WINTRUST FINANCIAL CORP
10-Q, 2000-08-14
STATE COMMERCIAL BANKS
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                                  UNITED STATES
                       SECURITIES AND EXCHANGE COMMISSION
                             Washington, D.C. 20549

                                    FORM 10-Q


                QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d)
                     OF THE SECURITIES EXCHANGE ACT OF 1934

                  For the Quarterly Period Ended June 30, 2000
                         Commission File Number 0-21923


                         WINTRUST FINANCIAL CORPORATION
             (Exact name of registrant as specified in its charter)


              Illinois                                 36-3873352
----------------------------------------    ------------------------------------
(State of incorporation of organization)    (I.R.S. Employer Identification No.)


                               727 North Bank Lane
                           Lake Forest, Illinois 60045
             -------------------------------------------------------
                    (Address of principal executive offices)

                                 (847) 615-4096
       ------------------------------------------------------------------
              (Registrant's telephone number, including area code)

Indicate by check mark whether the registrant (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 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 issuer's  class of common
stock, as of the last practicable date.

Common Stock - no par value, 8,660,080 shares, as of August 9, 2000.


<PAGE>
                                TABLE OF CONTENTS


                        PART I. -- FINANCIAL INFORMATION

                                                                           Page
                                                                           ----

ITEM 1.  Financial Statements.__________________________________________    1-8

ITEM 2.  Management's Discussion and Analysis of Financial Condition and
           Results of Operations. ______________________________________    8-27

ITEM 3.  Quantitative and Qualitative Disclosures About Market Risks. __   28-30


                          PART II. -- OTHER INFORMATION

ITEM 1.  Legal Proceedings. ____________________________________________     31

ITEM 2.  Changes in Securities. ________________________________________     31

ITEM 3.  Defaults Upon Senior Securities. ______________________________     31

ITEM 4.  Submission of Matters to a Vote of Security Holders.___________     31

ITEM 5.  Other Information. ____________________________________________     31

ITEM 6.  Exhibits and Reports on Form 8-K. _____________________________     32

         Signatures ____________________________________________________     33

         Exhibit Index _________________________________________________     34

<PAGE>
                                     PART I
                           ITEM 1 FINANCIAL STATEMENTS

<TABLE>
<CAPTION>
WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CONDITION (UNAUDITED)
(In thousands)


                                                                 June 30,           December 31,           June 30,
                                                                   2000                 1999                 1999
-------------------------------------------------------------------------------------------------------------------------
<S>                                                                <C>                   <C>                  <C>
ASSETS
Cash and due from banks                                              $  56,552            $  53,066            $  40,170
Federal funds sold                                                      67,658               28,231               56,640
Interest-bearing deposits with banks                                       189                2,547                3,047
Available-for-Sale securities, at fair value                           219,361              205,795              185,233
Loans, net of unearned income                                        1,400,824            1,278,249            1,137,169
    Less: Allowance for possible loan losses                             9,792                8,783                7,677
-------------------------------------------------------------------------------------------------------------------------
    Net loans                                                        1,391,032            1,269,466            1,129,492
Premises and equipment, net                                             80,771               72,851               66,302
Accrued interest receivable and other assets                            36,780               35,943               32,912
Goodwill and other intangible assets, net                               11,126               11,483                1,343
-------------------------------------------------------------------------------------------------------------------------

    Total assets                                                   $ 1,863,469           $1,679,382           $1,515,139
=========================================================================================================================


LIABILITIES AND SHAREHOLDERS' EQUITY
Deposits:
  Non-interest bearing                                               $ 173,967            $ 154,034            $ 124,642
  Interest bearing                                                   1,455,225            1,309,588            1,210,083
-------------------------------------------------------------------------------------------------------------------------
    Total  deposits                                                  1,629,192            1,463,622            1,334,725

Short-term borrowings                                                   46,783               59,843               50,105
Notes payable                                                            4,850                8,350                5,100
Long-term debt - trust preferred securities                             51,050               31,050               31,050
Accrued interest payable and other liabilities                          33,236               23,570               14,977
-------------------------------------------------------------------------------------------------------------------------

    Total liabilities                                                1,765,111            1,586,435            1,435,957
-------------------------------------------------------------------------------------------------------------------------

Shareholders' equity:
  Preferred stock                                                            -                    -                    -
  Common stock                                                           8,850                8,771                8,172
  Surplus                                                               83,603               82,792               73,138
  Common stock warrants                                                    100                  100                  100
  Treasury stock, at cost                                               (1,314)                   -                    -
  Retained earnings (deficit)                                            9,554                3,555               (1,779)
  Accumulated other comprehensive loss                                  (2,435)              (2,271)                (449)
-------------------------------------------------------------------------------------------------------------------------
    Total shareholders' equity                                          98,358               92,947               79,182
-------------------------------------------------------------------------------------------------------------------------

    Total liabilities and shareholders' equity                     $ 1,863,469          $ 1,679,382          $ 1,515,139
=========================================================================================================================
</TABLE>

See accompanying notes to unaudited consolidated financial statements.


                                     - 1 -
<PAGE>
<TABLE>
<CAPTION>
WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF INCOME (UNAUDITED)
(In thousands, except per share data)
                                                                        Three Months Ended               Six Months Ended
                                                                             June 30,                        June 30,
                                                                       2000            1999            2000            1999
---------------------------------------------------------------------------------------------------------------------------------
<S>                                                                       <C>            <C>            <C>              <C>
INTEREST INCOME
  Interest and fees on loans                                              $31,064        $23,340        $ 59,802         $45,003
  Interest bearing deposits with banks                                          4             50              20             121
  Federal funds sold                                                          489            377             736             570
  Securities                                                                3,517          2,347           6,825           4,698
---------------------------------------------------------------------------------------------------------------------------------
    Total interest income                                                  35,074         26,114          67,383          50,392
---------------------------------------------------------------------------------------------------------------------------------

INTEREST EXPENSE
   Interest on deposits                                                    18,299         13,216          34,898          25,766
   Interest on short-term borrowings and notes payable                      1,093            566           2,200             743
   Interest on long-term debt - trust preferred securities                    833            734           1,568           1,469
---------------------------------------------------------------------------------------------------------------------------------
     Total interest expense                                                20,225         14,516          38,666          27,978
---------------------------------------------------------------------------------------------------------------------------------

NET INTEREST INCOME                                                        14,849         11,598          28,717          22,414
Provision for possible loan losses                                          1,223            933           2,364           1,717
---------------------------------------------------------------------------------------------------------------------------------

Net interest income after provision for possible loan losses               13,626         10,665          26,353          20,697
---------------------------------------------------------------------------------------------------------------------------------

NON-INTEREST INCOME
  Fees on mortgage loans sold                                                 742            919           1,225           2,217
  Service charges on deposit accounts                                         479            347             948             681
  Trust fees                                                                  494            250             966             475
  Gain on sale of premium finance receivables                                 996            263           2,237             263
  Administrative services revenue                                           1,141              -           2,154               -
  Net securities gains (losses)                                               (28)             -             (25)              -
  Other                                                                       680            339           1,277             790
---------------------------------------------------------------------------------------------------------------------------------
    Total non-interest income                                               4,504          2,118           8,782           4,426
---------------------------------------------------------------------------------------------------------------------------------

NON-INTEREST EXPENSE
  Salaries and employee benefits                                            6,793          5,193          13,128          10,272
  Occupancy, net                                                            1,140            669           2,150           1,345
  Equipment expense                                                         1,137            702           2,286           1,330
  Data processing                                                             699            511           1,379             993
  Advertising and marketing                                                   322            363             571             732
  Professional fees                                                           357            276             652             586
  Amortization of intangibles                                                 179             35             357              70
  Other                                                                     2,262          1,779           4,475           3,736
---------------------------------------------------------------------------------------------------------------------------------
    Total non-interest expense                                             12,889          9,528          24,998          19,064
---------------------------------------------------------------------------------------------------------------------------------

Income before income taxes                                                  5,241          3,255          10,137           6,059
Income tax expense                                                          1,922            995           3,696           1,965
---------------------------------------------------------------------------------------------------------------------------------

NET INCOME                                                                $ 3,319        $ 2,260         $ 6,441         $ 4,094
=================================================================================================================================
NET INCOME PER COMMON SHARE = BASIC                                        $ 0.38         $ 0.28          $ 0.73          $ 0.50
=================================================================================================================================
NET INCOME PER COMMON SHARE = DILUTED                                      $ 0.37         $ 0.27          $ 0.72          $ 0.48
=================================================================================================================================

Weighted average common shares outstanding                                  8,760          8,169           8,779           8,162
Dilutive potential common shares                                              211            335             212             330
---------------------------------------------------------------------------------------------------------------------------------
Average common shares and dilutive common shares                            8,971          8,504           8,991           8,492
=================================================================================================================================
</TABLE>

See accompanying notes to unaudited consolidated financial statements.


                                     - 2 -
<PAGE>
<TABLE>
<CAPTION>
WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS' EQUITY (UNAUDITED)
(In thousands, except share data)

                                                                                                             Accumulated
                                                                                                                other      Total
                                        Compre-                            Common     Retained                 compre-     share-
                                        hensive     Common                  stock     earnings    Treasury     hensive    holders'
                                        income       stock     Surplus    warrants    (deficit)     Stock    income(loss)  equity
----------------------------------------------------------------------------------------------------------------------------------
<S>                                     <C>      <C>       <C>            <C>      <C>              <C>        <C>       <C>
Balance at December 31, 1998                     $ 8,150   $ 72,878       $ 100    $ (5,872)        $ -        $ (51)    $ 75,205

Comprehensive Income:
Net income                              $ 4,094        -          -           -       4,094           -            -        4,094
Other Comprehensive Income (Loss),
  net of tax:
   Unrealized losses on securities,
    net of reclassification adjustment     (399)       -          -           -           -           -         (399)        (399)
                                        --------
Comprehensive Income                    $ 3,695
                                        ========

Common stock issued upon exercise
   of stock options                                   17        194           -           -           -            -          211

Common stock issued through
   employee stock purchase plan                        5         66           -           -           -            -           71

-------------------------------------            ---------------------------------------------------------------------------------
Balance at June 30, 1999                         $ 8,172   $ 73,138       $ 100    $ (1,778)        $ -       $ (450)    $ 79,182
=====================================            =================================================================================

Balance at December 31, 1999                     $ 8,771   $ 82,792       $ 100     $ 3,555         $ -     $ (2,271)    $ 92,947

Comprehensive Income:
Net income                              $ 6,441        -          -           -       6,441           -            -        6,441
Other Comprehensive Income (Loss),
  net of tax:
   Unrealized losses on securities,
    net of reclassification adjustment     (164)       -          -           -           -           -         (164)        (164)
                                        --------
Comprehensive Income                    $ 6,277
                                        ========

Cash dividends declared on common stock                 -          -           -        (442)          -            -        (442)

Purchase of treasury stock, 85,700
   shares at cost                                      -          -           -           -      (1,314)           -       (1,314)

Common stock issued upon exercise
   of stock options                                   75        759           -           -           -            -          834

Common stock issued through
   employee stock purchase plan                        4         52           -           -           -            -           56

-------------------------------------            ---------------------------------------------------------------------------------
Balance at June 30, 2000                         $ 8,850   $ 83,603       $ 100     $ 9,554    $ (1,314)    $ (2,435)    $ 98,358
=====================================            =================================================================================

                                                                                Six Months Ended June 30,
                                                                                     2000        1999
                                                                                   --------    --------
Disclosure of reclassification amount:
Unrealized holding losses arising during the period                                 $ (272)     $ (625)
Less: Reclassification adjustment for losses included in net income                    (25)          -
Less: Income tax benefit                                                               (83)       (226)
                                                                                   --------------------
Net unrealized losses on securities                                                 $ (164)     $ (399)
                                                                                   ====================

</TABLE>

See accompanying notes to unaudited consolidated financial statements.


