WINTRUST FINANCIAL CORP
10-Q, 1999-08-12
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, 1999
                         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, 8,172,793 shares, as of August 6, 1999.

<PAGE>
                                TABLE OF CONTENTS

                        PART I. -- FINANCIAL INFORMATION
                                                                            Page
                                                                            ----
ITEM 1.  Financial Statements.__________________________________________    1-7

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. _____________________________     31

         Signatures ____________________________________________________     32

         Exhibit Index _________________________________________________     33



<PAGE>
<TABLE>
<CAPTION>
                                     PART I
                           ITEM 1 FINANCIAL STATEMENTS

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CONDITION (UNAUDITED)
(In thousands)
                                                                      June 30,           December 31,          June 30,
                                                                        1999                 1998                1998
- ----------------------------------------------------------------------------------------------------------------------------
<S>                                                                      <C>                  <C>                 <C>
ASSETS
Cash and due from banks-non-interest bearing                             $  40,170            $  33,924           $  28,869
Federal funds sold                                                          56,640               18,539              31,235
Interest-bearing deposits with banks                                         3,047                7,863              33,096
Available-for-Sale securities, at fair value                               185,233              209,119             152,313
Held-to-Maturity securities, at amortized cost                                   -                5,000               5,001
Loans, net of unearned income                                            1,137,169              992,062             852,241
    Less: Allowance for possible loan losses                                 7,677                7,034               5,856
- ----------------------------------------------------------------------------------------------------------------------------
    Net loans                                                            1,129,492              985,028             846,385
Premises and equipment, net                                                 66,302               56,964              50,245
Accrued interest receivable and other assets                                32,912               30,082              27,756
Goodwill and organizational costs                                            1,343                1,529               1,646
- ----------------------------------------------------------------------------------------------------------------------------

    Total assets                                                       $ 1,515,139           $1,348,048          $1,176,546
============================================================================================================================


LIABILITIES AND SHAREHOLDERS' EQUITY
Deposits:
 Non-interest bearing                                                    $ 124,642            $ 131,309           $ 103,314
 Interest bearing                                                        1,210,083            1,097,845             960,276
- ----------------------------------------------------------------------------------------------------------------------------
    Total  deposits                                                      1,334,725            1,229,154           1,063,590

Short-term borrowings                                                       50,105                    -               1,056
Notes payable                                                                5,100                    -              26,603
Long-term debt - trust preferred securities                                 31,050               31,050                   -
Accrued interest payable and other liabilities                              14,977               12,639              14,314
- ----------------------------------------------------------------------------------------------------------------------------

    Total liabilities                                                    1,435,957            1,272,843           1,105,563
- ----------------------------------------------------------------------------------------------------------------------------

Shareholders' equity:
  Preferred stock                                                                -                    -                   -
  Common stock                                                               8,172                8,150               8,149
  Surplus                                                                   73,138               72,878              72,868
  Common stock warrants                                                        100                  100                 100
  Retained deficit                                                          (1,778)              (5,872)            (10,112)
  Accumulated other comprehensive loss                                        (450)                 (51)                (22)
- ----------------------------------------------------------------------------------------------------------------------------
    Total shareholders' equity                                              79,182               75,205              70,983
- ----------------------------------------------------------------------------------------------------------------------------

    Total liabilities and shareholders' equity                         $ 1,515,139          $ 1,348,048         $ 1,176,546
============================================================================================================================
</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,
                                                                 1999            1998             1999            1998
- -----------------------------------------------------------------------------------------------------------------------------
<S>                                                                 <C>            <C>             <C>              <C>
INTEREST INCOME
  Interest and fees on loans                                        $23,340        $18,233         $ 45,003         $ 34,600
  Interest bearing deposits with banks                                   50            791              121            1,781
  Federal funds sold                                                    377            445              570            1,259
  Securities                                                          2,347          1,978            4,698            3,707
- -----------------------------------------------------------------------------------------------------------------------------
    Total interest income                                            26,114         21,447           50,392           41,347
- -----------------------------------------------------------------------------------------------------------------------------

INTEREST EXPENSE
   Interest on deposits                                              13,216         12,090           25,766           23,604
   Interest on short-term borrowings and notes payable                  566            447              743              829
   Interest on long-term debt - trust preferred securities              734              -            1,469                -
- -----------------------------------------------------------------------------------------------------------------------------
     Total interest expense                                          14,516         12,537           27,978           24,433
- -----------------------------------------------------------------------------------------------------------------------------

NET INTEREST INCOME                                                  11,598          8,910           22,414           16,914
Provision for possible loan losses                                      933          1,073            1,717            2,340
- -----------------------------------------------------------------------------------------------------------------------------

Net interest income after provision for possible loan losses         10,665          7,837           20,697           14,574
- -----------------------------------------------------------------------------------------------------------------------------

NON-INTEREST INCOME
  Fees on mortgage loans sold                                           919          1,388            2,217            2,579
  Service charges on deposit accounts                                   347            243              681              454
  Trust fees                                                            250            202              475              368
  Gain on sale of premium finance receivables                           263              -              263                -
  Other                                                                 339            156              790              271
- -----------------------------------------------------------------------------------------------------------------------------
    Total non-interest income                                         2,118          1,989            4,426            3,672
- -----------------------------------------------------------------------------------------------------------------------------

NON-INTEREST EXPENSE
  Salaries and employee benefits                                      5,193          5,510           10,272            9,788
  Occupancy, net                                                        669            604            1,345            1,176
  Equipment expense                                                     702            531            1,330            1,026
  Data processing                                                       511            396              993              794
  Advertising and marketing                                             363            349              732              756
  Professional fees                                                     276            316              586              642
  Other                                                               1,814          1,761            3,806            3,217
- -----------------------------------------------------------------------------------------------------------------------------
    Total non-interest expense                                        9,528          9,467           19,064           17,399
- -----------------------------------------------------------------------------------------------------------------------------

Income before income taxes                                            3,255            359            6,059              847
Income tax expense (benefit)                                            995           (604)           1,965           (1,158)
- -----------------------------------------------------------------------------------------------------------------------------

NET INCOME                                                          $ 2,260         $  963          $ 4,094          $ 2,005
=============================================================================================================================
NET INCOME PER COMMON SHARE = BASIC                                  $ 0.28         $ 0.12           $ 0.50           $ 0.25
=============================================================================================================================
NET INCOME PER COMMON SHARE = DILUTED                                $ 0.27         $ 0.11           $ 0.48           $ 0.24
=============================================================================================================================

Weighted average common shares outstanding                            8,169          8,143            8,162            8,135
Dilutive potential common shares                                        335            368              330              344
- -----------------------------------------------------------------------------------------------------------------------------
Average common shares and dilutive common shares                      8,504          8,511            8,492            8,479
=============================================================================================================================
</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)

                                                                                                        Accumulated
                                                                                                            other
                                              Compre-                              Common     Retained     compre-        Total
                                              hensive     Common                   stock      earnings     hensive    shareholders'
                                              income       stock      Surplus     warrants    (deficit)  income (loss)   equity
- ------------------------------------------------------------------------------------------------------------------------------------
<S>                                             <C>         <C>        <C>             <C>      <C>              <C>       <C>
Balance at December 31, 1997                                $ 8,118    $ 72,646        $ 100    $(12,117)        $ 43      $ 68,790

Comprehensive Income:
Net income                                      $ 2,005           -           -            -       2,005            -         2,005
Other Comprehensive Income, net of tax:
   Unrealized losses on securities, net of
    reclassification adjustment                     (65)          -           -            -           -          (65)          (65)
                                            ------------
Comprehensive Income                            $ 1,940
                                            ------------

