the consummation of the merger (the
"Merger") of CMC Merger Sub, a Delaware corporation and wholly-owned subsidiary
of Chancellor Media Corporation, with and into the Company, the parties hereto
desire to amend the terms and provisions of the Warrant as hereinafter set
forth; and

         WHEREAS, any capitalized term used herein, and not otherwise defined
herein, shall have the meaning set forth in the Warrant.


                                   AGREEMENTS:

         NOW, THEREFORE, in consideration of the foregoing and the agreements
herein contained, the parties hereto covenant and agree as follows:

         1. The First Amendment to Warrant dated July 5, 1998, which First
Amendment was dated as of August 26, 1998, between the Company and the Initial
Holder is hereby terminated and shall be of no further force or effect.

         2. Notwithstanding the terms of the Warrant, effective as of March 15,
1999, the Warrant Shares shall become Vested Warrant Shares, and the Warrant
shall be exercisable with respect to all or any part of the Vested Warrant
Shares until the earlier to occur of (i) 5:00 p.m., Dallas, Texas time, on May
31, 2003, or (ii) a Sale of the Company.

         3. Effective as of March 15, 1999:


<PAGE>   2

                  (a) Section 3.2 of the Warrant shall be deleted in its
         entirety, and

                  (b) Section 3.3 of the Warrant shall be amended (i) by
         deleting Section 3.3(b) and the second and third sentences of Section
         3.3 in their entirety and (ii) by adding the following sentence at the
         end of Section 3.3:

                      The Company shall give the Holder reasonable prior notice
                      of the consummation of a Sale of the Company.

         4. Except as herein specifically amended or supplemented, the Warrant
shall continue in full force and effect in accordance with its terms.

         5. This Second Amendment may be executed and delivered (including by
facsimile transmission) in one or more counterparts, all of which shall be
considered one and the same agreement and shall become effective when one or
more counterparts have been signed by each of the parties and delivered to the
other parties, it being understood that all parties need not sign the same
counterpart.

         IN WITNESS WHEREOF, the parties hereto have duly executed this Second
Amendment effective as of the date first written above.

                                     COMPANY:

                                     CAPSTAR BROADCASTING CORPORATION


                                     By: 
                                        ----------------------------------------
                                     Name: 
                                          --------------------------------------
                                     Title: 
                                           -------------------------------------

                                     INITIAL HOLDER:



                                     -------------------------------------------
                                     D. Geoffrey Armstrong


'

<TABLE> <S> <C>

<ARTICLE> 5
<MULTIPLIER> 1,000
       
<S>                             <C>
<PERIOD-TYPE>                   3-MOS
<FISCAL-YEAR-END>                          DEC-31-1999
<PERIOD-START>                             JAN-01-1999
<PERIOD-END>                               MAR-31-1999
<CASH>                                          12,583
<SECURITIES>                                         0
<RECEIVABLES>                                   99,985
<ALLOWANCES>                                     8,085
<INVENTORY>                                          0
<CURRENT-ASSETS>                               127,957
<PP&E>                                         284,643
<DEPRECIATION>                                  32,639
<TOTAL-ASSETS>                               4,628,685
<CURRENT-LIABILITIES>                          125,751
<BONDS>                                      1,769,923
                          269,267
                                          0
<COMMON>                                         1,076
<OTHER-SE>                                   1,313,105
<TOTAL-LIABILITY-AND-EQUITY>                 4,628,685
<SALES>                                              0
<TOTAL-REVENUES>                               142,005
<CGS>                                                0
<TOTAL-COSTS>                                   90,973
<OTHER-EXPENSES>                                47,614
<LOSS-PROVISION>                                 1,213
<INTEREST-EXPENSE>                              40,958
<INCOME-PRETAX>                               (38,682)
<INCOME-TAX>                                  (13,640)
<INCOME-CONTINUING>                           (31,941)
<DISCONTINUED>                                       0
<EXTRAORDINARY>                                      0
<CHANGES>                                            0
<NET-INCOME>                                  (31,941)
<EPS-PRIMARY>                                   (0.30)
<EPS-DILUTED>                                   (0.30)
        

</TABLE>


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