                                     - 3 -
<PAGE>
<TABLE>
<CAPTION>
WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CASH FLOWS (UNAUDITED)
(in thousands)
                                                                                     For the Period Ended
                                                                                           June 30,
-------------------------------------------------------------------------------------------------------------------
                                                                                   2000                1999
-------------------------------------------------------------------------------------------------------------------
<S>                                                                                    <C>                 <C>
OPERATING ACTIVITIES:
  Net income                                                                           $ 6,441             $ 4,094
  Adjustments to reconcile net income to net cash
        provided by operating activities:
    Provision for possible loan losses                                                   2,364               1,717
    Depreciation and amortization                                                        3,734               1,887
    Deferred income tax benefit                                                           (786)             (1,030)
    Net accretion/amortization of securities                                               805                (489)
    Originations of mortgage loans held for sale                                       (75,135)           (163,430)
    Proceeds from sales of mortgage loans held for sale                                 83,258             169,915
    Purchase of trading securities                                                      (2,940)                  -
    Proceeds from sale of trading securities                                             2,945                   -
    Gain on sale of trading securities                                                      (5)                  -
    Gain on sale of premium finance receivables                                         (2,237)               (263)
    Loss on sale of Available-for-Sale securities                                           25                   -
    Increase (decrease) in other assets, net                                                82              (1,665)
    Increase in other liabilities, net                                                   9,667               2,338
-------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY OPERATING ACTIVITIES                                               28,218              13,074
-------------------------------------------------------------------------------------------------------------------

INVESTING ACTIVITIES:
  Proceeds from maturities of Available-for-Sale securities                             66,032             240,762
  Proceeds from maturities of Held-to-Maturity securities                                    -               5,000
  Proceeds from sale of Available-for-Sale securities                                    9,808                   -
  Purchases of Available-for-Sale securities                                           (90,533)           (217,012)
  Proceeds from sale of premium finance receivables                                    135,663              20,343
  Net decrease in interest-bearing deposits with banks                                   2,358               4,816
  Net increase in loans                                                               (265,479)           (172,746)
  Purchases of premises and equipment, net                                             (11,298)            (10,948)
-------------------------------------------------------------------------------------------------------------------
NET CASH USED FOR INVESTING ACTIVITIES                                                (153,449)           (129,785)
-------------------------------------------------------------------------------------------------------------------

FINANCING ACTIVITIES:
  Increase in deposit accounts                                                         165,570             105,571
  Increase (decrease) in short-term borrowings, net                                    (13,060)             50,105
  Proceeds from notes payable                                                            6,500               5,100
  Repayment of notes payable                                                           (10,000)                  -
  Proceeds from trust preferred securities offering                                     20,000                   -
  Common stock issued upon exercise of stock options                                       834                 211
  Common stock issued through employee stock purchase plan                                  56                  71
  Purchase of treasure shares                                                           (1,314)                  -
  Dividends paid                                                                          (442)                  -
-------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY FINANCING ACTIVITIES                                              168,144             161,058
-------------------------------------------------------------------------------------------------------------------
NET INCREASE IN CASH AND CASH EQUIVALENTS                                               42,913              44,347
CASH AND CASH EQUIVALENTS AT BEGINNING OF PERIOD                                        81,297              52,463
-------------------------------------------------------------------------------------------------------------------
CASH AND CASH EQUIVALENTS AT END OF PERIOD                                            $124,210            $ 96,810
===================================================================================================================
</TABLE>

See accompanying notes to unaudited consolidated financial statements.

                                     - 4 -
<PAGE>
WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
NOTES TO UNAUDITED CONSOLIDATED FINANCIAL STATEMENTS


(1) Basis of Presentation
    ---------------------

The  consolidated  financial  statements of Wintrust  Financial  Corporation and
Subsidiaries  ("Wintrust" or "Company")  presented herein are unaudited,  but in
the opinion of  management  reflect  all  necessary  adjustments  of a normal or
recurring nature for a fair  presentation of results as of the dates and for the
periods covered by the consolidated financial statements.

Wintrust  is a  bank  holding  company  currently  engaged  in the  business  of
providing  community  banking  services  through  its  banking  subsidiaries  to
customers  in the Chicago  metropolitan  area,  trust and  investment  services,
financing of commercial  insurance  premiums,  and financing and  administrative
services to the temporary services industry.

As  of  June  30,  2000,   Wintrust  had  six  wholly-owned   bank  subsidiaries
(collectively, "Banks"), all of which started as de novo institutions, including
Lake Forest Bank & Trust  Company  ("Lake Forest  Bank"),  Hinsdale Bank & Trust
Company  ("Hinsdale  Bank"),  North Shore Community Bank & Trust Company ("North
Shore  Bank"),   Libertyville  Bank  &  Trust  Company   ("Libertyville  Bank"),
Barrington Bank & Trust Company,  N.A. ("Barrington Bank") and Crystal Lake Bank
& Trust Company, N.A. ("Crystal Lake Bank").

The Company  provides  financing  of  commercial  insurance  premiums  ("premium
finance  receivables")  on a  national  basis,  through  its  subsidiary,  First
Insurance Funding  Corporation  ("FIFC").  FIFC is a wholly-owned  subsidiary of
Crabtree Capital Corporation  ("Crabtree") which is a wholly-owned subsidiary of
Lake Forest Bank. On September 30, 1998, Wintrust began operating a wholly-owned
trust  and  investment  subsidiary,  Wintrust  Asset  Management  Company,  N.A.
("WAMC"),  which currently provides trust and investment services at four of the
Wintrust  banks.  Previously,  the Company  provided trust services  through the
trust  department of Lake Forest Bank.  In October 1999,  Hinsdale Bank acquired
Tricom,  Inc.  of  Milwaukee  ("Tricom"),  a  provider  of  short-term  accounts
receivable financing ("Tricom finance receivables") and value-added  out-sourced
administrative  services, such as data processing of payrolls,  billing and cash
management services, to temporary staffing clients located throughout the United
States.

The  accompanying  consolidated  financial  statements  are unaudited and do not
include  information  or  footnotes  necessary  for a complete  presentation  of
financial  condition,  results of operations  or cash flows in  accordance  with
generally accepted accounting principles.  The consolidated financial statements
should be read in conjunction  with the  consolidated  financial  statements and
notes  included in the Company's  Annual Report and Form 10-K for the year ended
December 31, 1999.  Operating  results for the three-month and six-month periods
presented  are not  necessarily  indicative of the results which may be expected
for the entire year. Reclassifications of certain prior period amounts have been
made to conform with the current period presentation.


                                     - 5 -
<PAGE>
(2) Cash and Cash Equivalents
    -------------------------

For the  purposes of the  Consolidated  Statements  of Cash  Flows,  the Company
considers  cash and cash  equivalents  to  include  cash and due from  banks and
federal funds sold which have an original maturity of 90 days or less.

(3) Earnings Per Share
    ------------------

The  following  table shows the  computation  of basic and diluted  earnings per
share (in thousands, except per share data):
<TABLE>
<CAPTION>

                                                                       For the Three Months                  For the Six Months
                                                                          Ended June 30,                       Ended June 30,
                                                               ---------------------------------------------------------------------
                                                                    2000               1999              2000             1999
                                                               ----------------   ---------------   ----------------  --------------

<S>                                                                  <C>               <C>               <C>             <C>
     Net income                                   (A)                $ 3,319           $ 2,260           $ 6,441         $ 4,094
                                                               ================   ===============   ================  ==============

     Average common shares outstanding            (B)                  8,760             8,169             8,779           8,162
     Effect of dilutive common shares                                    211               335               212             330
                                                               ----------------   ---------------   ----------------  --------------

     Weighted average common shares and
        effect of dilutive common shares          (C)                  8,971             8,504             8,991           8,492
                                                               ================   ===============   ================  ==============

     Net income per average
        common share - Basic                     (A/B)               $  0.38           $  0.28            $ 0.73          $ 0.50
                                                               ================   ===============   ================  ==============

     Net income per average
        common share - Diluted                   (A/C)               $  0.37           $  0.27            $ 0.72          $ 0.48
                                                               ================   ===============   ================  ==============
</TABLE>


The effect of dilutive  common shares  outstanding  results from stock  options,
stock  warrants and shares to be issued under the Employee  Stock Purchase Plan,
all being  treated  as if they had been  either  exercised  or  issued,  and are
computed by application of the treasury stock method.


(4) Long-term Debt - Trust Preferred Securities
    -------------------------------------------

In October 1998,  the Company  completed an offering of $31.05  million of 9.00%
Cumulative Trust Preferred Securities. Also, in June 2000, the Company completed
an  additional  offering of $20  million of 10.50%  Cumulative  Trust  Preferred
Securities.  For purposes of generally  accepted  accounting  principles,  these
securities  are  considered  to  be  debt  securities  and  not a  component  of
shareholders'  equity. The Trust Preferred  Securities  offerings have increased
Wintrust's regulatory capital under Federal Reserve guidelines. Interest expense
on the Trust  Preferred  Securities is also  deductible for income tax purposes.
For further  information  on the first offering of Trust  Preferred  Securities,
please  refer  to Note 10 of the  Company's  Consolidated  Financial  Statements
included  in the Annual  Report and Form 10-K for the year  ended  December  31,
1999.


                                     - 6 -
<PAGE>
(5) Segment Information
    -------------------

The segment  financial  information  provided in the  following  tables has been
derived from the internal profitability  reporting system used by management and
the chief decision makers to monitor and manage the financial performance of the
Company.  The Company evaluates segment performance based on after-tax profit or
loss and  other  appropriate  profitability  measures  common  to each  segment.
Certain   indirect   expenses  have  been  allocated   based  on  actual  volume
measurements  and other  criteria,  as  appropriate.  Inter-segment  revenue and
transfers  are  generally  accounted  for at current  market  prices.  The other
category, as shown in the following table, reflects parent company information.

The net  interest  income and  segment  profit of the banking  segment  includes
income and related  interest costs from portfolio loans that were purchased from
the premium finance and indirect auto segments. For purposes of internal segment
profitability  analysis,  management  reviews the results of its premium finance
and indirect  auto segments as if all loans  originated  and sold to the banking
segment were retained  within that  segment's  operations;  thereby  causing the
inter-segment elimination amounts shown in the following table.

The following table is a summary of certain operating information for reportable
segments for the three-month and six-month  periods ended June 30, 2000 and 1999
(in thousands):

<TABLE>
<CAPTION>
                                                          For the Three Months                           For the Six Months
                                                             Ended June 30,                                Ended June 30,
                                                       2000                  1999                    2000                 1999
                                                  ----------------      ----------------        ----------------     ---------------
     NET INTEREST INCOME:
<S>                                                     <C>                   <C>                     <C>                  <C>
     Banking                                            $  13,814             $  10,965               $  26,408            $  21,021
     Premium Finance                                        3,256                 2,921                   6,392                6,053
     Indirect Auto                                          1,778                 2,033                   3,653                3,897
     Tricom                                                   836                     -                   1,633                    -
     Trust                                                    119                   124                     241                  232
     Inter-segment eliminations                           (3,883)               (3,678)                 (7,643)              (7,287)
     Other                                                (1,071)                 (767)                 (1,967)              (1,502)
                                                  ----------------      ----------------        ----------------     ---------------
        Total                                           $  14,849             $  11,598               $  28,717            $  22,414
                                                  ================      ================        ================     ===============

     NON-INTEREST INCOME:
     Banking                                            $   2,026             $   1,761                $  3,740             $  3,901
     Premium Finance                                          996                   263                   2,237                  263
     Indirect Auto                                              -                     -                       -                    -
     Tricom                                                 1,150                     -                   2,167                    -
     Trust                                                    494                   250                     966                  475
     Inter-segment eliminations                             (162)                 (156)                   (328)                (213)
                                                  ----------------      ----------------        ----------------     ---------------
        Total                                           $   4,504             $   2,118                $  8,782             $  4,426
                                                  ================      ================        ================     ===============

                                     - 7 -
<PAGE>



     SEGMENT PROFIT (LOSS):
     Banking                                            $   3,407             $   2,527                $  6,254             $  4,888
     Premium Finance                                        1,069                   939                   2,400                1,883
     Indirect Auto                                            487                   738                   1,037                1,409
     Tricom                                                   387                     -                     670                    -
     Trust                                                   (94)                 (180)                   (215)                (412)
     Inter-segment eliminations                             (916)               (1,054)                 (1,993)              (2,260)
     Other                                                (1,021)                 (710)                 (1,712)              (1,414)
                                                  ----------------      ----------------        ----------------     ---------------
        Total                                           $   3,319             $   2,260                $  6,441             $  4,094
                                                  ================      ================        ================     ===============


     SEGMENT ASSETS:
     Banking                                           $1,877,503            $1,540,944
     Premium Finance                                      322,695               280,019
     Indirect Auto                                        239,698               254,608
     Tricom                                                32,060                     -
     Trust                                                  2,559                 2,417
     Inter-segment eliminations                         (617,534)             (567,412)
     Other                                                  6,488                 4,563
                                                  ----------------      ----------------
        Total                                          $1,863,469            $1,515,139
                                                  ================      ================
</TABLE>

                                     ITEM 2
                MANAGEMENT'S DISCUSSION AND ANALYSIS OF FINANCIAL
                       CONDITION AND RESULTS OF OPERATIONS


The  following  discussion  and analysis of  financial  condition as of June 30,
2000,  compared  with December 31, 1999,  and June 30, 1999,  and the results of
operations  for the  three-month  and six-month  periods ended June 30, 2000 and
1999 should be read in  conjunction  with the Company's  unaudited  consolidated
financial  statements  and  notes  contained  in this  report.  This  discussion
contains forward-looking statements that involve risks and uncertainties and, as
such,  future  results  could differ  significantly  from  management's  current
expectations. See the last section of this discussion for further information on
forward-looking statements.

OVERVIEW AND STRATEGY

The Company's operating  subsidiaries were organized within the last nine years,
with an average life of its six subsidiary  banks of  approximately  five years.
Wintrust  has grown  rapidly  during  the past few years and its Banks have been
among the fastest  growing  community-oriented  de novo  banking  operations  in
Illinois  and  the  country.   Because  of  the  rapid  growth,  the  historical
performance  of the Banks,  FIFC and WAMC has been affected by costs  associated
with growing market share,  establishing  new de novo banks,  opening new branch
facilities, and building an experienced management team. The Company's financial
performance   over  the  past  several  years   generally   reflects   improving
profitability  of the  operating  subsidiaries,  as they  mature,  offset by the
significant  costs of opening  new banks and branch  facilities.  The  Company's
experience has been that it

                                     - 8 -
<PAGE>
generally   takes  13-24  months  for  new  banking  offices  to  first  achieve
operational  profitability.  Similarly,  management currently expects a start-up
phase for WAMC to continue for up to two more years before its operations become
profitable.