Common stock issued upon exercise
   of stock options                                              31         222            -           -            -           253

- --------------------------------------------            ----------------------------------------------------------------------------
Balance at June 30, 1998                                    $ 8,149    $ 72,868        $ 100    $(10,112)       $ (22)     $ 70,983
============================================            ============================================================================


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, 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
============================================            ============================================================================

                                                                                 Six Months Ended June 30,
                                                                                    1999        1998
Disclosure of reclassification amount:
Unrealized holding losses arising during the period                                   $ (399)      $ (65)
Less: Reclassification adjustment for gains or losses included in net income               -           -
                                                                                -------------------------
Unrealized losses on securities                                                       $ (399)      $ (65)
                                                                                -------------------------

</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)
                                                                                           Six Months Ended
                                                                                                June 30,
- -----------------------------------------------------------------------------------------------------------------------
                                                                                       1999                1998
- -----------------------------------------------------------------------------------------------------------------------
<S>                                                                                        <C>                 <C>
OPERATING ACTIVITIES:
  Net income                                                                               $ 4,094             $ 2,005
  Adjustments to reconcile net income to net cash
        used for, or provided by, operating activities:
    Provision for possible loan losses                                                       1,717               2,340
    Depreciation and amortization                                                            1,887               1,270
    Deferred income tax benefit                                                             (1,030)             (1,158)
    Net accretion/amortization of securities                                                  (489)               (145)
    Originations of mortgage loans held for sale                                          (163,430)           (175,930)
    Proceeds from sales of mortgage loans held for sale                                    169,915             173,545
    Gain on sale of premium finance receivables                                               (263)                  -
    Increase in other assets, net                                                           (1,665)            (11,772)
    Increase in other liabilities, net                                                       2,338               3,300
- -----------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY (USED FOR) OPERATING ACTIVITIES                                        13,074              (6,545)
- -----------------------------------------------------------------------------------------------------------------------

INVESTING ACTIVITIES:
  Proceeds from maturities of Available-for-Sale securities                                240,762             285,228
  Proceeds from maturities of Held-to-Maturity securities                                    5,000                   -
  Purchases of Available-for-Sale securities                                              (217,012)           (335,462)
  Proceeds from sale of premium finance receivables                                         20,343                   -
  Net decrease in interest-bearing deposits with banks                                       4,816              52,004
  Net increase in loans                                                                   (172,746)           (138,825)
  Purchases of premises and equipment, net                                                 (10,948)             (7,196)
- -----------------------------------------------------------------------------------------------------------------------
NET CASH USED FOR INVESTING ACTIVITIES                                                    (129,785)           (144,251)
- -----------------------------------------------------------------------------------------------------------------------

FINANCING ACTIVITIES:
  Increase in deposit accounts                                                             105,571             145,889
  Increase (decrease) in short-term borrowings, net                                         50,105             (34,437)
  Proceeds from notes payable                                                                5,100               6,201
  Common stock issued upon exercise of stock options                                           211                 253
  Common stock issued through employee stock purchase plan                                      71                   -
- -----------------------------------------------------------------------------------------------------------------------
NET CASH PROVIDED BY FINANCING ACTIVITIES                                                  161,058             117,906
- -----------------------------------------------------------------------------------------------------------------------
NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS                                        44,347             (32,890)
CASH AND CASH EQUIVALENTS AT BEGINNING OF YEAR                                              52,463              92,994
- -----------------------------------------------------------------------------------------------------------------------
CASH AND CASH EQUIVALENTS AT END OF YEAR                                                   $96,810            $ 60,104
=======================================================================================================================
</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  for  a  fair
presentation  of  results  as of the dates and for the  periods  covered  by the
consolidated financial statements.

Wintrust  is a  financial  services  holding  company  currently  engaged in the
business  of  providing   community   banking   services   through  its  banking
subsidiaries to customers in the Chicago metropolitan area and financing for the
payment of commercial insurance premiums ("premium finance  receivables"),  on a
national basis,  through its subsidiary,  First  Insurance  Funding  Corporation
("FIFC").  As of June 30, 1999,  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"). 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.

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,  1998.  Operating  results  for the  three 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.


(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.

                                     - 5 -
<PAGE>
(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,

                                                               1999               1998              1999             1998
                                                          ----------------   ---------------   ----------------  --------------

<S>                                                             <C>               <C>               <C>             <C>
Net income                               (A)                    $ 2,260           $  963            $ 4,094         $ 2,005
                                                         ================   ===============   ================  ==============

Average common shares outstanding        (B)                      8,169            8,143              8,162           8,135
Effect of dilutive common shares                                    335              368                330             344
                                                          ----------------   ---------------   ----------------  --------------

Weighted average common shares and
   effect of dilutive common shares      (C)                      8,504            8,511              8,492           8,479
                                                          ================   ===============   ================  ==============

Net income per average
   common share - Basic                 (A/B)                   $  0.28           $ 0.12             $ 0.50          $ 0.25
                                                          ================   ===============   ================  ==============

Net income per average
   common share - Diluted               (A/C)                   $  0.27           $ 0.11             $ 0.48          $ 0.24
                                                          ================   ===============   ================  ==============
</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 its offering of $31.05 million of 9.00%
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 offering
has 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 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, 1998.

(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.

                                     - 6 -
<PAGE>
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  is a summary of certain  operating  information  for  reportable
segments for the three and six- month  periods  ended June 30, 1999 and 1998 (in
thousands):


<TABLE>
<CAPTION>
                                                     For the Three Months                           For the Six Months
                                                        Ended June 30,                                Ended June 30,
                                                  1999                  1998                    1999                 1998
                                             ----------------      ----------------        ----------------     ----------------
<S>                                                <C>                   <C>                     <C>                  <C>
NET INTEREST INCOME:
Banking                                            $  10,965             $   8,384               $  21,021            $  15,708
Premium Finance                                        2,921                 2,239                   6,053                4,422
Indirect Auto                                          2,033                 1,270                   3,897                2,392
Trust                                                    124                    67                     232                  133
Inter-segment eliminations                           (3,678)               (2,646)                 (7,287)              (4,977)
Other                                                  (767)                 (404)                 (1,502)                (764)
                                             ----------------      ----------------        ----------------     ----------------
   Total                                           $  11,598             $   8,910               $  22,414            $  16,914
                                             ================      ================        ================     ================

NON-INTEREST INCOME:
Banking                                            $   1,761             $   1,878                $  3,901             $  3,471
Premium Finance                                          263                     -                     263                    -
Indirect Auto                                              -                     1                       -                    2
Trust                                                    250                   202                     475                  368
Inter-segment eliminations                             (156)                  (92)                   (213)                (169)
                                             ----------------      ----------------        ----------------     ----------------
   Total                                           $   2,118             $   1,989                $  4,426             $  3,672
                                             ================      ================        ================     ================

SEGMENT PROFIT (LOSS):
Banking                                            $   2,527             $   1,206                $  4,888             $  1,727
Premium Finance                                          939                   396                   1,883                  787
Indirect Auto                                            738                   400                   1,409                  739
Trust                                                  (180)                    46                   (412)                  124
Inter-segment eliminations                           (1,054)                  (56)                 (2,260)                 (16)
Other                                                  (710)               (1,029)                 (1,414)              (1,356)
                                             ----------------      ----------------        ----------------     ----------------
   Total                                           $   2,260              $    963                $  4,094             $  2,005
                                             ================      ================        ================     ================

SEGMENT ASSETS:
Banking                                           $1,540,944            $1,195,539
Premium Finance                                      280,019               216,658
Indirect Auto                                        254,608               173,253
Trust                                                  2,417                   411
Inter-segment eliminations                         (567,412)             (413,557)
Other                                                  4,563                 4,242
                                             ----------------      ----------------
   Total                                          $1,515,139            $1,176,546
                                             ================      ================
</TABLE>

                                     - 7 -
<PAGE>
                                     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,
1999,  compared  with December 31, 1998,  and June 30, 1998,  and the results of
operations  for the three and  six-month  periods  ended June 30,  1999 and 1998
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 eight years,
with an  average  life of its six  subsidiary  banks of less  than  four  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 and FIFC 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 Banks, as they mature,  offset by the significant  costs of
opening new banks and branch facilities.  The Company's experience has been that
it  generally  takes  13-24  months for new  banking  offices  to first  achieve
operational  profitability.  Similarly,  management currently expects a start-up
phase for WAMC of a few 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 and Crystal Lake 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 is
planning to open a new  full-service  branch  facility in south  Crystal Lake in
September  1999.  In April and May 1998,  North  Shore  Bank  opened  new branch
facilities in Wilmette and Glencoe, Illinois,  respectively,  and is planning to
open a new branch  facility in September  1999 in Skokie,  Illinois.  In October
1998,  the  Libertyville  Bank opened a new branch  facility  that is located in
south Libertyville,  which is near Vernon Hills, Illinois. In December 1998, the
Lake Forest Bank opened a new branch in the newly  constructed,  upscale  senior
housing  development  known as Lake Forest  Place.  Also in late 1998,  Hinsdale
Bank's Western  Springs  operation  moved into its new,  permanent  full-service
facility.  Expenses related to these new banking  operations and the start-up of
WAMC  predominantly  impact only the 1999  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  capacity within each of the Banks and FIFC. One aspect of
this strategy is to continue to pursue specialized  earning asset niches, and to
shift the

                                     - 8 -
<PAGE>
mix of earning  assets to  higher-yielding  loans.  In  addition  to Lake Forest
Bank's July 1998  acquisition of the  operations of a small business  engaged in
medical and municipal equipment leasing,  the Company may pursue acquisitions of
other  specialty  finance  businesses that generate assets that are suitable for
bank investment  and/or  secondary  market sales. To further balance growth with
increased earnings, management will continue to focus on less aggressive deposit
pricing at the Banks that have more established customer bases.

With the  formation  of WAMC,  the  Company  intends  to  expand  the  trust and
investment  management  services that have already been provided during the past
several  years  through the trust  department  of the Lake Forest  Bank.  With a
separately  chartered trust  subsidiary,  the Company is now 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  will be  offered  by  WAMC's
experienced trust  professionals.  During the fourth quarter of 1998, WAMC added
experienced  trust   professionals  at  North  Shore  Bank,  Hinsdale  Bank  and
Barrington Bank. As in the past, a full complement of trust  professionals  will
continue to operate from offices at the Lake Forest  Bank.  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
is expected to cause  relatively  high overhead  levels when compared to initial
fee income  generated  by WAMC.  The  overhead  will  consist  primarily  of the
salaries and benefits of experienced trust professionals. Management anticipates
that WAMC will be  successful  in  attracting  trust  business over the next few
years, to a level that trust fees absorb the overhead of WAMC at that time.

RESULTS OF OPERATIONS

EARNINGS SUMMARY

Net income for the quarter ended June 30, 1999 totaled $2.3 million, an increase
of $1.3 million, or 135%, over the second quarter of 1998. Net income per common
share,  on a diluted  basis,  totaled $0.27 per share for the second  quarter of
1999, compared to $0.11 per share for the second quarter of 1998, an increase of
$0.16 per share, or 145%.  Excluding the impact of the prior year  non-recurring
$1.0  million  pre-tax  charge  related to  severance  amounts due to the former
Chairman and Chief Executive  Officer and certain related legal fees, net income
for the second quarter of 1999 increased $684,000, or 43%, and $0.08 per diluted
common share.

For the six months ended June 30, 1999,  net income  totaled  $4.1  million,  or
$0.48 per diluted common share, an increase of $2.1 million,  or 104%, and $0.24
per diluted  share,  when compared to the same period in 1998.  Exclusive of the
prior year  non-recurring  charge  mentioned  above,  net income  increased $1.5
million,  or 56%, and $0.17 per diluted common share,  when compared to the same
period in 1998.

A  significant  factor  that  contributed  to the prior  year net income was the
recognition of income tax benefits from the  realization of previously  unvalued
tax loss  benefits.  Due to the prior  year  recognition  of tax  benefits,  the
Company's  true  growth in  profitability  over the past  year has been  masked.
Therefore,  a comparison of pre-tax  operating income is more  representative of
the Company's  improvement in operating results.  On a pre-tax basis,  operating
income  totaled $3.3 million for the second quarter of 1999, an increase of $1.9
million,  or

                                     - 9 -
<PAGE>
140%,  over the prior year  quarter,  exclusive of the prior year  non-recurring
charge. For the first six months of 1999,  operating income totaled $6.1 million
and increased $4.2 million,  or 228%,  over the prior year period,  exclusive of
the prior year non-recurring  charge. This significant  improvement in operating
results has primarily  been the result of enhanced  performance of the Company's
more established subsidiaries.

NET INTEREST INCOME

The following  tables  present a summary of Wintrust's  net interest  income and
related net interest margin for the three and six months ended June 30, 1999 and
1998, calculated on a tax equivalent basis (dollars in thousands):

<TABLE>
<CAPTION>
                                                      For the Quarter Ended                       For the Quarter Ended
                                                          June 30, 1999                               June 30, 1998
                                             -----------------------------------------    ---------------------------------------
                                                  Average      Interest       Rate            Average       Interest      Rate
                                             ---------------- ------------- ----------    --------------- ------------- ---------
<S>                                            <C>              <C>            <C>          <C>             <C>            <C>
Liquidity management assets (1) (2)            $   213,506      $  2,776       5.22%        $  227,532      $  3,214       5.67%
Loans, net of unearned income (2)                1,108,933        23,390       8.46            811,016        18,255       9.03
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                          1,322,439        26,166       7.94%         1,038,548        21,469       8.29%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                        1,150,344        13,216       4.61%           924,902        12,090       5.24%
Short-term borrowings and notes payable             55,400           566       4.10             27,865           447       6.43
Long-term debt - trust preferred securities         31,050           734       9.46                 -             -          -
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities            1,236,794        14,516       4.71%           952,767        12,537       5.28%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                              $ 11,650                                     $ 8,932
                                                              =============                               =============
Net interest margin                                                            3.53%                                       3.45%
                                                                            ==========                                  =========


                                                     For the Six Months Ended                    For the Six Months Ended
                                                          June 30, 1999                               June 30, 1998
                                             -----------------------------------------    ---------------------------------------
                                                  Average      Interest       Rate            Average       Interest      Rate
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Liquidity management assets (1) (2)            $   207,772      $  5,394       5.24%        $  240,053       $ 6,747       5.67%
Loans, net of unearned income (2)                1,068,225        45,090       8.51            770,256        34,643       9.07
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total earning assets                          1,275,997        50,484       7.98%         1,010,309        41,390       8.26%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Interest-bearing deposits                        1,122,122        25,766       4.63%           901,277        23,604       5.28%
Short-term borrowings and notes payable             36,340           743       4.12             25,067           829       6.67
Long-term debt - trust preferred securities         31,050         1,469       9.46                 -             -          -
                                             ---------------- ------------- ----------    --------------- ------------- ---------
   Total interest-bearing liabilities            1,189,512        27,978       4.74%           926,344        24,433       5.32%
                                             ---------------- ------------- ----------    --------------- ------------- ---------

Tax equivalent net interest income                              $ 22,506                                    $ 16,957
                                                              =============                               =============
Net interest margin                                                            3.56%                                       3.38%
                                                                            ==========                                  =========
- -------------------------------
<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
     34%. This total  adjustment  is $52,000 and $22,000 for the quarters  ended
     June 30,  1999 and 1998,  respectively,  and  $92,000  and  $43,000 for the
     six-month periods ended June 30, 1999 and 1998, respectively.
</FN>
</TABLE>

                                     - 10 -
<PAGE>
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.