Lake Forest Bank, Hinsdale Bank, North Shore Bank, Libertyville Bank, Barrington
Bank and Crystal Lake Bank began  operations  in December  1991,  October  1993,
September  1994,  October 1995,  December 1996 and December 1997,  respectively.
Subsequent  to those  initial  dates of  operations,  each of the Banks,  except
Barrington Bank, have established  additional  full-service  banking facilities.
FIFC  began  operations  in 1990 and is  primarily  engaged in the  business  of
financing  insurance  premiums written through  independent  insurance agents or
brokers on a national  basis for  commercial  customers.  On September 30, 1998,
WAMC began  operations and offers a full range of trust and investment  services
at many of the Wintrust banks.

Crystal Lake Bank, since moving into its permanent  location in downtown Crystal
Lake in September 1998, opened a new drive-thru facility in March 1999 and a new
full-service branch facility in south Crystal Lake in September 1999. In October
1999,  North Shore Bank  opened a new  full-service  branch  facility in Skokie,
Illinois.  In February 2000, the Lake Forest Bank opened a new temporary  branch
facility in Highwood,  Illinois.  A permanent  facility in Highwood is currently
under construction and should be open later this year. Expenses related to these
new banking operations and predominantly  impact only the 2000 operating results
presented in this discussion and analysis.

While committed to a continuing growth strategy,  management's  current focus is
to balance  further asset growth with  earnings  growth by seeking to more fully
leverage the existing lending capacity within each of the Banks,  FIFC, WAMC and
Tricom. One aspect of this strategy is to continue to pursue specialized earning
asset niches,  and to maintain the mix of earning assets such that loans,  which
are  higher-yielding,  are kept at a level of between 85% and 90% of our deposit
funds.  Another aspect of this strategy is a continued  focus on less aggressive
deposit  pricing  at  those  Banks  with  significant   market  share  and  more
established customer bases.

FIFC has been the Company's most significant specialized earning asset niche and
is expected  to reach in excess of $900  million in premium  finance  receivable
volume during 2000. The majority of these  receivables have been retained within
the Banks' loan portfolios as part of the strategy noted above.  However,  since
the second  quarter of 1999, as a result of the  continued  solid growth in loan
originations,  FIFC has, from time to time, sold a portion of new receivables to
an unrelated third party. In addition to recognizing  gains on the sale of these
receivables,  the proceeds have provided the Company with additional  liquidity.
It is possible that similar future sales may occur depending on the level of new
volume  growth in  relation  to the  desired  capacity  within the  Banks'  loan
portfolios.

The  October  1999  acquisition  of Tricom is  another  significant  step in the
Company's  strategy to pursue  specialized  earning  asset  niches.  Tricom is a
Milwaukee-based  company that has been in business for  approximately  ten years
and  specializes  in  providing,   on  a  national  basis,  short-term  accounts
receivable financing and value-added out-sourced  administrative  services, such
as data processing of payrolls, billing and cash management services, to clients
in  the  temporary  staffing  industry.  By  virtue  of  the  Company's  funding
resources,   this  acquisition  will  provide  Tricom  with  additional  capital
necessary  to expand  its  financing  services  in a national  market.  Tricom's
revenue  principally  consists of interest income from financing  activities and
fee-based revenues from  administrative  services.  In addition to expanding the
Company's  earning  asset  niches,  this  acquisition  will add to the  level of
fee-based income and augment its community-based banking revenues.

                                     - 9 -
<PAGE>
Other newer  specialized  earning  asset niches  include Lake Forest  Bank's MMF
Leasing Services  equipment  leasing  division,  a previously  established small
business  that  was  acquired  in July  1998,  and  Barrington  Bank's  recently
established  program that provides  lending and deposit services to condominium,
homeowner and community  associations.  In addition,  Hinsdale  Bank's  mortgage
warehouse  lending program  provides loan and deposit  services to approximately
thirty  mortgage  brokerage  companies  located  predominantly  in  the  Chicago
metropolitan  area.  The Company plans to continue  pursuing the  development or
acquisition of other specialty finance  businesses that generate assets suitable
for bank investment and/or secondary market sales.

With the formation of WAMC,  the Company is expanding  the trust and  investment
management services that had already been provided prior to October 1998 through
the trust department of the Lake Forest Bank. With a separately  chartered trust
subsidiary,  the  Company  is now  better  able to offer  trust  and  investment
management   services  to  all  communities  served  by  Wintrust  banks,  which
management believes are some of the best trust markets in Illinois.  In addition
to offering these services to existing bank customers at each of the Banks,  the
Company believes WAMC can  successfully  compete for trust business by targeting
small to mid-size businesses and newly affluent  individuals whose needs command
the  personalized   attention  that  is  offered  by  WAMC's  experienced  trust
professionals.  Since the fourth quarter of 1998, WAMC has provided the services
of  experienced  trust  professionals  at North  Shore Bank,  Hinsdale  Bank and
Barrington  Bank.  As in the  past,  a full  complement  of trust  professionals
continues to operate from offices at the Lake Forest Bank. Prospective trust and
investment  customers at  Libertyville  Bank and Crystal Lake Bank are currently
being served on an appointment  basis, as the need arises.  Services  offered by
WAMC typically will include traditional trust products and services,  as well as
investment management, financial planning and 401(k) management services.

Similar to starting a de novo bank, the  introduction of expanded trust services
has caused  relatively  high overhead levels when compared to initial fee income
generated to date. The overhead consists  primarily of the salaries and benefits
of experienced trust professionals. Management currently anticipates that WAMC's
efforts to attract trust business will begin to generate  sufficient  trust fees
to  absorb  the  overhead  of WAMC and make  that  entity a  contributor  to the
Company's profits within the next two years.


RESULTS OF OPERATIONS

EARNINGS SUMMARY

Net income for the quarter ended June 30, 2000 totaled $3.3 million, an increase
of $1.1 million,  or 47%, over the second quarter of 1999. On a per share basis,
net income  for the second  quarter of 2000  totaled  $0.37 per  diluted  common
share, a $0.10 per share, or 37%,  increase over the second quarter of 1999. The
return on average equity for the second quarter of 2000 increased to 13.86% from
11.55% for the prior year quarter.

For the six months ended June 30, 2000,  net income  totaled  $6.4  million,  or
$0.72 per diluted common share,  an increase of $2.3 million,  or 57%, and $0.24
per diluted share, when compared to the same period in 1999.

NET INTEREST INCOME

The following  tables present a summary of the Company's net interest income and
related net interest  margins,  calculated on a fully taxable  equivalent basis,
for the three-month and six-month periods ended June 30, 2000 and 1999:

                                     - 10 -
<PAGE>
<TABLE>
<CAPTION>
                                                       For the Quarter Ended                       For the Quarter Ended
                                                           June 30, 2000                               June 30, 1999
                                              -----------------------------------------    ---------------------------------------
(dollars in thousands)                             Average      Interest       Rate            Average       Interest      Rate
----------------------
                                              ---------------- ------------- ----------    --------------- ------------- ---------

<S>                                               <C>           <C>              <C>         <C>             <C>            <C>
Liquidity management assets (1) (2)                $249,621       $ 4,038         6.51%       $ 213,506       $ 2,776        5.22%
Loans, net of unearned income (2)                 1,367,470        31,181         9.17        1,108,933        23,390        8.46
                                              ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                           1,617,091        35,219         8.76%       1,322,439        26,166        7.94%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                         1,399,332        18,299         5.26%       1,150,344        13,216        4.61%
Short-term borrowings and notes payable              70,450         1,093         6.24           55,400           566        4.10
Long-term debt - trust preferred securities          34,610           833         9.63           31,050           734        9.46
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities             1,504,392        20,225         5.41%       1,236,794        14,516        4.71%
                                              ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                               $ 14,994                                    $ 11,650
                                                               =============                               =============
Net interest margin                                                               3.73%                                      3.53%
                                                                             ==========                                  =========
Core net interest margin(3)                                                       3.94%                                      3.76%
                                                                             ==========                                  =========
-------------------------------
<FN>
(1)  Liquidity  management assets include securities,  interest earning deposits
     with banks and federal funds sold.
(2)  Interest  income  on  tax  advantaged  loans  and  securities   reflects  a
     tax-equivalent adjustment based on a marginal federal corporate tax rate of
     35% and 34% in 2000  and  1999,  respectively.  This  total  adjustment  is
     $145,000  and  $52,000  for the  quarters  ended  June 30,  2000 and  1999,
     respectively.
(3)  The core net interest margin excludes the interest expense  associated with
     the Company's Trust Preferred Securities.
</FN>
</TABLE>

<TABLE>
<CAPTION>
                                                     For the Six Months Ended                    For the Six Months Ended
                                                          June 30, 2000                               June 30, 1999
                                             -----------------------------------------    ---------------------------------------
(dollars in thousands)                            Average      Interest       Rate            Average       Interest      Rate
----------------------
                                             ---------------- ------------- ----------    --------------- ------------- ---------

<S>                                              <C>              <C>            <C>         <C>              <C>           <C>
Liquidity management assets (1) (2)               $239,279       $ 7,619         6.40%       $ 207,772       $ 5,394        5.24%
Loans, net of unearned income (2)                1,340,473        60,025         9.01        1,068,225        45,090        8.51
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                          1,579,752        67,644         8.61%       1,275,997        50,484        7.98%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                        1,366,164        34,898         5.14%       1,122,122        25,766        4.63%
Short-term borrowings and notes payable             72,472         2,200         6.10           36,340           743        4.12
Long-term debt - trust preferred securities         32,830         1,568         9.55           31,050         1,469        9.46
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities            1,471,466        38,666         5.28%       1,189,512        27,978        4.74%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                              $ 28,978                                    $ 22,506
                                                              =============                               =============
Net interest margin                                                              3.69%                                      3.56%
                                                                            ==========                                  =========
Core net interest margin(3)                                                      3.89%                                      3.79%
                                                                            ==========                                  =========
-------------------------------
<FN>
(1)  Liquidity  management assets include securities,  interest earning deposits
     with banks and federal funds sold.
(2)  Interest  income  on  tax  advantaged  loans  and  securities   reflects  a
     tax-equivalent adjustment based on a marginal federal corporate tax rate of
     35% and 34% in 2000  and  1999,  respectively.  This  total  adjustment  is
     $261,000  and $92,000  for the  six-month  periods  ended June 30, 2000 and
     1999, respectively.
(3)  The core net interest margin excludes the interest expense  associated with
     the Company's Trust Preferred Securities.
</FN>
</TABLE>


Net interest  income is defined as the difference  between  interest  income and
fees on  earning  assets  and  interest  expense  on  deposits,  borrowings  and
long-term  debt.  The related net interest  margin  represents  the net interest
income on a  tax-equivalent  basis as a  percentage  of average  earning  assets
during the period.

                                     - 11 -
<PAGE>
Tax-equivalent  net interest  income for the quarter ended June 30, 2000 totaled
$15.0  million,  an increase of $3.3  million,  or 29%, as compared to the $11.7
million recorded in the same quarter of 1999. This increase mainly resulted from
loan  growth,  the  October  1999  acquisition  of  Tricom,  Inc.  of  Milwaukee
("Tricom")  and  management's  ability to control  funding  costs in the current
interest  rate  environment.  Tax-equivalent  interest and fees on loans for the
quarter ended June 30, 2000 totaled $31.2 million,  an increase of $7.8 million,
or 33%, over the prior year quarterly  total of $23.4  million.  This growth was
predominantly due to a $259 million, or 23%, increase in average total loans.

For the second quarter of 2000, the net interest  margin was 3.73%,  an increase
of 20 basis  points  when  compared  to the  margin of 3.53% in the  prior  year
quarter.  The core net  interest  margin,  which  excludes the net impact of the
Company's Trust Preferred  Securities offerings was 3.94% for the second quarter
of 2000,  an increase of 18 basis  points over the core net  interest  margin of
3.76% for the second quarter of 1999.  The improved  margin  resulted  primarily
from higher yields on both loans and  securities  coupled with solid loan growth
and the addition of Tricom.

The rate paid on interest-bearing deposits averaged 5.26% for the second quarter
of 2000  versus  4.61% for the same  quarter of 1999,  an  increase  of 65 basis
points.  This increase was caused by continued  increases in market rates, which
was  somewhat  offset by  management's  decision  to be less  aggressive  on its
deposit  pricing.  The rate paid on  short-term  borrowings  and  notes  payable
increased  to 6.24% in the second  quarter of 2000 as  compared  to 4.10% in the
same quarter of 1999,  due primarily to a higher  outstanding  balance under the
company's revolving credit agreement with an unaffiliated bank and a higher rate
environment for the Company's short-term funding sources.

The yield on total  earning  assets for the second  quarter of 2000 was 8.76% as
compared to 7.94% in 1999,  an increase of 82 basis points  resulting  primarily
from  increases in the prime  lending  rate,  general  market rate  increases on
liquidity  management  assets, and the acquisition of Tricom. The second quarter
2000 loan yield of 9.17%  increased 71 basis  points when  compared to the prior
year  quarterly  yield of 8.46% and was due primarily to a higher  average prime
lending rate of 9.24% during the second  quarter of 2000 versus an average prime
lending  rate of 7.75%  for the  second  quarter  of 1999.  The  Company's  loan
portfolio does not re-price in a parallel fashion to increases in the prime rate
due to a portion of the portfolio being longer-term fixed rate loans.

For the first six months of 2000,  tax  equivalent  net interest  income totaled
$29.0  million  and  increased  $6.5  million,  or 29%,  over the $22.5  million
recorded  in the same  period of 1999.  This  increase  was also mainly due to a
combination  of loan  growth and the  addition of Tricom.  Interest  and fees on
loans, on a tax equivalent basis, totaled $60.0 million for the first six months
of 2000,  and  increased  $14.9  million,  or 33%, over the same period of 1999.
Average loans for the first six months of 2000 grew $272  million,  or 25%, over
the average for the first six months of 1999.  The net  interest  margin for the
first six months of 2000 was 3.69%, an increase of 13 basis points when compared
to the same period in 1999. The core net interest margin was 3.89% for the first
six months of 2000 and  increased  10 basis  points over the prior year  period.
Consistent  with the second  quarter  margin  improvement  as noted  above,  the
year-to-date  margin increase was mainly the result of loan growth, the addition
of Tricom and the ability to control funding costs in a rising rate environment.

                                     - 12 -
<PAGE>
The following table presents a  reconciliation  of the Company's  tax-equivalent
net interest income, calculated on a tax equivalent basis, between the three and
six-month periods ended June 30, 1999 and June 30, 2000. The reconciliation sets
forth  the  change  in the  tax-equivalent  net  interest  income as a result of
changes in volumes,  changes in rates and the change due to the  combination  of
volume and rate changes (in thousands):

<TABLE>
<CAPTION>
                                                                                                Three Month           Six Month
                                                                                                   Period               Period
                                                                                                   ------               ------
<S>                                                                                              <C>                   <C>
    Tax equivalent net interest income for the period ended June 30, 1999..........              $  11,650             $ 22,506
        Change due to average earning assets fluctuations (volume).................                  2,728                5,653
        Change due to interest rate fluctuations (rate)............................                    563                  827
        Change due to rate/volume fluctuations (mix)...............................                     53                   (8)

                                                                                          --------------------  -------------------
    Tax equivalent net interest income for the period ended June 30, 2000 .........               $ 14,994             $ 28,978
                                                                                          ====================  ===================
</TABLE>


NON-INTEREST INCOME

For the second  quarter of 2000,  non-interest  income  totaled $4.5 million and
increased $2.4 million, or 113%, over the prior year quarter.  For the first six
months of 2000,  non-interest  income  totaled $8.8 million and  increased  $4.4
million,  or 98%, when compared to the same period in 1999.  Gains from the sale
of premium  finance  receivables,  revenues  from Tricom and  increases in trust
fees, deposit services charges and leased equipment rental income were partially
offset by a lower level of fees from the sale of mortgage  loans.  The following
table presents non-interest income by category (in thousands):

<TABLE>
<CAPTION>
                                                               Three Months Ended                        Six Months Ended
                                                                    June 30,                                 June 30,
                                                       -----------------------------------      ----------------------------------
                                                             2000               1999                 2000                1999
                                                       -----------------   ----------------     ----------------    ---------------
<S>                                                            <C>                <C>                 <C>                <C>
Fees on mortgage loans sold                                    $  742             $  919              $ 1,225            $ 2,217
Service charges on deposit accounts                               479                347                  948                681
Trust fees                                                        494                250                  966                475
Administrative services revenue                                 1,141                  -                2,154                  -
Gain on sale of premium finance receivables                       996                263                2,237                263
Securities gains (losses), net                                   (28)                -                   (25)                -
Other income                                                      680                339                1,277                790
                                                       -----------------   ----------------     ----------------    ---------------
     Total non-interest income                                $ 4,504            $ 2,118              $ 8,782            $ 4,426
                                                       =================   ================     ================    ===============
</TABLE>

Fees on  mortgage  loans  sold  include  income  from  originating  and  selling
residential real estate loans into the secondary  market.  For the quarter ended
June 30, 2000, these fees totaled $742,000, a decline of $177,000,  or 19%, from
the prior year quarter. For the first six months of 2000, fees on mortgage loans
sold totaled $1.2 million and declined  $1.0  million,  or 45%, when compared to
the same period of 1999.  These  declines  were due to lower  levels of mortgage
origination volumes,  particularly  refinancing  activity,  caused by the recent
increases in mortgage interest rates.

Service charges on deposit  accounts  totaled $479,000 for the second quarter of
2000, an increase of $132,000 when compared to the same quarter of 1999. For the
first six months of 2000, deposit service charges totaled $948,000 and increased
$267,000 when compared to the same period of 1999. These increases were due to a


                                     - 13 -
<PAGE>
higher deposit base and a larger number of accounts at the banking subsidiaries.
The majority of deposit  service  charges relates to customary fees on overdrawn
accounts  and  returned  items.   The  level  of  service  charges  received  is
substantially  below peer group levels as management  believes in the philosophy
of providing high quality service without encumbering that service with numerous
activity charges.

Trust fees totaled $494,000 for the second quarter of 2000, a $244,000,  or 98%,
increase over the same quarter of 1999. For the first six months of 2000,  trust
fees totaled $966,000 and increased  $491,000,  or 103%, over the same period of
1999. The increases were mainly the result of new business  development  efforts
from the staff of  experienced  trust  officers  added  since late 1998 with the
formation of Wintrust Asset Management Company. Wintrust is committed to growing
the trust and  investment  business in order to better service its customers and
create a more  diversified  revenue  stream.  However,  as the  introduction  of
expanded trust and investment  services continues to unfold, it is expected that
overhead  levels  will be high when  compared  to the initial fee income that is
generated. It is anticipated that trust fees will eventually increase to a level
sufficient to absorb this overhead within the next two years.

The administrative services revenue contributed by Tricom, which was acquired in
October  1999,  added $1.1  million to total  non-interest  income in the second
quarter of 2000 and $2.2 million for the first six months of 2000.  This revenue
comprises  income  from  administrative  services,  such as data  processing  of
payrolls,  billing and cash management  services,  to temporary staffing service
clients located throughout the United States. Tricom also earns interest and fee
income from  providing  short-term  accounts  receivable  financing to this same
client base, which is included in the net interest income category.

As a result of strong  loan  originations  during  the  second  quarter of 2000,
approximately  $62  million  of  premium  finance  receivables  were  sold to an
unrelated  third party and resulted in the  recognition  of a $1.0 million gain.
Through  the first six  months of 2000,  approximately  $133  million of premium
finance  receivables  have been sold  resulting in a  year-to-date  gain of $2.2
million.  The Company  currently  has a philosophy  of  maintaining  its average
loan-to-deposit ratio in the range of 85-90%. During the second quarter of 2000,
the ratio was approximately 87.6%. Accordingly,  the Company sold excess premium
finance  receivables  volume to an unrelated third party financial  institution.
Consistent  with  Wintrust's  strategy  to be  asset-driven  and the  desire  to
maintain our loan-to-deposit  ratio in the aforementioned  range, it is probable
that similar sales of premium finance receivables will occur in the future.

Other non-interest  income for the second quarter totaled $680,000 and increased
$341,000  over the prior year  quarterly  total of  $339,000.  For the first six
months of 2000,  other  non-interest  income  totaled $1.3 million and increased
$487,000,  or 62%,  over  the same  period  of 1999.  These  increases  were due
primarily to increases in rental income from  equipment  leased  through the MMF
Leasing  Services  division of the Lake Forest  Bank of $203,000  and  $417,000,
respectively, for the three and six months periods of 2000 compared 1999.


NON-INTEREST EXPENSE

Non-interest  expense for the second  quarter of 2000 totaled  $12.9 million and
increased  $3.4  million,  or 35%,  from the second  quarter  1999 total of $9.5
million.  For the first six months of 2000,  non-interest  expense totaled $25.0
million and  increased  $5.9  million,  or 31%,  when compared to the prior year
period. The continued growth and expansion of the de novo banks, the development
of the trust and investment business, and the October 1999 acquisition of Tricom
were the primary causes for this increase.  Since June 30, 1999,


                                     - 14 -
<PAGE>
total deposits have grown 22% and total loan balances have risen 23%,  requiring
higher levels of staffing and other costs to both attract and service the larger
customer base. The following table presents non-interest expense by category (in
thousands):

<TABLE>
<CAPTION>
                                                                Three Months                               Six Months
                                                               Ended June 30,                            Ended June 30,
                                                    ------------------------------------       -----------------------------------
                                                           2000               1999                   2000               1999
                                                    -------------------  ----------------      ------------------------------------
<S>                                                         <C>                <C>                   <C>                <C>
    Salaries and employee benefits                           $ 6,793           $ 5,193               $ 13,128           $ 10,272
    Occupancy, net                                             1,140               669                  2,150              1,345
    Equipment expense                                          1,137               702                  2,286              1,330
    Data processing                                              699               511                  1,379                993
    Advertising and marketing                                    322               363                    571                732
    Professional fees                                            357               276                    652                586
    Other                                                      2,441             1,814                  4,832              3,806
                                                    -------------------  ----------------      ------------------------------------
         Total non-interest expense                         $ 12,889           $ 9,528               $ 24,998           $ 19,064
                                                    ===================  ================      ====================================
</TABLE>

Salaries  and  employee  benefits  expense  totaled  $6.8 million for the second
quarter of 2000, an increase of $1.6  million,  or 31%, as compared to the prior
year quarter total of $5.2 million.  For the first six months of 2000,  salaries
and employee  benefits expense totaled $13.1 million and increased $2.9 million,
or 28%,  when  compared to the first six months of 1999.  These  increases  were
primarily  due to the  acquisition  of Tricom,  the  expansion  of the trust and
investment  business and the addition of four  additional  banking offices since
June 30, 1999.  As a percent of average total  assets,  on an annualized  basis,
salaries and employee  benefits were 1.51% and 1.48% for the first six months of
2000 and 1999,  respectively.  The slight  increase in this ratio is primarily a
result of the  administrative  services staffing at Tricom in 2000. Since Tricom
was not  acquired  until the  fourth  quarter  of 1999,  the 1999 ratio does not
reflect those salaries and employee benefits.

For the second  quarter of 2000,  occupancy  costs,  equipment  expense and data
processing  increased  $471,000  (70%),   $435,000  (62%)  and  $188,000  (37%),
respectively,  over the prior  year first  quarter.  For the first six months of
2000, the respective increases were $805,000 (60%),  $956,000 (72%) and $386,000
(39%).  These increases were due to the general growth of the Company  including
the opening of several new banking  facilities  as discussed in the Overview and
Strategy section, the acquisition of Tricom and the development of the trust and
investment business.

Other non-interest expense, for the six months ended June 30, 2000, totaled $4.8
million and increased $1.0 million,  or 27%, due mainly to the factors mentioned
earlier.  This category of expense  includes loan expenses,  correspondent  bank
service  charges,  postage,   insurance,   stationary  and  supplies,   goodwill
amortization  and  other  sundry  expenses.   Goodwill  and  other   intangibles
amortization  expense totaled  $179,000 and $357,000 for the three and six month
periods of 2000,  respectively,  compared  to $35,000  and  $70,000 for the same
periods of 1999,  respectively.  The increases in goodwill and other intangibles
amortization expense is a result of the acquisition of Tricom in October 1999.

Despite  the  Company's  growth  and  the  related  increases  in  many  of  the
non-interest expense categories, the net overhead ratio for the first six months
of 2000  declined  to 1.87% as compared to the first six months of 1999 ratio of
2.10%. The overhead ratio is within  management's  stated performance goal range
of 1.50% - 2.00%.

                                     - 15 -
<PAGE>
INCOME TAXES

The Company  recorded  income tax expense of $1.9  million for the three  months
ended June 30,  2000 versus  $1.0  million for the same period of 1999.  For the
first six months of 2000,  approximately  $3.7 million of income tax expense was
recorded  versus  approximately  $2.0  million  in the prior  year  period.  The
increase was due primarily to the increase in operating income and the fact that
1999 also included the  realization  of  approximately  $225,000 and $300,000 of
income tax benefits  relating to recognition  of prior net operating  losses for
the three and six month periods of 1999, respectively.


OPERATING SEGMENT RESULTS

As shown  in Note 5 to the  Unaudited  Consolidated  Financial  Statements,  the
Company's operations consist of five primary segments: banking, premium finance,
indirect  auto,  Tricom and trust.  The  Company's  profitability  is  primarily
dependent  on the net  interest  income,  provision  for  possible  loan losses,
non-interest income and operating expenses of its banking segment.