Tax equivalent  net interest  income for the quarter ended June 30, 1999 totaled
$11.6  million,  an  increase of $2.7  million,  or 30%, as compared to the $8.9
million  recorded  in the same  quarter of 1998.  This  increase  was mainly the
result of loan growth coupled with a decline in overall funding cost rates.  Tax
equivalent  interest  and fees on loans  for the  quarter  ended  June 30,  1999
totaled $23.4 million,  an increase of $5.1 million, or 28%, over the prior year
quarterly total of $18.3 million.  This growth was  predominantly  due to a $298
million, or 37%, increase in average total loans.

For the second quarter of 1999, the net interest margin was 3.53% and improved 8
basis  points over the margin of 3.45% in the prior year  quarter.  The core net
interest  margin,  which excludes the net impact of the 9.00%  Cumulative  Trust
Preferred Securities offering and certain  discretionary  investment  leveraging
transactions,  was 3.62% for the second quarter of 1999, an increase of 17 basis
points  over the core net  interest  margin of 3.45% for the  second  quarter of
1998.  The  improved  margin  was  mostly  the  result  of lower  rates  paid on
interest-bearing  deposits  and a higher  proportion  of average  loans to total
average  earning assets.  The rate paid on  interest-bearing  deposits  averaged
4.61% for the second  quarter of 1999 versus 5.24% for the same quarter in 1998,
a decline  of 63 basis  points.  This  decline  was  caused by a general  market
decline in rates coupled with management's decision to be less aggressive on its
deposit pricing at the more mature banks. The rate paid on short-term borrowings
and notes payable declined to 4.10% in the second quarter of 1999 as compared to
6.43% in the same  quarter of 1998.  A change in  composition  of this  category
coupled with a general  decline in market rates were the primary factors causing
this 233 basis point decline.  In 1998, most of this category's  average balance
comprised  notes payable under a line of credit  agreement with an  unaffiliated
bank at an interest rate based on 125 basis points over the LIBOR rate. In 1999,
this category's  average balance was mainly  comprised of short-term  repurchase
agreements,  which  generally have lower rates when compared to the terms of the
line of credit agreement.

Although the second  quarter  1999 loan yield  declined 57 basis points to 8.46%
when  compared to the 1998 second  quarter  yield of 9.03%,  the  proportion  of
average loans to average total earning  assets  increased from 78% in the second
quarter  of 1998 to 84% in the  second  quarter  of  1999.  This  improved  loan
proportion  creates a higher net interest  margin,  as loans earn  interest at a
higher rate than other earning assets.  The loan yield declined when compared to
the prior year quarter due mainly to reductions in the prime lending rate during
the last half of 1998 and competitive  pressures on commercial  loan rates.  The
yield on total  earning  assets  for the  second  quarter  of 1999 was  7.94% as
compared to 8.29% in 1998; the decline of 35 basis points due to lower yields on
both  loans and  liquidity  management  assets,  offset  somewhat  by the higher
proportion of average total loans.

For the first six months of 1999,  tax  equivalent  net interest  income totaled
$22.5  million  and  increased  $5.5  million,  or 33%,  over the $17.0  million
recorded  in the same  period of 1998.  This  increase  was also mainly due to a
combination  of loan growth and lower  funding cost rates.  Interest and fees on
loans, on a tax equivalent basis, totaled $45.1 million for the first six months
of 1999,  and  increased  $10.4  million,  or 30%, over the same period of 1998.
Average loans for the first six months of 1999 grew $298  million,  or 39%, over
the average for the first six months of 1998.  The net  interest  margin for the
first six months of 1999 was 3.56%, an increase of 18 basis points when compared
to the same period in 1998. The core net interest margin was 3.65% for the first
six months of 1999 and  increased  27 basis  points over the prior year  period.
Consistent  with the second  quarter

                                     - 11 -
<PAGE>
margin improvement as noted earlier, the year-to-date margin increase was mainly
the result of loan growth and a decline in funding cost rates.  The year-to-date
loan yield declined 56 basis points to 8.51%, which was more than offset by a 65
basis point decline in the interest-bearing deposits rate to 4.63%.

In early  October  1998,  the  Company  completed  its  9.00%  Cumulative  Trust
Preferred  Securities  offering  totaling $31.05 million,  which is reflected as
long-term  debt in the above table.  The effective  rate of 9.46% is higher than
the 9.00%  coupon rate of the  securities  as it reflects  the  amortization  of
offering costs,  including  underwriting  fees, legal and professional fees, and
other related costs.  These  securities  are  considered  capital for regulatory
purposes and the interest is deductible for tax purposes. The proceeds from this
offering  have  provided  for, and will  continue to provide for, the  Company's
growth and expansion.

The following table presents a  reconciliation  of Wintrust's tax equivalent net
interest  income,  calculated  on a tax  equivalent  basis,  for the  three  and
six-month  periods  between June 30, 1998 and June 30, 1999. 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, 1998....          $  8,932      $ 16,957
    Change due to average earning assets fluctuations (volume)...........             2,442         4,453
    Change due to interest rate fluctuations (rate)......................               207           902
    Change due to rate/volume fluctuations (mix).........................                69           194
                                                                                  ------------  ------------
Tax equivalent net interest income for the period ended June 30, 1999...           $ 11,650      $ 22,506
                                                                                  ============  ============
</TABLE>
NON-INTEREST INCOME

For the second  quarter of 1999,  non-interest  income  totaled $2.1 million and
increased $129,000, or 6%, over the prior year quarter. For the first six months
of 1999,  non-interest  income totaled $4.4 million and increased  $754,000,  or
21%, when compared to the same period in 1998.  These  increases were mainly the
result of gains from the sale of premium  finance  receivables,  increased trust
fees,  higher levels of deposit  service charges and and income from call option
transactions  related  to  certain  securities  held by the  Company.  Partially
offsetting  these  increases was a second  quarter 1999 decline in fees from the
sale of mortgage loans, as further explained below. The following table presents
non-interest income by category (in thousands):

<TABLE>
<CAPTION>
                                                               Three Months Ended                        Six Months Ended
                                                                    June 30,                                 June 30,
                                                       -----------------------------------      ----------------------------------
                                                             1999               1998                 1999                1998
                                                       -----------------   ----------------     ----------------    ---------------
<S>                                                            <C>               <C>                  <C>                <C>
Fees on mortgage loans sold                                    $  919            $ 1,388              $ 2,217            $ 2,579
Service charges on deposit accounts                               347                243                  681                454
Trust fees                                                        250                202                  475                368
Gain on sale of premium finance receivables                       263                -                    263                -
Securities gains, net                                             -                  -                    -                  -
Other income                                                      339                156                  790                271
                                                       -----------------   ----------------     ----------------    ---------------
     Total non-interest income                                $ 2,118            $ 1,989              $ 4,426            $ 3,672
                                                       =================   ================     ================    ===============
</TABLE>

                                     - 12 -
<PAGE>
Fees on  mortgage  loans sold  includes  income  from  originating  and  selling
residential real estate loans into the secondary  market,  the majority of which
are sold without  retaining  servicing  rights.  For the quarter  ended June 30,
1999, these fees totaled $919,000 and declined  $469,000,  or 34%, from the 1998
quarterly  total.  For the first six months of 1999, fees on mortgage loans sold
totaled $2.2 million and declined  $362,000,  or 14%,  when compared to the same
period in 1998.  These declines were due to lower  mortgage  volumes and related
refinancing  activity  in the  second  quarter  of  1999  caused  by the  recent
increases in mortgage interest rates. Accordingly, future fee income on mortgage
loans sold is not expected to be at the levels that were experienced in the last
half of 1998.