For the second  quarter of 2000,  the  banking  segment's  net  interest  income
totaled $13.8 million,  an increase of $2.8 million,  or 26%, as compared to the
$11.0 million recorded in the same quarter of 1999. On a year-to-date basis, the
banking  segment net interest  income  totaled $26.4 million and increased  $5.4
million, or 26%, as compared to the 1999 period. These increases were the direct
result  of  earning  asset  growth  of   approximately   23%  for  the  periods,
particularly  in the loan  portfolio,  as earlier  discussed in the Net Interest
Income section.  The banking segment's  non-interest income totaled $2.0 million
for the second quarter of 2000 and increased $265,000,  or 15%, when compared to
the prior year  quarter.  The slight  increase  was due  primarily  to increased
income from operating  equipment leases and service charges on a higher level of
deposit  accounts.  Somewhat  offsetting  those  increases was a drop in fees on
mortgage  loans  sold that was caused by the recent  rise in  mortgage  interest
rates and the related lower levels of  refinancing  activity.  On a year-to-date
basis, non-interest income totaled $3.7 million and declined $161,000, or 4%, as
compared to the first six months of 1999.  Although  the majority of the banking
segment's  non-interest  income  categories  increased due to higher  volumes of
accounts,  the decline on a year-to-date  basis was a direct result of the lower
fees on mortgage  loans in 2000 versus 1999 in the amount of $1.0  million.  The
banking segment's  after-tax profit for the quarter ended June 30, 2000, totaled
$3.4  million,  an increase of  $880,000,  or 35%, as compared to the prior year
quarterly  total of $2.5  million.  For the first six months of 2000,  after-tax
operating profit for the banking segment totaled $6.3 million and increased $1.4
million,  or 28%,  over the same  period of 1999.  This  improved  profitability
resulted  mainly from higher  levels of net  interest  income  created  from the
continued growth and maturation of the Company's de novo banks and branches.

Net interest  income from the premium  finance  segment totaled $3.3 million for
the quarter ended June 30, 2000 compared to $2.9 million for the same quarter of
1999. On a year-to-date  basis,  the premium finance segment net interest income
totaled $6.4 million  compared to $6.0 million recorded for the first six months
of 1999.  The increases in net interest  income are a result of higher levels of
outstanding  receivables  offset  slightly by a higher funding costs  associated
with this portfolio in 2000. Non-interest income for the three months ended June
30, 2000 totaled $1.0 million  compared to $263,000 for the same period of 1999.
For the first six months of 2000,  non-interest  income for the premium  finance
segment  totaled  $2.2  million  compared to the  $263,000  recorded in the same
period of 1999.  The increases are a result of gains from the sale of additional
premium  finance  receivables  in 2000,  as  mentioned  earlier in this  report.
After-tax  profit for the premium  finance  segment totaled $1.1 million for the
three-month period ended June 30, 2000, and increased $130,000, or 14%, over the
same

                                  -16-


<PAGE>



period of 1999.  For the six months ended June 30, 2000 and 1999,  the after-tax
profit for this segment was $6.3 million and $4.9 million,  respectively.  These
increases  were due  mostly to  higher  levels of  premium  finance  receivables
created  from new product  offerings  and  targeted  marketing  programs and the
additional gains from the sale of receivables.

The indirect auto segment  recorded $1.8 million of net interest  income for the
second  quarter of 2000, a decline of $255,000,  or 13%, as compared to the 1999
quarterly total. On a year-to-date basis, net interest income declined $244,000,
or 6%, to $3.7 million from the comparable period of 1999. The decline is due to
management's  efforts to reduce the level of outstanding loans in this portfolio
and higher  funding costs in 2000  compared to 1999.  After-tax  segment  profit
totaled  $487,000 for the  three-month  period ended June 30, 2000, a decline of
$251,000 when  compared to the same period of 1999.  For the first six months of
2000,  after-tax  operating  profits were $1.0 million in 2000  compared to $1.4
million  in the  first  six  months  of  1999.  The  decline  in this  segment's
profitability  was  caused  mainly  by a higher  level of credit  losses,  lower
outstanding  loan  balances  and  compressed  margins in 2000 versus  1999.  See
further discussion of credit quality  information in the "ASSET QUALITY" section
of this report.

The Tricom segment data reflects the net interest  income,  non-interest  income
and segment profit associated with short-term accounts receivable  financing and
value-added  out-sourced  administrative  services,  such as data  processing of
payrolls,  billing and cash  management  services,  that Tricom  provides to its
clients in the temporary staffing industry. For the quarter and six months ended
June 30, 2000, the Tricom segment added $836,000 and $1.6 million, respectively,
to  the  Company's  net  interest   income,   $1.2  million  and  $2.2  million,
respectively,  to the Company's  non-interest income, and $387,000 and $670,000,
respectively, to the Company's net income. No results are included for the first
quarter of 1999  because  Tricom was acquired in October 1999 using the purchase
method of accounting.

The trust  segment  recorded  non-interest  income of  $494,000  for the  second
quarter  of 2000 as  compared  to  $250,000  for the same  quarter  of 1999,  an
increase of $244,000,  or 98%. On a year-to-date basis,  non-interest income for
the trust segment  increased to $966,000 from $475,000 in the prior year period,
an increase of 103%.  The  increase  was the result of  continued  new  business
development  efforts by a larger staff of experienced trust  professionals  that
were hired in  connection  with the October  1998  start-up  of WAMC.  The trust
segment's  after-tax loss totaled $94,000 for the three-month  period ended June
30, 2000, as compared to after-tax loss of $180,000 for the same period of 1999.
For the first six months of 2000 and 1999,  after-tax  losses  for this  segment
were  $215,000 and  $412,000,  respectively.  The decline in  after-tax  segment
losses was a direct result of the  increased  asset base managed by WAMC and the
associated fees. As more fully discussed in the Overview and Strategy section of
this  analysis,  management  expects the start-up phase for the trust segment to
continue for up to two years before its operations become profitable.


FINANCIAL CONDITION

Total assets were $1.86  billion at June 30, 2000,  an increase of $348 million,
or 23%, over the $1.52 billion a year  earlier,  and $184 million,  or 11%, over
the $1.68  billion at December 31, 1999.  Growth at the newer banks and branches
coupled  with  continued  market  share growth at the more mature banks were the
primary factors for these increases.  Total funding  liabilities,  which include
deposits,  short-term  borrowings,  notes payable and long-term debt, were $1.73
billion at June 30, 2000,  and increased  $311  million,  or 22%, over the prior
year, and $169 million,  or 11%, since December 31, 1999.  These  increases were
primarily   utilized  to  fund  growth  in  the  loan   portfolio   and  certain
discretionary investment leveraging transactions.


                                     - 17 -
<PAGE>
INTEREST-EARNING ASSETS

The following  table sets forth,  by category,  the composition of earning asset
balances  and the relative  percentage  of total  earning  assets as of the date
specified (dollars in thousands):

<TABLE>
<CAPTION>
                                         June 30, 2000                 December 31, 1999               June 30, 1999
                                 ------------------------------- ------------------------------ -----------------------------
    Loans:                            Balance         Percent         Balance        Percent        Balance         Percent
                                 ------------------ ------------ ------------------ ----------- -----------------  ----------
<S>                                  <C>                 <C>         <C>               <C>         <C>                <C>
      Commercial and commercial
          real estate                  $ 552,694          33%          $ 485,776        32%          $ 420,528         30%
      Premium finance, net               250,796          15             219,341        15             216,209         16
      Indirect auto, net                 234,774          14             255,410        17             243,804         18
      Home equity                        157,042           9             139,194         9             118,436          8
      Residential real estate            135,746           8             111,026         7              99,987          7
      Tricom finance receivables          20,978           1              17,577         1                   -          -
      Installment and other               48,794           3              49,925         3              38,205          3
                                 ------------------ ------------ ------------------ ----------- -----------------  ----------
    Total loans, net of
         unearned income               1,400,824          83           1,278,249        84           1,137,169         82
                                 ------------------ ------------ ------------------ ----------- -----------------  ----------
    Securities and money
        market investments               287,208          17             236,573        16             244,920         18
                                 ------------------ ------------ ------------------ ----------- -----------------  ----------

    Total earning assets             $ 1,688,032         100%        $ 1,514,822       100%        $ 1,382,089        100%
                                 ================== ============ ================== =========== =================  ==========
</TABLE>

Earning  assets as of June 30, 2000,  increased  $306 million,  or 22%, over the
balance a year earlier, and $173 million, or 11%, over the balance at the end of
1999.  The  ratio of  earning  assets  as a  percent  of total  assets  remained
consistent at approximately  90% - 91% as of each reporting period date shown in
the above table.

Total net loans  were  $1.40  billion  at June 30,  2000,  an  increase  of $123
million,  or 10%, since  December 31, 1999, and an increase of $264 million,  or
23%, since June 30, 1999.  Solid loan growth in the core  commercial  loan, home
equity and  residential  real estate  portfolios  were the main factor for these
increases. Also, showing increases were the specialty premium finance and Tricom
finance receivable segments,  the latter category which was added as a result of
the October 1999  acquisition of Tricom.  Offsetting the increases in all of the
other loan  categories  was a decline in the  balance of  indirect  auto  loans.
Because of the impact of the current  economic and  competitive  environment  on
interest rates  surrounding  this portfolio,  management has begun to reduce the
level  of new  indirect  auto  loans  originated  and is  dedicating  additional
resources to optimize the profitability of this loan segment at slightly reduced
levels  of  outstanding  receivables.  Total net  loans  comprised  83% of total
earning assets at June 30, 2000 as compared to 82% a year earlier and 84% at the
end of 1999.

Commercial  and  commercial  real  estate  loans,  the  largest  loan  category,
comprised 33% of total earning assets and 39% of total loans as of June 30, 2000
and has increased $132.2 million, or 31%, since June 30, 1999 and $66.9 million,
or 14%, since the end of 1999. The strong growth  experienced over the past year
has  resulted  mainly  from a  healthy  economy  and the  hiring  of  additional
experienced lending officers.

Net premium  finance  receivables  totaled  $250.8  million at June 30, 2000 and
comprised 18% of the total loan  portfolio.  This total balance  increased $34.6
million, or 16%, since June 30, 1999 and $31.5 million, or 14%, since the end of
1999. This growth was primarily the result of increased market  penetration from
new product  offerings  and  marketing  programs.  Over the past few years,  the
majority of premium  finance  receivables


                                     - 18 -
<PAGE>
originated  by FIFC were being sold to the Banks and  consequently  remained  an
asset of the Company.  However, since the second quarter of 1999, as a result of
the continued solid growth in loan originations, FIFC has been selling a portion
of new  receivables  to an unrelated  third party.  During the second quarter of
2000 the Company sold  approximately $62 million of premium finance  receivables
to an unrelated third party at a gain of $1.0 million.  For the first six months
of 2000,  approximately $133 million of premium finance receivables at a gain of
$2.2 million. In addition to recognizing gains on the sale of these receivables,
the proceeds provided the Company with additional liquidity. It is possible that
similar  future sales may occur  depending on the level of new volume  growth in
relation to the desired capacity within the Banks' loan portfolios.

Net indirect auto loans  comprised 14% of total earning  assets and 17% of total
loans as of June 30, 2000. This portfolio  decreased $9.0 million, or 4%, from a
year ago,  and  decreased  $20.6  million,  or 8%,  since  the end of 1999.  The
decrease  in the  balance is the result of a higher  interest  rate  environment
experienced  during the first six  months of 2000  coupled  with a  decision  by
management to reduce its reliance upon indirect  automobile lending as a percent
of the overall  earning asset  portfolio due to  competitive  pricing and margin
concerns.  As such,  management intends to maintain the outstanding level of the
portfolio near or slightly below the existing level. The Company utilizes credit
underwriting  routines that management believes result in a high quality new and
used  auto  loan  portfolio.  The  Company  does  not  currently  originate  any
significant  level  of  sub-prime  loans,  which  are made to  individuals  with
impaired credit  histories at generally  higher interest rates, and accordingly,
with higher levels of credit risk.  Management  continually  monitors the dealer
relationships  and the Banks are not  dependent on any one dealer as a source of
such loans.

The October 1999 acquisition of Tricom added a new category of specialty finance
receivables to the Company's earning asset portfolio.  These receivables consist
of  high-yielding  short-term  accounts  receivable  financing to clients in the
temporary  staffing  industry located  throughout the United States. At June 30,
2000, outstanding finance receivables totaled $21.0 million, an increase of $3.4
million, or 19%, from the December 31, 1999 balance.

Home equity loans totaled  $157.0  million at June 30, 2000 and increased  $38.6
million,  or 33%, since a year earlier and $17.8 million, or 13%, as compared to
the end of 1999.  This  category of loans  continues to represent  approximately
8%-9% of total  earning  assets and has grown in proportion to the entire growth
of the Company. The growth is due mainly to targeted marketing programs over the
past year and higher  usage of existing  lines than in the past.  The  marketing
programs generally use a short-term low initial interest rate as an incentive to
the borrower.  Unused  commitments on home equity lines of credit have increased
$27.1  million,  or 15%,  over the balance at June 30,  1999 and totaled  $204.7
million at June 30, 2000.

Residential  real estate loans  totaled  $135.7  million as of June 30, 2000 and
increased  $35.8  million,  or 36%, over a year ago and $24.7  million,  or 22%,
since  December  31,  1999.  Mortgage  loans held for sale are  included in this
category  and totaled  $12.1  million as of June 30,  2000,  $8.1  million as of
December 31, 1999 and $11.5 million as of June 30, 1999. The Company  collects a
fee on the sale of these loans into the secondary  market,  as discussed earlier
in the  Non-interest  Income  section  of this  analysis.  As  these  loans  are
predominantly  long-term fixed rate loans,  the Company  eliminates the interest
rate risk associated with these loans by selling them into the secondary market.
The  remaining  residential  real estate loans in this  category are  maintained
within the Banks'  portfolios and include mostly  adjustable rate mortgage loans
and shorter-term fixed rate mortgage loans. The growth in this loan category has
been due  mainly  to the  relatively  low  mortgage  interest  rate  environment
experienced until recently and a continued strong local housing market.