During  the  second  quarter  of 1999,  approximately  $20.3  million of premium
finance  receivables  were sold to an unrelated  third party and resulted in the
recognition  of a $263,000  gain.  It is possible  that similar  future sales of
premium  finance  receivables  may occur  depending  on the level of new  volume
growth in  relation  to the  desired  capacity  within  the  Wintrust  bank loan
portfolios.

Service charges on deposit  accounts  totaled $347,000 for the second quarter of
1999 and increased $104,000 when compared to the 1998 quarter. For the first six
months of 1999,  deposit service charges totaled $681,000 and increased $227,000
when compared to the same period of 1998.  These  increases were due to a higher
deposit  base and a larger  number of accounts at both the more mature banks and
the newer de novo banks.  The  majority  of deposit  service  charges  relate 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  $250,000 for the second quarter of 1999, a $48,000,  or 24%,
increase over the same quarter of 1998. For the first six months of 1999,  trust
fees totaled  $475,000 and increased  $107,000,  or 29%, over the same period of
1998. These increases were mainly the result of new business development efforts
generated  from a larger staff of  experienced  trust  officers.  The Company 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 a few years.  For
further  discussion  of the  start-up  of WAMC and the  expansion  of trust  and
investment services, please refer to the previous Overview and Strategy section.

During  1999,  the Company  recognized  premium  income from certain call option
transactions  totaling $63,000 and $236,000 for the three and six-month  periods
ended June 30, 1999,  respectively.  These transactions were designed to utilize
excess  capital at certain  banks,  increase  the total return  associated  with
holding certain  securities as earning assets,  and yield additional fee income.
This  income is included in the  category  of other  non-interest  income in the
Consolidated  Statements  of  Income,  and  was a  significant  factor  for  the
increases  in this  category  when  compared  to the prior year  periods.  Other
non-interest income for the three and six-month periods ended June 30, 1999 also
included  $77,000 and $107,000,  respectively,  of rental income from  equipment
leased  through the Medical and  Municipal  Funding  division of the Lake Forest
Bank.

                                     - 13 -
<PAGE>
NON-INTEREST EXPENSE

Non-interest  expense for the second  quarter of 1999  totaled  $9.5 million and
increased  $1.1  million,  or 13%,  from the second  quarter  1998 total of $8.5
million,  excluding the previously  mentioned  non-recurring $1.0 million charge
recorded in 1998. For the first six months of 1999, non-interest expense totaled
$19.1  million and increased  $2.7  million,  or 16%, when compared to the prior
year period and excluding the  non-recurring  charge.  The continued  growth and
expansion  of the de  novo  banks  and the  development  of the  new  trust  and
investment subsidiary were the primary causes for this increase.  Since June 30,
1998,  total  deposits  have grown 25% and total loan  balances  have risen 33%,
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,
                                                    ------------------------------------       -----------------------------------
                                                           1999               1998                   1999               1998
                                                    -------------------  ----------------      -----------------  -----------------
<S>                                                          <C>               <C>                   <C>                <C>
    Salaries and employee benefits                           $ 5,193           $ 5,510               $ 10,272           $  9,788
    Occupancy, net                                               669               604                  1,345              1,176
    Equipment expense                                            702               531                  1,330              1,026
    Data processing                                              511               396                    993                794
    Advertising and marketing                                    363               349                    732                756
    Professional fees                                            276               316                    586                642
    Other                                                      1,814             1,761                  3,806              3,217
                                                    -------------------  ----------------      -----------------  -----------------
         Total non-interest expense                          $ 9,528           $ 9,467               $ 19,064           $ 17,399
                                                    ===================  ================      =================  =================
</TABLE>

Salaries and employee  benefits  expense for the second  quarter of 1999 totaled
$5.2 million,  a decline of $317,000,  or 6%, from same quarter of 1998. For the
first six months of 1999,  salaries and employee  benefits totaled $10.3 million
and increased $484,000,  or 5%, when compared to the 1998 period.  Approximately
$900,000 of the $1.0 million non-recurring charge recorded in the second quarter
of 1998 related to a severance accrual and, excluding this charge, the quarterly
and  year-to-date  increases over the 1998 periods would have been $583,000,  or
13%, and $1.4 million, or 16%, respectively.  These increases were primarily due
to growth in the Company and the hiring of experienced  trust  professionals for
the new WAMC subsidiary.  As a percent of average total assets, on an annualized
basis,  salaries  and employee  benefits  were 1.48% for the first six months of
1999,  an  improvement  from  1.62% in the same  period of 1998,  excluding  the
non-recurring charge.

For the second  quarter of 1999,  occupancy  costs,  equipment  expense and data
processing   increased  $65,000  (11%),   $171,000  (32%)  and  $115,000  (29%),
respectively,  over the second quarter 1998 totals.  For the first six months of
1999, the respective increases were $169,000 (14%),  $304,000 (30%) and $199,000
(25%).  These  increases  were due mainly to the opening of new  facilities,  as
discussed in the Overview and Strategy  section,  and the general  growth of the
Company's customer base.

Other non-interest expense for the first six months of 1999 totaled $3.8 million
and increased $589,000, or 18%, due mainly to the opening of several new banking
facilities  combined  with the general  growth of the  Company and its  customer
base,  including the related higher levels of loan and deposit activities.  This
category  of expense  includes  the  amortization  of  organizational  costs and
intangible assets, loan expenses,  correspondent bank service charges,  postage,
insurance,  stationary and supplies and other sundry  expenses.  This category's
year-to-date   1999  total   included   approximately   $200,000  of  previously
unamortized  deferred  organizational

                                     - 14 -
<PAGE>
costs,  which were expensed in the first quarter of 1999 in connection  with the
required  adoption of Statement  of Position  98-5,  "Reporting  on the Costs of
Start-up Activities".  This new accounting principle,  which became effective as
of January 1, 1999,  required  companies  to  write-off  previously  capitalized
start-up costs and expense future  start-up costs as incurred.  In the first six
months of 1998,  approximately  $44,000 was expensed for the normal amortization
of deferred organizational costs.

Despite  this  growth  and the  related  increases  in many of the  non-interest
expense  categories,  Wintrust's ratio of non-interest  expense to total average
assets  declined  from 2.97% for the first six months of 1998,  exclusive of the
previously mentioned  non-recurring charge, to 2.74% for the first six months of
1999, and is favorable to the Company's most recent peer group ratio.