                                     - 19 -
<PAGE>
Securities  and  money  market   investments   (i.e.   federal  funds  sold  and
interest-bearing  deposits with banks)  totaled $287.2 million at June 30, 2000,
an increase of $50.6 million, or 21%, since December 31, 1999 and $42.3 million,
or 17%, since a year earlier. This category as a percent of total earning assets
was 17% at June 30, 2000  versus 16% and 18% at  December  31, 1999 and June 30,
1999; respectively.

The Company  maintained no trading account  securities at June 30, 2000 or as of
any of the other previous  reporting dates. The balances of securities and money
market investments  fluctuate frequently based upon deposit inflows, loan demand
and  proceeds  from  loan  sales.  As a  result  of  anticipated  growth  in the
development  of the de novo banks,  it has been  Wintrust's  policy to generally
maintain its securities and money market  portfolio in short-term,  liquid,  and
diversified high credit quality securities in order to facilitate the funding of
quality loan demand as it emerges and to keep the Banks in a liquid condition in
the event that deposit levels fluctuate.

DEPOSITS

Total deposits at June 30, 2000 were $1.63 billion, an increase of $294 million,
or 22%,  over the June 30, 1999 total and an increase of $166  million,  or 11%,
since  December 31,  1999.  The  following  table sets forth,  by category,  the
composition of deposit balances and the relative percentage of total deposits as
of the date specified (dollars in thousands):

<TABLE>
<CAPTION>
                                      June 30, 2000                    December 31, 1999                    June 30, 1999
                             ---------------------------------  ---------------------------------  --------------------------------
                                                   Percent                            Percent                           Percent
                                 Balance          of Total           Balance         of Total           Balance         of Total
                             -----------------  --------------  ------------------ --------------  ------------------ -------------
<S>                              <C>                   <C>          <C>                   <C>           <C>                 <C>
  Demand                           $ 173,967            11%           $ 154,034            11%            $ 124,642           9%
  NOW                                154,056             9              130,625             9               139,700          11
  Money market                       284,918            17              252,483            17               232,198          17
  Savings                             74,434             5               72,718             5                73,445           6
  Certificates of deposit            941,817            58              853,762            58               764,740          57
                             -----------------  --------------  ------------------ --------------  ------------------ -------------

               Total             $ 1,629,192           100%         $ 1,463,622           100%          $ 1,334,725         100%
                             =================  ==============  ================== ==============  ================== =============
</TABLE>

The  percentage  mix of deposits as of June 30, 2000 was  relatively  consistent
with the deposit  mix as of the prior year  dates.  Growth in both the number of
accounts  and balances  has been  primarily  the result of newer bank and branch
growth, and continued  marketing efforts at the more established banks to create
additional deposit market share.

SHORT-TERM BORROWINGS AND NOTES PAYABLE

As of June 30, 2000, the Company's  short-term  borrowings totaled $46.8 million
and consisted primarily of short-term repurchase agreements utilized to leverage
certain investment  transactions  within several banks' security  portfolios and
certain customer repurchase  agreements.  At June 30, 2000, the Company also had
$4.9  million  outstanding  on its $40  million  revolving  credit  line with an
unaffiliated  bank. The  outstanding  balance on this credit line as of June 30,
1999 was $5.1  million  and $8.4  million at  December  31,  1999.  The  Company
continues to maintain the revolving  credit line for corporate  purposes such as
to provide  capital to fund  continued  growth at the Banks,  expansion of WAMC,
purchases of treasury stock,  possible future acquisitions and for other general
corporate matters.


                                     - 20 -
<PAGE>
LONG-TERM DEBT - TRUST PREFERRED SECURITIES

For each of the reporting  periods,  the long-term debt category included $31.05
million of 9.00% Cumulative Trust Preferred Securities, which were publicly sold
in an offering that was completed in October 1998. In June of 2000,  the Company
issued another $20.0 million of Trust  Preferred  Securities  bringing the total
long-term debt category to $51.05 million.  The June 2000 offering  consisted of
800,000 shares of $25.00 par value  securities  with a 10.50% interest rate. The
sale of the Trust Preferred Securities  increased Wintrust's  regulatory capital
and  provided  for and will  provide for the  continued  growth  of the  banking
franchise,   and  for   possible   future   acquisitions   of  other   banks  or
finance-related companies.

The ability to treat these Trust  Preferred  Securities  as  regulatory  capital
under  Federal  Reserve   guidelines,   coupled  with  the  Federal  income  tax
deductibility  of the related  interest  expense,  provides  the Company  with a
cost-effective  form  of  capital.  See  Note  4 to the  Unaudited  Consolidated
Financial  Statements  for  further  information  on the first  Trust  Preferred
Securities offering.

SHAREHOLDERS' EQUITY

Total  shareholders'  equity was $98.4  million at June 30,  2000 and  increased
$19.2 million since June 30, 1999 and $5.4 million since the end of 1999.  These
increases  were the result of the  Company's  corporate  earnings  offset by net
unrealized  losses  of  the  available-for-sale  security  portfolio,   dividend
payments and stock repurchases.  The annualized return on average equity for the
quarter  ended June 30, 2000  increased  to 13.86% as compared to 11.55% for the
prior year period.

The following table reflects  various  consolidated  measures of capital at June
30, 2000, December 31, 1999 and June 30, 1999:

<TABLE>
<CAPTION>
                                                                 June 30,             December 31,            June 30,
                                                                   2000                   1999                  1999
                                                           ----------------------  -------------------   --------------------
<S>                                                                     <C>                  <C>                    <C>
Leverage ratio                                                          6.9%                 7.1%                   7.2%
Ending tier 1 capital to risk-based asset ratio                         7.3%                 7.8%                   7.9%
Ending total capital to risk-based asset ratio                          8.9%                 8.4%                   8.9%
Dividend payout ratio                                                   6.9%                 0.0%                   0.0%
</TABLE>

On January 27, 2000,  Wintrust  declared its first  semi-annual cash dividend of
$0.05 per common share.  The dividend was paid on February 24, 2000.  Subsequent
to the end of the June  30,  2000  quarter,  the  Company  declared  its  second
semi-annual cash dividend of $0.05 per common share to shareholders of record as
of August 10, 2000 and  payable on August 24,  2000.  Additionally,  the Company
initiated a stock buyback  program  authorizing  the repurchase of up to 300,000
shares of its common  stock.  Through June 30, 2000,  the Company  repurchased a
total of 85,700 shares at an average price of $15.33 per share.

To be "adequately  capitalized",  an entity must maintain a leverage ratio of at
least 4.0%,  a Tier 1  risk-based  capital  ratio of at least 4.0%,  and a total
risk-based capital ratio of at least 8.0%. To be considered "well  capitalized,"
an entity must  maintain a leverage  ratio of at least 5.0%, a Tier 1 risk-based
capital ratio of at least 6.0%, and a total risk-based capital ratio of at least
10.0%.  At June 30, 2000, the Company was considered  "well  capitalized"  under
both  the  leverage  ratio  and the Tier 1  risk-based  capital  ratio,  and was
considered


                                     - 21 -
<PAGE>
"adequately capitalized" under the total risk-based capital ratio. The Company's
total  risk-based  capital ratio  increased  since the prior year end due to the
issuance of the Trust Preferred  Securities as discussed above in the "Long-term
Debt - Trust Preferred Securities" section of this report.

The Company  attempts to maintain an  efficient  capital  structure  in order to
provide  higher returns on equity.  Additional  capital is required from time to
time,  however,  to support  the growth of the  organization.  The  issuance  of
additional common stock or additional trust preferred securities are the primary
forms  of  capital  that the  Company  considers  as it  evaluates  its  capital
position.

ASSET QUALITY

Allowance for Possible Loan Losses
A  reconciliation  of the activity in the allowance for possible loan losses for
the  three  and six  months  ended  June 30,  2000 and 1999 is shown as  follows
(dollars in thousands):

<TABLE>
<CAPTION>
                                                              Three Months Ended                            Six Months Ended
                                                                   June 30,                                     June 30,
                                                          2000                 1999                  2000                  1999
                                                   -------------------     ----------------     -----------------     --------------
<S>                                                       <C>                   <C>                    <C>                   <C>
  Balance at beginning of period                          $  9,359              $ 7,518                $8,783                $7,034

 Provision for possible loan losses                          1,223                  933                 2,364                 1,717

 Charge-offs
  Core banking loans                                           316                  302                   446                   403
  Indirect automobile loans                                    320                  479                   631                   639
  Tricom receivables                                            73                   --                    73                    --
  Premium finance receivables                                  158                   95                   359                   190
                                                   -------------------     ----------------     -----------------     --------------
     Total charge-offs                                         867                  876                 1,509                 1,232
 Recoveries
  Core banking loans                                             3                    4                    11                    10
  Indirect automobile loans                                     30                   14                    73                    28
  Tricom receivables                                            --                   --                    --                    --
  Premium finance receivables                                   44                   84                    70                   120
                                                   -------------------     ----------------     -----------------     --------------
      Total recoveries                                          77                  102                   154                   158
                                                   -------------------     ----------------     -----------------     --------------

  Net charge-offs                                             (790)                (774)               (1,355)               (1,074)
                                                   -------------------     ----------------     -----------------     --------------

  Balance at June 30                                      $  9,792              $ 7,677                $9,792                $7,677
                                                   ===================     ================     =================     ==============

  Loans at June 30                                                                                 $1,400,824            $1,137,169
                                                                                                =================     ==============


  Allowance as a percentage of loans                                                                     0.70%                0.68%
                                                                                                =================     ==============

  Annualized net charge-offs as a percentage of average:
        Core banking loans                                                                               0.10%                0.12%
        Indirect automobile loans                                                                        0.45%                0.54%
        Premium finance receivables                                                                      0.23%                0.07%
                                                                                                -----------------     --------------
            Total loans                                                                                  0.20%                0.20%
                                                                                                =================     ==============
        Annualized provision for
            possible loan losses                                                                        57.32%               62.55%
                                                                                                =================     ==============
</TABLE>

                                     - 22 -
<PAGE>

Management  believes  that  the  loan  portfolio  is well  diversified  and well
secured,  without undue concentration in any specific risk area. Control of loan
quality is  continually  monitored by  management  and is reviewed by the Banks'
Board of Directors and their Credit  Committees on a monthly basis.  Independent
external review of the loan portfolio is provided by the examinations  conducted
by regulatory  authorities and an independent loan review performed by an entity
engaged by the Board of Directors.  The amount of additions to the allowance for
possible  loan losses,  which are charged to earnings  through the provision for
possible loan losses,  are determined  based on a variety of factors,  including
actual charge-offs during the year,  historical loss experience,  delinquent and
other potential  problem loans, and an evaluation of economic  conditions in the
market area.

The  provision  for  possible  loan losses  totaled  $1.2 million for the second
quarter of 2000, an increase of $290,000 from a year earlier.  For the first six
months of 2000, the provision  totaled $2.4 million and increased  $647,000,  or
38%, over the same period of 1999. The higher provision levels were necessary to
cover a 23% increase in loan  balances  compared to June 30,  1999.  For the six
months ended June 30, 2000, net  charge-offs  totaled $1.4 million and increased
from the $1.1 million of net charge-offs recorded in the same period of 1999. On
a ratio  basis,  net  charge-offs  as a  percentage  of average  loans  remained
consistent at 0.20% for the first six months of 2000 and 1999.

Management  believes the allowance for possible loan losses is adequate to cover
inherent  losses in the  portfolio.  There can be no  assurance,  however,  that
future losses will not exceed the amounts provided for, thereby affecting future
results of  operations.  The amount of future  additions  to the  allowance  for
possible loan losses will be dependent upon the economy,  changes in real estate
values,  interest rates, the view of regulatory agencies toward adequate reserve
levels, the level of past-due and non-performing loans, and other factors.


                                     - 23 -
<PAGE>
PAST DUE LOANS AND NON-PERFORMING ASSETS

The following table sets forth the Company's  non-performing assets at the dates
indicated.  The information in the table should be read in conjunction  with the
detailed discussion following the table (dollars in thousands).