INCOME TAXES

The Company  recorded  income tax expense of $995,000 for the three months ended
June 30, 1999 versus the  realization of $604,000 in income tax benefits for the
same  period  of 1998.  For the first six  months  of 1999,  approximately  $2.0
million of income tax expense was recorded versus  approximately $1.2 million of
income tax  benefits in the prior year  period.  Prior to the  September 1, 1996
merger transaction that formed Wintrust,  each of the merging companies,  except
Lake Forest Bank, had net operating  losses and, based upon the start-up  nature
of the  organization,  there was not  sufficient  evidence  to justify  the full
realization  of  the  net  deferred  tax  assets   generated  by  those  losses.
Accordingly,  during 1996, certain valuation allowances were established against
deferred  tax assets with the  combined  result  being that a minimal  amount of
federal tax expense or benefit was recorded.  As the entities become profitable,
the  recognition  of  previously  unvalued tax loss benefits  become  available,
subject to certain limitations,  to offset tax expense generated from profitable
operations.  The income tax  benefits  recorded  in the 1998  periods  reflected
management's  determination  that certain of the subsidiaries'  earnings history
and  projected  future  earnings  were  sufficient  to make a judgment  that the
realization  of a portion of the net deferred tax assets not  previously  valued
was more likely than not to occur.  The income tax expense recorded in the three
and six-month  periods of 1999 also included the  realization  of  approximately
$225,000 and $300,000,  respectively,  of remaining  income tax  benefits.  As a
result, full recognition of these net operating losses, for financial accounting
purposes, has been completed.


OPERATING SEGMENT RESULTS

As shown  in Note 5 to the  Unaudited  Consolidated  Financial  Statements,  the
Company's operations consist of four primary segments: banking, premium finance,
indirect auto, 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 1999,
the banking segment's net interest income totaled $11.0 million,  an increase of
$2.6  million,  or 31%,  as compared  to the $8.4  million  recorded in the same
quarter of 1998.  On a  year-to-date  basis,  the banking  segment net  interest
income totaled $21.0 million and increased $5.3 million,  or 34%, as compared to
the 1998 period. These increases were the direct result of earning asset growth,
particularly  in the loan  portfolio,  as earlier  discussed in the Net Interest
Income section.  The banking segment's  non-interest income totaled $1.8 million
for the  second  quarter of 1999,  a decline of  $117,000,  or 6%,  over  second
quarter of 1998 due to a drop in fees on mortgage loans sold, which was somewhat
offset by higher deposit service charges. On a year-to-date basis,  non-interest
income totaled $3.9 million and increased $430,000, or 12%, when compared to the
prior  year  period.  This  increase  was due

                                     - 15 -
<PAGE>
mainly to higher  deposit  service  charges on a larger deposit base and premium
income from certain call option transactions, offset by a lower level of fees on
mortgage  loans sold,  as discussed  earlier.  The banking  segment's  after-tax
profit for the quarter ended June 30, 1999 totaled $2.5 million,  an increase of
$1.3  million,  or 110%, as compared to the prior year  quarterly  total of $1.2
million.  For the first six months of 1999,  after-tax  operating profit for the
banking segment  totaled $4.9 million and increased $3.2 million,  or 183%, over
the same period in 1998.  This  improved  profitability  was caused  mainly from
higher levels of net interest  income and  non-interest  income created from the
continued growth and maturation of the more established de novo banks.

Net interest  income from the premium  finance  segment totaled $2.9 million for
the quarter ended June 30, 1999, an increase of $682,000,  or 30%, over the $2.2
million  recorded in the same  quarter of 1998.  On a  year-to-date  basis,  the
premium  finance  segment net interest income totaled $6.1 million and increased
$1.6 million, or 37%, over the same period in 1998.  Non-interest income for the
six months ended June 30, 1999 totaled  $263,000 as a result of a second quarter
gain  from  the sale of  premium  finance  receivables,  as  mentioned  earlier.
After-tax  profit for the premium  finance  segment  totaled  $939,000  and $1.9
million for the three and six-month  periods ended June 30, 1999,  respectively,
and increased $543,000, or 137%, and $1.1 million, or 139%,  respectively,  over
the same periods of 1998.  These  increases  were due mostly to higher levels of
premium  finance  receivables  created from new product  offerings  and targeted
marketing  programs,  the gain of $263,000 from the sale of receivables  and the
control of servicing costs from enhanced systems capabilities and capacity.

The indirect auto segment  recorded $2.0 million of net interest  income for the
second quarter of 1999, an increase of $763,000, or 60%, as compared to the 1998
quarterly total of $1.3 million.  On a year-to-date  basis,  net interest income
totaled $3.9 million and increased  $1.5  million,  or 63% over the 1998 period.
After-tax  segment  profit  totaled  $738,000 and $1.4 million for the three and
six-month periods ended June 30, 1999,  respectively,  increases of $338,000, or
85%, and $670,000,  or 91%,  respectively,  when compared to the same periods of
1998.  These increases were caused by growth in outstanding  indirect auto loans
resulting  from higher  origination  volumes from both existing  dealers and new
dealer relationships.

The trust  segment  recorded  non-interest  income of  $250,000  for the  second
quarter  of 1999 as  compared  to  $202,000  for the same  quarter  of 1998,  an
increase  of  48,000,  or 24%.  For the first six  months of 1999,  non-interest
income for the trust segment totaled  $475,000 and increased  $107,000,  or 29%,
over the 1998 total. These increases were the result of new business development
efforts by a larger staff of experienced trust  professionals that were hired in
connection  with the start-up of WAMC. The trust segment  after-tax loss totaled
$180,000 and $412,000 for the three and  six-month  periods ended June 30, 1999,
respectively, as compared to after-tax profit totals of $46,000 and $124,000 for
the same periods of 1998, respectively. The profit in the 1998 periods relate to
operations of the Lake Forest Bank trust  department and,  accordingly,  certain
expenses of the bank were allocated as indirect costs to the trust segment.  The
segment  losses for the periods in 1999 were caused by the  start-up of WAMC and
the  related  salary and  employee  benefit  costs of hiring  experienced  trust
professionals.  As more fully discussed in the Overview and Strategy  section of
this  analysis,  management  expects a start-up phase for the trust segment of a
few years before its operations become profitable.

                                     - 16 -
<PAGE>

FINANCIAL CONDITION

Total assets were $1.52  billion at June 30, 1999,  an increase of $339 million,
or 29%, over the $1.18 billion a year  earlier,  and $167 million,  or 12%, over
the $1.35  billion  at  December  31,  1998.  Growth at the newer de novo  banks
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 and long-term debt, were $1.42 billion at June
30, 1999,  and  increased  $330 million,  or 30%, over the prior year,  and $161
million, or 13%, since December 31, 1998. These funding increases were primarily
utilized  to fund  growth  in the  loan  portfolio  and  also  to  fund  certain
discretionary investment leveraging transactions.

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, 1999                 December 31, 1998               June 30, 1998
                                       ------------------------------- ------------------------------ -----------------------------
Loans:                                      Balance         Percent         Balance        Percent        Balance         Percent
                                       ------------------ ------------ ------------------ ----------- -----------------  ----------
<S>                                          <C>                <C>          <C>              <C>          <C>              <C>
  Commercial and commercial
      real estate                            $ 420,528          30%          $ 366,229        30%          $ 295,149        27%
  Premium finance, net                         216,209          16             178,138        14             167,783        16
  Indirect auto, net                           243,804          18             209,983        17             166,461        15
  Home equity                                  118,436           8             111,537         9             116,676        11
  Residential real estate                       99,987           7              91,525         7              71,648         7
  Installment and other                         38,205           3              34,650         3              34,524         3
                                       ------------------ ------------ ------------------ ----------- -----------------  ----------
Total loans, net of
     unearned income                         1,137,169          82             992,062        80             852,241        79
                                       ------------------ ------------ ------------------ ----------- -----------------  ----------
Securities and money
    market investments                         244,920          18             240,521        20             221,645        21
                                       ------------------ ------------ ------------------ ----------- -----------------  ----------

Total earning assets                       $ 1,382,089         100%        $ 1,232,583       100%        $ 1,073,886       100%
                                       ================== ============ ================== =========== =================  ==========
</TABLE>

Earning  assets as of June 30, 1999  increased  $308  million,  or 29%, over the
balance a year earlier, and $150 million, or 12%, over the balance at the end of
1998.  The  ratio of  earning  assets  as a  percent  of total  assets  remained
consistent at 91% as of each reporting period date shown in the above table.