<TABLE>
<CAPTION>
                                                            June 30,             December 31,              June 30,
                                                              2000                   1999                    1999
                                                              ----                   ----                    ----
<S>                                                             <C>                     <C>                    <C>
      Past Due greater than 90 days
           and still accruing:
            Core banking loans                                   $  438                  $  713                 $  413
            Indirect automobile loans                               362                     391                    168
            Premium finance receivables                           1,817                   1,523                  1,243
                                                      ---------------------  ----------------------  ---------------------
                Total                                             2,617                   2,627                  1,824
                                                      ---------------------  ----------------------  ---------------------

      Non-accrual loans:
            Core banking loans                                      626                   1,895                  1,478
            Indirect automobile loans                               391                     298                    307
            Premium finance receivables                           2,548                   2,145                  1,354
                                                      ---------------------  ----------------------  ---------------------
                Total non-accrual loans                           3,565                   4,338                  3,139
                                                      ---------------------  ----------------------  ---------------------

      Total non-performing loans:
            Core banking loans                                    1,064                   2,608                  1,891
            Indirect automobile loans                               753                     689                    475
            Premium finance receivables                           4,365                   3,668                  2,597
                                                      ---------------------  ----------------------  ---------------------
                Total non-performing loans                        6,182                   6,965                  4,963
                                                      ---------------------  ----------------------  ---------------------

      Other real estate owned                                         -                       -                      -
                                                      ---------------------  ----------------------  ---------------------

      Total non-performing assets                               $ 6,182                 $ 6,965                $ 4,963
                                                      =====================  ======================  =====================

      Total non-performing  loans by category as a percent of its own respective
        category:
            Core banking loans                                       0.12%                   0.32%                  0.28%
            Indirect automobile loans                                0.32%                   0.27%                  0.19%
            Premium finance receivables                              1.74%                   1.67%                  1.20%
                                                      ---------------------  ----------------------  ---------------------
               Total non-performing loans                            0.44%                   0.54%                  0.44%
                                                      ---------------------  ----------------------  ---------------------

      Total non-performing assets as a
          percentage of total assets                                 0.33%                   0.41%                  0.33%

      Allowance for possible loan losses as
        a percentage of non-performing loans                       158.40%                 126.10%                154.68%

</TABLE>


                                     - 24 -
<PAGE>
NON-PERFORMING CORE BANKING LOANS

Total  non-performing  loans for the Company's  core banking  business were $1.1
million,  or 0.12%, of the Company's core banking loans as of June 30, 2000, and
were down from the ratios of 0.32% as of December  31, 1999 and 0.28% as of June
30, 1999.  When comparing the June 30, 2000 total to the balance of $2.6 million
as of December 31, 1999, total  non-performing core loans declined $1.5 million.
Non-performing  core  banking  loans  consist  primarily  of a small  number  of
commercial and real estate loans, of which management  believes are well secured
and in the process of collection.  The small number of such non-performing loans
allows management the opportunity to monitor closely the status of these credits
and work with the borrowers to resolve these problems effectively.

Non-performing Premium Finance Receivables

The table below presents the level of non-performing premium finance receivables
as of June 30,  2000 and 1999,  and the  amount of net  charge-offs  for the six
months then ended.

<TABLE>
<CAPTION>
                                              As of and for the       As a                    As of and for the      As a
                                              six-months ended    % of Premium                six-months ended   % of Premium
                                                  6/30/00         Finance Rec.                    6/30/99        Finance Rec.
                                                  -------         ------------                    -------        ------------
<S>                                               <C>                <C>                         <C>                <C>
     Non-performing premium finance
          receivables                             $4,365,000         1.74%                       $2,597,000         1.20%

     Net charge-offs of premium
          finance receivables                        289,000         0.23%                           70,000         0.07%
</TABLE>

It is important to note that the ratio of net charge-offs is substantially  less
than the ratio of  non-performing  assets.  Management has a goal of maintaining
credit  losses for this  portfolio  at a level below 35 basis  points of average
premium  finance  loans  outstanding.  The recent  growth in the  portfolio  has
contributed   to  the  increase  in  delinquent   accounts  and  management  has
implemented   additional   collection  procedures  and  invested  in  additional
collection  staff and is  diligently  working to reduce the level of  delinquent
accounts.  It should be noted  that an  increase  in  delinquent  accounts  also
results in additional late charge income from the borrowers that helps to offset
the impact of the higher level of net charge-offs.

The ratio of non-performing  premium finance receivables  fluctuates  throughout
the year due to the nature  and  timing of  canceled  account  collections  from
insurance  carriers.  Due  to the  nature  of  collateral  for  premium  finance
receivables,  it customarily  takes 60-150 days to convert the  collateral  into
cash  collections.  Accordingly,  the level of  non-performing  premium  finance
receivables is not necessarily indicative of the loss inherent in the portfolio.
In the event of  default,  the  Company  has the power to cancel  the  insurance
policy and  collect  the  unearned  portion of the  premium  from the  insurance
carrier.  In the event of  cancellation,  the cash  returned  in  payment of the
unearned  premium by the insurer  should  generally be  sufficient  to cover the
receivable  balance,  the  interest and other  charges due. Due to  notification
requirements  and processing time by most insurance  carriers,  many receivables
will become delinquent beyond 90 days while the insurer is processing the return
of the unearned premium.  Management continues to accrue interest until maturity
as the unearned  premium is  ordinarily  sufficient  to pay-off the  outstanding
balance and contractual interest due.


                                     - 25 -
<PAGE>
Non-performing Indirect Automobile Loans

Total  non-performing  indirect automobile loans were $753,000 at June 30, 2000,
compared to $689,000 at December  31, 1999 and  $475,000 at June 30,  1999.  The
ratio of these  non-performing  loans has  increased  slightly to 0.32% of total
indirect  automobile  loans at June 30, 2000 from 0.27% at December 31, 1999 and
0.19% at June 30,  1999.  As noted in the  Allowance  for  Possible  Loan Losses
table, net charge-offs as a percent of total indirect automobile loans decreased
from 0.54% in the first half of 1999 to 0.45% in the first half of 2000. Despite
the increase in the level of non-performing  loans,  these ratios continue to be
below standard industry ratios for this type of loan category. However, based on
the impact of the current economic and competitive  environment surrounding this
portfolio,  management has begun to reduce the level of new loans originated and
is dedicating additional resources to reduce the level of delinquencies.

Potential Problem Loans

In addition to those loans  disclosed  under "Past Due Loans and  Non-performing
Assets,"  there  are  certain  loans  in  the  portfolio  which  management  has
identified,  through its problem loan  identification  system,  which  exhibit a
higher than  normal  credit  risk.  However,  these  loans are still  considered
performing and, accordingly,  are not included in non-performing loans. Examples
of these  potential  problem loans include  certain loans that are in a past-due
status,  loans with borrowers  that have recent  adverse  operating cash flow or
balance sheet trends, or loans with general risk  characteristics  that the loan
officer feels might  jeopardize  the future  timely  collection of principal and
interest payments.  Management's  review of the total loan portfolio to identify
loans where there is concern that the  borrower  will not be able to continue to
satisfy  present  loan  repayment  terms  includes  factors  such as  review  of
individual loans,  recent loss experience and current economic  conditions.  The
principal amount of potential problem loans as of June 30, 2000 and December 31,
1999 was approximately $17.1 million and $14.4 million, respectively.


LIQUIDITY

Wintrust manages the liquidity position of its banking operations to ensure that
sufficient  funds are available to meet  customers'  needs for loans and deposit
withdrawals.  The  liquidity to meet the demand is provided by maturing  assets,
sales of premium  finance  receivables,  liquid  assets that can be converted to
cash,  and the ability to attract  funds from  external  sources.  Liquid assets
refer to federal funds sold and to marketable,  unpledged securities,  which can
be quickly sold without material loss of principal.


INFLATION

A banking organization's assets and liabilities are primarily monetary.  Changes
in the  rate of  inflation  do not  have as great  an  impact  on the  financial
condition of a bank as do changes in interest rates. Moreover, interest rates do
not necessarily change at the same percentage,  as does inflation.  Accordingly,
changes in inflation are not expected to have a material  impact on the Company.
An analysis of the  Company's  asset and liability  structure  provides the best
indication of how the organization is positioned to respond to changing interest
rates.


                                     - 26 -
<PAGE>
FORWARD-LOOKING STATEMENTS

This document contains forward-looking  statements within the meaning of Section
27A of the  Securities  Act and Section 21E of the  Securities  Exchange  Act of
1934. The Company intends such  forward-looking  statements to be covered by the
safe harbor provisions for forward-looking  statements  contained in the Private
Securities  Litigation  Reform Act of 1995,  and is including this statement for
purposes  of  invoking  these  safe  harbor  provisions.   Such  forward-looking
statements may be deemed to include, among other things,  statements relating to
anticipated  improvements in financial  performance and  management's  long-term
performance goals, as well as statements  relating to the anticipated effects on
results of operations  and financial  condition  from  expected  development  or
events,  the Company's  business and growth  strategies,  including  anticipated
internal  growth,  plans to form additional de novo banks and to open new branch
offices, and to pursue additional potential development or acquisition of banks,
specialty  finance  or fee  related  businesses.  Actual  results  could  differ
materially from those addressed in the forward-looking statements as a result of
numerous factors, including the following:

o    The level of reported  net income,  return on average  assets and return on
     average  equity  for the  Company  will in the  near  term  continue  to be
     impacted by start-up costs associated with de novo bank formations,  branch
     openings, and expanded trust and investment  operations.  De novo banks may
     typically require 13 to 24 months of operations before becoming profitable,
     due to the impact of  organizational  and overhead  expenses,  the start-up
     phase  of  generating  deposits  and the  time lag  typically  involved  in
     redeploying  deposits  into  attractively  priced  loans and  other  higher
     yielding earning assets.  Similarly,  the expansion of trust and investment
     services through the Company's new trust  subsidiary,  WAMC, is expected to
     continue in a start-up  phase  during the next two years,  before  becoming
     profitable.
o    The  Company's  success to date has been and will  continue  to be strongly
     influenced  by  its  ability  to  attract  and  retain  senior   management
     experienced in banking and financial services.
o    Although  management  believes the  allowance  for possible  loan losses is
     adequate to absorb  losses that may develop in the  existing  portfolio  of
     loans and leases,  there can be no assurance  that the allowance will prove
     sufficient to cover actual future loan or lease losses.
o    If market interest rates should move contrary to the Company's gap position
     on interest earning assets and interest bearing liabilities, the "gap" will
     work  against  the Company and its net  interest  income may be  negatively
     affected.
o    The financial  services business is highly competitive which may affect the
     pricing of the Company's loan and deposit products as well as its services.
o    The Company's  ability to adapt  successfully to  technological  changes to
     compete effectively in the marketplace.
o    Unforeseen future events that may cause slower than anticipated development
     and  growth of the  Tricom  business,  changes  in the  temporary  staffing
     industry or difficulties integrating the Tricom acquisition.
o    The  Company may not  identify  attractive  opportunities  to expand in the
     future through  acquisitions of other community  banks,  specialty  finance
     companies  or  fee-based  businesses  or may  have  difficulty  negotiating
     potential acquisitions on terms considered acceptable to the Company.
o    Changes in the economic  environment,  competition,  or other factors,  may
     influence the anticipated growth rate of loans and deposits, the quality of
     the loan portfolio and loan and deposit pricing.


                                     - 27 -
<PAGE>
                                     ITEM 3
           QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISKS


As a continuing part of its financial  strategy,  the Company attempts to manage
the impact of fluctuations in market interest rates on net interest income. This
effort entails providing a reasonable balance between interest rate risk, credit
risk,  liquidity  risk and  maintenance  of  yield.  Asset-liability  management
policies are  established  and monitored by management in  conjunction  with the
boards of directors of the Banks,  subject to general oversight by the Company's
Board of Directors.  The policy establishes  guidelines for acceptable limits on
the  sensitivity  of the market  value of assets and  liabilities  to changes in
interest rates.

Derivative Financial Instruments
One method  utilized by financial  institutions to limit market risk is to enter
into  derivative  financial  instruments.   A  derivative  financial  instrument
includes interest rate swaps, interest rate caps and floors, futures,  forwards,
option contracts and other financial  instruments with similar  characteristics.
As of June 30, 2000, the Company had $315 million  notional  principal amount of
interest rate cap contracts that mature in September 2000 ($60 million), October
2000 ($60  million),  January 2001 ($60  million),  February 2001 ($55 million),
April 2001 ($60 million) and July 2001 ($20  million).  These  contracts,  which
have various strike rates measured  against the 91-day  treasury bill rate, were
purchased to mitigate the effect of rising rates on certain of its floating rate
deposit  products and fixed rate loan  products.  During 2000,  the Company also
entered  into  certain  covered  call  option  transactions  related  to certain
securities  held by the Company.  These  transactions  were  designed to utilize
excess  capital at certain banks and increase the total return  associated  with
holding  these  securities as earning  assets.  The Company may enter into other
derivative  financial  instruments in the future to more effectively  manage its
market risk.

Commitments To Extend Credit And Standby Letters Of Credit
In addition,  the Company is a party to financial  instruments  with off-balance
sheet risk in the normal course of business to meet the  financing  needs of its
customers.  These financial instruments include commitments to extend credit and
standby  letters of  credit.  These  instruments  involve,  to varying  degrees,
elements of credit and interest rate risk in excess of the amount  recognized in
the  consolidated  statements  of  condition.  Commitments  to extend credit are
agreements  to  lend to a  customer  as long as  there  is no  violation  on any
condition  established in the contract.  Commitments may require collateral from
the  borrower if deemed  necessary  by the Company  and  generally  have a fixed
expiration date. Standby letters of credit are conditional commitments issued by
the Banks to guarantee  the  performance  of a customer to a third party up to a
specified  amount and with specific terms and conditions.  Commitments to extend
credit and standby  letters of credit are not  recorded as an asset or liability
by the Company until the instrument is exercised.