Total net loans  were  $1.14  billion  at June 30,  1999,  an  increase  of $145
million,  or 15%,  since the December 31, 1998 balance,  and an increase of $285
million,  or 33%, since June 30, 1998.  Solid loan growth in the core commercial
loan  portfolio  and the  specialty  premium  finance and indirect  auto segment
portfolios were the main factors for these increases.  Due to this growth, total
net loans  comprised 82% of total earning assets at June 30, 1999 as compared to
80% at the end of 1998 and 79% a year earlier.  The  loan-to-deposit  ratio also
increased  to 85.2% as of June 30,  1999 as compared to 80.7% at the end of 1998
and 80.1% a year ago.

Commercial  and  commercial  real  estate  loans,  the  largest  loan  category,
comprised  37% of  total  loans as of June 30,  1999  and has  increased  $125.4
million, or 42%, since June 30, 1998 and $54.3 million, or 15%, since the end of
1998. The strong growth  experienced over the past year has resulted mainly from
the  low  interest  rate  environment,  a  healthy  economy  and the  hiring  of
additional  experienced lending officers.

                                     - 17 -
<PAGE>
Net indirect auto loans comprised 21% of total net loans as of June 30, 1999 and
increased  $77.3 million,  or 46%, over a year ago, and $33.8  million,  or 16%,
over the end of 1998.  These  increases  were  primarily  the result of business
development  efforts  that  added new  dealers  to the  established  network  of
metropolitan  Chicago auto dealer  relationships.  The Company  utilizes  credit
underwriting routines that management believes results 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.

Net premium  finance  receivables  totaled  $216.2  million at June 30, 1999 and
comprised 19% of the total loan  portfolio.  This total balance  increased $48.4
million, or 29%, since June 30, 1998 and $38.1 million, or 21%, since the end of
1998. This growth was primarily the result of increased market  penetration from
new product offerings and targeted marketing programs.  Over the past few years,
all premium finance receivables  originated by FIFC were being sold to the Banks
and consequently remained an asset of the Company.  During the second quarter of
1999, and as a result of continued solid growth,  approximately $20.3 million of
premium  finance  receivables  was sold to an unrelated third party at a gain of
$263,000.  In July  1999,  FIFC  signed a program  agreement  with  Dallas-based
Premium  Finance  Holdings  (PFH)  to  purchase   premium  finance   receivables
originated by PFH, which is anticipated to add an estimated $150 million to $200
million in annual  volume to FIFC's  existing  business.  With this  anticipated
growth,  it is possible the Company may continue to sell a portion of new volume
to  unrelated  third  parties  depending  on the  relationship  of growth to the
desired capacity within the Wintrust bank loan  portfolios.  All premium finance
receivables,  however  financed,  are subject to the Company's  stringent credit
standards, and substantially all such loans are made to commercial customers.

The total of home equity loans has remained relatively constant when compared to
the  balances at both June 30, 1998 and  December  31,  1998,  despite the large
volume of home equity loans that have been  refinanced into first mortgage loans
over the past year as a result  of low  mortgage  loan  interest  rates.  Unused
commitments on home equity lines of credit have increased $35.0 million, or 25%,
over the balance at June 30, 1998 and totaled $177.6 million at June 30, 1999.

Residential  real estate loans  totaled  $100.0  million as of June 30, 1999 and
increased $28.3 million,  or 40%, over a year ago and $8.5 million, or 9%, since
December 31, 1998.  Mortgage  loans held for sale are included in this  category
and totaled $11.5 million as of June 30, 1999,  $18.0 million as of December 31,
1998 and $11.9  million as of June 30, 1998.  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 comprise  mostly  adjustable  rate mortgage loans and
shorter-term  fixed rate  mortgage  loans.  The growth in this loan category has
been due mainly to the low mortgage  interest rate environment  experienced over
the past year and related high levels of refinancing activity.

Securities  and  money  market   investments   (i.e.   federal  funds  sold  and
interest-bearing  deposits with banks)  totaled $244.9 million at June 30, 1999,
an increase of $23.3 million,  or 11%, since June 30, 1998 and $4.4 million,  or
2%, since  December 31, 1998.  These  increases  were caused  mostly by a higher
level of federal  funds  sold due,  in part,  to  continued  deposit  growth and
proceeds from the sale of premium finance receivables. The Company maintained no
trading  account  securities at June 30, 1999 or as of any of the other previous
reporting  dates.

                                     - 18 -
<PAGE>
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 significant growth in the development of de novo banks, it
has been Wintrust's  policy to maintain its securities  portfolio in short-term,
liquid,  and diversified high credit quality securities at the Banks 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, 1999 were $1.33 billion, an increase of $271 million,
or 25%,  over the June 30, 1998 total and an increase  of $106  million,  or 9%,
since  December 31,  1998.  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, 1999                    December 31, 1998                    June 30, 1998
                             ---------------------------------  ---------------------------------  --------------------------------
                                                   Percent                            Percent                           Percent
                                 Balance          of Total           Balance         of Total           Balance         of Total
                             -----------------  --------------  ------------------ --------------  ------------------ -------------
<S>                                <C>                   <C>          <C>                  <C>            <C>                <C>
  Demand                           $ 124,642             9%           $ 131,309            11%            $ 103,314          10%
  NOW                                139,700            11              114,283             9                95,470           9
  Money market                       232,198            17              227,668            18               190,425          18
  Savings                             73,445             6               70,264             6                64,574           6
  Certificates of deposit            764,740            57              685,630            56               609,807          57
                             -----------------  --------------  ------------------ --------------  ------------------ -------------

               Total             $ 1,334,725           100%         $ 1,229,154           100%          $ 1,063,590         100%
                             =================  ==============  ================== ==============  ================== =============
</TABLE>

The  percentage  mix of deposits as of June 30, 1999 was  relatively  consistent
with the deposit  mix as of the prior year  dates.  Growth in both the number of
accounts  and  balances  has been the  result of newer de novo  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, 1999, the Company's  short-term  borrowings totaled $50.1 million
and consisted primarily of short-term repurchase agreements utilized to leverage
certain investment  transactions within several banks' security  portfolios.  At
June 30, 1999, the Company also had $5.1 million  outstanding on its $40 million
revolving credit line with an unaffiliated bank. The outstanding balance on this
credit  line as of June 30,  1998 was  $26.6  million,  which  was  subsequently
paid-off in October  1998 from the  proceeds of the  Company's  Trust  Preferred
Securities  offering,  as more fully explained below.  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,  possible
future acquisitions and for other general corporate matters.

LONG-TERM DEBT - TRUST PREFERRED SECURITIES

At June 30, 1999,  long-term  debt totaled  $31.05  million of 9.00%  Cumulative
Trust  Preferred  Securities,  which were  publicly sold in an offering that was
completed on October 9, 1998. The proceeds were used to pay-off the  outstanding
balance on the revolving  credit line, as mentioned  above.  The Trust Preferred
Securities offering has increased the Company's regulatory capital, has provided
for the continued growth of its banking

                                     - 19 -
<PAGE>
and trust franchise, and will continue to provide for growth and 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 these Trust Preferred Securities.