Interest Rate Sensitivity Analysis
Interest rate sensitivity is the fluctuation in earnings  resulting from changes
in  market  interest  rates.   Wintrust   continuously  monitors  not  only  the
organization's  current net interest margin,  but also the historical  trends of
these margins. In addition, Wintrust also attempts to identify potential adverse
swings in net  interest  income in future  years,  as a result of interest  rate
movements,  by performing computerized simulation analysis of potential interest
rate  environments.  If a potential  adverse swing in net interest margin and/or
net income  were  identified,  management  then would take  appropriate  actions
within  its  asset/liability   structure  to  counter  these  potential  adverse
situations.  Please  refer to the "Net  Interest  Income"  section  for  further
discussion of the net interest margin.


                                     - 28 -
<PAGE>
The  Company's  exposure  to  market  risk is  reviewed  on a  regular  basis by
management  and the  boards  of  directors  of the Banks  and the  Company.  The
objective is to measure the effect on net income and to adjust balance sheet and
off-balance  sheet  instruments  to minimize the inherent risk while at the same
time maximize income. Tools used by management include a standard gap report and
a rate  simulation  model whereby changes in net interest income are measured in
the event of various changes in interest rate indices.  An institution with more
assets than  liabilities  repricing over a given time frame is considered  asset
sensitive and will generally benefit from rising rates and conversely,  a higher
level of repricing  liabilities versus assets would be beneficial in a declining
rate environment.  The following table illustrates the Company's gap position as
of June 30, 2000.

<TABLE>
<CAPTION>
                                                                            TIME TO MATURITY OR REPRICING
                                                                            -----------------------------
                                                 0-90             91-365              1-5           5+ YEARS
                                                 DAYS              DAYS              YEARS           & OTHER                TOTAL
                                                 ----              ----              -----           -------                -----
                                                                               (DOLLARS IN THOUSANDS)
ASSETS:
<S>                                            <C>              <C>                   <C>              <C>             <C>
   Loans, net of unearned income........         $610,263          $338,820           $422,128         $29,613         $ 1,400,824
   Securities...........................           63,702            19,501             97,173          38,985             219,361
   Interest-bearing bank deposits.......              189                 -                  -               -                 189
   Federal funds sold...................           67,658                 -                  -               -              67,658
   Other................................                -                 -                  -         175,437             175,437
                                            ---------------  ----------------   ----------------  --------------   -----------------
     Total rate sensitive assets (RSA)            741,812           358,321            519,301         244,035           1,863,469
                                            ===============  ================   ================  ==============   =================

LIABILITIES AND SHAREHOLDERS'
EQUITY:
   NOW..................................          154,056                 -                  -               -             154,056
   Savings and money market.............          344,580                 -                  -          14,772             359,352
   Time deposits........................          399,671           374,748            166,682             716             941,817
   Short term borrowings................           36,585            10,198                  -               -              46,783
   Notes payable........................            4,850                 -                  -               -               4,850
   Demand deposits & other
      liabilities.......................                -                 -                  -         207,203             207,203
   Trust preferred securities...........                -                 -                  -          51,050              51,050
   Shareholders' equity.................                -                 -                  -          98,358              98,358
                                            ---------------  ----------------   ----------------  --------------   -----------------
     Total rate sensitive liabilities
         and equity (RSL)...............          939,742           384,946            166,682         372,099           1,863,469
                                            ===============  ================   ================  ==============   =================
Cumulative gap, excluding interest
  rate caps (GAP = RSA - RSL)  (1)             $(197,930)       $ (224,555)           $128,064          $    -
                                            ===============  ================   ================  ==============

Cumulative RSA/RSL (1)..................         0.79               0.93               3.12
RSA/Total assets........................         0.40               0.19               0.28
RSL/Total assets (1)....................         0.50               0.21               0.09

GAP/Total assets (1)....................            (11)%             (12)%                7%
GAP/Cumulative RSA (1)..................            (27)%             (20)%                8%
------------------------------------------------------
<FN>
(1)  The gap amount and related  ratios do not  reflect  $315  million  notional
     amount of interest rate caps, as discussed on the following page.
</FN>
</TABLE>


                                     - 29 -
<PAGE>
While the gap position  illustrated  on the previous  page is a useful tool that
management  can  assess  for  general  positioning  of  the  Company's  and  its
subsidiaries'  balance  sheets,  it is only as of a point  in time  and does not
reflect the impact of off-balance sheet interest rate cap contracts.  As of June
30, 2000,  the Company had $315 million  notional  principal  amount of interest
rate caps that  reprice on a monthly  basis.  These  interest  rate caps,  which
mature in intervals  throughout  the next 12 months,  were purchased to mitigate
the effect of rising rates on certain  floating rate deposit  products and fixed
rate loan products. When the gap position in the above table is adjusted for the
impact of these  interest  rate caps,  the  Company's  short-term  gap  position
becomes  relatively  neutral  in that the level of rate  sensitive  assets  that
reprice  within  one  year  approximately  match  the  level  of rate  sensitive
liabilities that reprice within one year.

Management uses an additional  measurement tool to evaluate its  asset/liability
sensitivity which determines  exposure to changes in interest rates by measuring
the  percentage  change in net interest  income due to changes in interest rates
over a two-year  time  horizon.  Management  measures its exposure to changes in
interest rates using many different  interest rate scenarios.  One interest rate
scenario  utilized is to measure the  percentage  change in net interest  income
assuming an  instantaneous  permanent  parallel  shift in the yield curve of 200
basis points,  both upward and downward.  This analysis also includes the impact
of both interest rate cap agreements mentioned above. Utilizing this measurement
concept, the interest rate risk of the Company, expressed as a percentage change
in net interest  income over a two-year  time horizon due to changes in interest
rates, at June 30, 2000 and 1999, is as follows:


<TABLE>
<CAPTION>
                               AS OF JUNE 30, 2000
                               -------------------
                                                                                   +200 BASIS      -200 BASIS
                                                                                     POINTS          POINTS
                                                                                     ------          ------
<S>                                                                                       <C>            <C>
Percentage change in net interest income due to an immediate 200 basis point
  change in interest rates over a two-year time horizon....                               1.8%           (0.5%)
                                                                                ===============  ===============
</TABLE>


<TABLE>
<CAPTION>
                               AS OF JUNE 30, 1999
                               -------------------
                                                                                   +200 BASIS      -200 BASIS
                                                                                     POINTS          POINTS
                                                                                     ------          ------
<S>                                                                                       <C>              <C>
Percentage change in net interest income due to an immediate 200 basis point
  change in interest rates over a two-year time horizon....                               1.3%             0.6%
                                                                                ===============  ===============
</TABLE>


                                     - 30 -
<PAGE>
                                     PART II

ITEM 1: LEGAL PROCEEDINGS.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 2: CHANGES IN SECURITIES.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 3: DEFAULTS UPON SENIOR SECURITIES.

This item has been omitted from this Form 10-Q since it is inapplicable or would
contain a negative response.

ITEM 4: SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS.

(a) The Annual Meeting of Shareholders was held on May 25, 2000.

(c)  At the Annual Meeting of  Shareholders,  the following matter was submitted
     to a vote of the shareholders:

     (1)  The  election of eight Class I directors  to the Board of Directors to
          hold office for a three-year term.

<TABLE>
<CAPTION>
                                 Director                           Votes For          Withheld Authority
                                 --------                           ---------          ------------------
<S>                                                                 <C>                     <C>
               James E. Mahoney                                     6,820,922               265,575
               James B. McCarthy                                    6,783,110               303,387
               John W. Leopold                                      6,822,917               263,580
               Dorothy M. Mueller                                   6,799,020               287,477
               Thomas J. Neis                                       6,797,920               288,577
               J. Christopher Reyes                                 6,823,972               262,525
               Peter P. Rusin                                       6,772,935               313,562
               Edward J. Wehmer                                     6,817,358               269,139
</TABLE>


     (2)  To consider a proposal  to amend the  Wintrust  Financial  Corporation
          1997 Stock  Incentive  Plan to increase the number of shares of Common
          Stock authorized to be issued under the Plan by 450,000 shares.

<TABLE>
<CAPTION>
                Votes For                          Votes Against                       Abstentions
                ---------                          -------------                       -----------
<S>             <C>                                    <C>                                 <C>
                4,237,619                              735,312                             69,113
</TABLE>



ITEM 5: OTHER INFORMATION.

None.


                                     - 31 -
<PAGE>
ITEM 6:    EXHIBITS AND REPORTS ON FORM 8-K.

(a) Exhibits
    --------
4.1     Preferred   Securities  Guarantee  Agreement  by  and  between  Wintrust
        Financial  Corporation and Wilmington Trust Company dated June 14, 2000,
        relating to the 10.50% Cumulative Trust Preferred Securities of Wintrust
        Capital Trust II  (incorporated  by reference to Exhibit 4.7 of Form S-3
        Registration  Statement  (No.  333-37520)  filed with the Securities and
        Exchange Commission).

4.2     Indenture by and between Wintrust  Financial  Corporation and Wilmington
        Trust Company dated June 14, 2000,  relating to the 10.50%  Subordinated
        Debentures   issued  to  Wintrust  Capital  Trust  II  (incorporated  by
        reference  to  Exhibit  4.1 of  Form  S-3  Registration  Statement  (No.
        333-37520) filed with the Securities and Exchange Commission).

4.3     Amended and Restated  Trust  Agreement by and among  Wintrust  Financial
        Corporation,  Wilmington Trust Company and the  Administrative  Trustees
        named  therein  dated June 14, 2000,  relating to the 10.50%  Cumulative
        Trust Preferred Securities of Wintrust Capital Trust II (incorporated by
        reference  to  Exhibit  4.5 of  Form  S-3  Registration  Statement  (No.
        333-37520) filed with the Securities and Exchange Commission).

4.4     Form of Preferred  Security  Certificate  of Wintrust  Capital  Trust II
        (incorporated  by  reference  to  Exhibit  4.6 of Form S-3  Registration
        Statement  (No.  333-37520)  filed  with  the  Securities  and  Exchange
        Commission).

4.5     Form of Subordinated Debenture (incorporated by reference to Exhibit 4.2
        of Form  S-3  Registration  Statement  (No.  333-37520)  filed  with the
        Securities and Exchange Commission).

10.1    First Amendment To Wintrust  Financial  Corporation 1997 Stock Incentive
        Plan

27      Financial Data Schedule.


(b) Reports on Form 8-K.
    --------------------

No reports on Form 8-K were filed during the second quarter of 2000.


                                     - 32 -
<PAGE>
                                   SIGNATURES

Pursuant  to the  requirements  of the  Securities  Exchange  Act of  1934,  the
Registrant  has duly  caused  this  report  to be  signed  on its  behalf by the
undersigned, thereunto duly authorized.


                         WINTRUST FINANCIAL CORPORATION
                                  (Registrant)

Date: August 14, 2000                        /s/ Edward J. Wehmer
                                             --------------------
                                             President & Chief Executive Officer

Date: August 14, 2000                        /s/ David A. Dykstra
                                             --------------------
                                             Executive Vice President & Chief
                                             Financial Officer
                                             (Principal Financial and Accounting
                                              Officer)




                                     - 33 -
<PAGE>
                                  EXHIBIT INDEX



Exhibit 4.1         Preferred  Securities  Guarantee  Agreement  by and  between
                    Wintrust Financial  Corporation and Wilmington Trust Company
                    dated June 14, 2000, relating to the 10.50% Cumulative Trust
                    Preferred   Securities   of   Wintrust   Capital   Trust  II
                    (incorporated  by  reference  to  Exhibit  4.7 of  Form  S-3
                    Registration   Statement  (No.  333-37520)  filed  with  the
                    Securities and Exchange Commission).


Exhibit 4.2         Indenture by and between Wintrust Financial  Corporation and
                    Wilmington  Trust Company  dated June 14, 2000,  relating to
                    the  10.50%  Subordinated   Debentures  issued  to  Wintrust
                    Capital Trust II  (incorporated  by reference to Exhibit 4.1
                    of Form S-3  Registration  Statement (No.  333-37520)  filed
                    with the Securities and Exchange Commission).


Exhibit 4.3         Amended and Restated  Trust  Agreement by and among Wintrust
                    Financial  Corporation,  Wilmington  Trust  Company  and the
                    Administrative  Trustees  named therein dated June 14, 2000,
                    relating to the 10.50% Cumulative Trust Preferred Securities
                    of Wintrust  Capital Trust II  (incorporated by reference to
                    Exhibit  4.5  of  Form  S-3   Registration   Statement  (No.
                    333-37520)   filed   with  the   Securities   and   Exchange
                    Commission).


Exhibit 4.4         Form of Preferred  Security  Certificate of Wintrust Capital
                    Trust II  (incorporated  by reference to Exhibit 4.6 of Form
                    S-3  Registration  Statement (No.  333-37520) filed with the
                    Securities and Exchange Commission).


Exhibit 4.5         Form of Subordinated Debenture (incorporated by reference to
                    Exhibit  4.2  of  Form  S-3   Registration   Statement  (No.
                    333-37520)   filed   with  the   Securities   and   Exchange
                    Commission).



Exhibit 10.1        First Amendment To Wintrust Financial Corporation 1997 Stock
                    Incentive Plan


Exhibit 27          Financial Data Schedule



                                     - 34 -
<PAGE>


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