SHAREHOLDERS' EQUITY

Total shareholders' equity was $79.2 million at June 30, 1999 and increased $8.2
million  since  June 30,  1998 and $4.0  million  since  the end of 1998.  These
increases were created  mostly from the retention of net income.  The annualized
return on average equity for the quarter ended June 30, 1999 increased to 11.55%
as  compared to 8.91% for the prior year  period,  exclusive  of the  previously
mentioned non-recurring charge.

The following table reflects  various  consolidated  measures of capital at June
30, 1999, December 31, 1998 and June 30, 1998:

<TABLE>
<CAPTION>
                                                                 June 30,             December 31,            June 30,
                                                                   1999                   1998                  1998
                                                           ----------------------  -------------------   --------------------
<S>                                                                     <C>                  <C>                    <C>
Leverage ratio                                                          7.2%                 7.5%                   6.1%
Ending tier 1 capital to risk-based asset ratio                         7.9%                 8.5%                   6.9%
Ending total capital to risk-based asset ratio                          8.9%                 9.7%                   7.5%
Dividend payout ratio                                                   0.0%                 0.0%                   0.0%
</TABLE>

The  Company's  capital  ratios as of June 30, 1999 were higher in comparison to
the  ratios  a year  earlier  as a  result  of the  Trust  Preferred  Securities
offering,  as  mentioned  earlier.  The  continued  asset growth of the Company,
coupled with slow capital growth due primarily to expenses  associated  with the
newer de novo banks and the start-up of WAMC, necessitated additional capital to
both support the growth and maintain the Company in the "adequately capitalized"
category for total risk-based  capital.  Partially for this reason,  the Company
issued the Trust Preferred Securities, which qualify as regulatory capital under
Federal  Reserve  guidelines.  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%. As of June 30, 1999, the Company was
considered  "well  capitalized"  under  both the  leverage  ratio and the Tier 1
risk-based capital ratio, and was considered "adequately  capitalized" under the
total risk-based capital ratio.

                                     - 20 -
<PAGE>
ASSET QUALITY

ALLOWANCE FOR POSSIBLE LOAN LOSSES

A  reconciliation  of the activity in the balance of the  allowance for possible
loan  losses for the three and six months  ended June 30, 1999 and 1998 is shown
as follows (dollars in thousands):

<TABLE>
<CAPTION>
                                                              Three Months Ended                           Six Months Ended
                                                                   June 30,                                    June 30,
                                                          1999                  1998                  1999                 1998
                                                   -------------------     ----------------     -----------------     --------------

<S>                                                       <C>                   <C>                    <C>                 <C>
 Balance at beginning of period                           $  7,518              $ 5,665                $7,034              $ 5,116

 Provision for possible loan losses                            933                1,073                 1,717                2,340

 Charge-offs
  Core banking loans                                           302                  661                   403                1,273
  Indirect automobile loans                                    479                  153                   639                  265
  Premium finance receivables                                   95                  157                   190                  297
                                                   -------------------     ----------------     -----------------     --------------
     Total charge-offs                                         876                  971                 1,232                1,835
                                                   -------------------     ----------------     -----------------     --------------
 Recoveries
  Core banking loans                                             4                   55                    10                  162
  Indirect automobile loans                                     14                    4                    28                   13
  Premium finance receivables                                   84                   30                   120                   60
                                                   -------------------     ----------------     -----------------     --------------
      Total recoveries                                         102                   89                   158                  235
                                                   -------------------     ----------------     -----------------     --------------

  Net charge-offs                                             (774)                (882)               (1,074)              (1,600)
                                                   -------------------     ----------------     -----------------     --------------

  Balance at June 30                                      $  7,677              $ 5,856                $7,677              $ 5,856
                                                   ===================     ================     =================     ==============

  Loans at June 30                                                                                 $1,137,169            $ 852,241
                                                                                                =================     ==============

  Allowance as a percentage of loans                                                                        0.68%              0.69%
                                                                                                =================     ==============

  Annualized net charge-offs as a percentage of average:
        Core banking loans                                                                                  0.12%              0.47%
        Indirect automobile loans                                                                           0.54%              0.34%
        Premium finance receivables                                                                         0.07%              0.32%
                                                                                                -----------------     --------------
            Total loans                                                                                     0.20%              0.42%
                                                                                                =================     ==============
        Annualized provision for
            possible loan losses                                                                           62.55%             68.38%
                                                                                                =================     ==============
</TABLE>

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

                                     - 21 -
<PAGE>
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  $933,000 for the second quarter
of 1999, a decline of $140,000  from the $1.1 million  recorded a year  earlier.
For the first  six  months of 1999,  the  provision  totaled  $1.7  million  and
declined  $623,000 from the prior year total. The higher provisions in 1998 were
necessary  to cover  increased  loan  charge-offs  that  occurred at one banking
office in early 1998. For the first six months of 1999, net charge-offs  totaled
$1.1 million and were lower than the $1.6 million of net charge-offs recorded in
1998.  During the second  quarter of 1999,  however,  indirect  automobile  loan
charge-offs  increased by $326,000  when  compared to the prior year quarter and
totaled $479,000.  The increased charge-offs occurred as a result of an in-depth
review  of all  problem  credits  and the  implementation  of a more  aggressive
charge-off policy. As a percentage of average total loans,  annualized total net
charge-offs  for the first six months of 1999  declined to 0.20% versus 0.42% in
the prior  year  period,  the  decline  due to the  higher  level of prior  year
charge-offs noted above.

Management  believes the allowance for possible loan losses is adequate to cover
potential  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.

                                     - 22 -
<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,            March 31,         December 31,          June 30,
                                                             1999                1999                1998                1998
                                                             ----                ----                ----                ----
<S>                                                            <C>                 <C>               <C>                  <C>
      Past Due greater than 90 days
           and still accruing:
            Core banking loans                                 $  413              $  335            $   800             $ 1,311
            Indirect automobile loans                             168                 317                274                  45
            Premium finance receivables                         1,243               1,021              1,214                 897
                                                      -------------------  ------------------  -----------------   -----------------
                Total                                           1,824               1,673              2,288               2,253
                                                      -------------------  ------------------  -----------------   -----------------

      Non-accrual loans:
            Core banking loans                                  1,478               1,423              1,487               3,841
            Indirect automobile loans                             307                 195                195                  74
            Premium finance receivables                         1,354               1,439              1,455               1,484
                                                      -------------------  ------------------  -----------------   -----------------
                Total non-accrual loans                         3,139               3,057              3,137               5,399
                                                      -------------------  ------------------  -----------------   -----------------

      Total non-performing loans:
            Core banking loans                                  1,891               1,758              2,287               5,152
            Indirect automobile loans                             475                 512                469                 119
            Premium finance receivables                         2,597               2,460              2,669               2,381
                                                      -------------------  ------------------  -----------------   -----------------
                Total non-performing loans                      4,963               4,730              5,425               7,652
                                                      -------------------  ------------------  -----------------   -----------------

      Other real estate owned                                       -                 590                587                   -
                                                      -------------------  ------------------  -----------------   -----------------

      Total non-performing assets                             $ 4,963             $ 5,320            $ 6,012             $ 7,652
                                                      ===================  ==================  =================   =================

      Total non-performing loans by
        category as a percent of its own
        respective category:
            Core banking loans                                     0.28%               0.28%              0.38%               0.99%
            Indirect automobile loans                              0.19%               0.23%              0.22%               0.07%
            Premium finance receivables                            1.20%               1.17%              1.50%               1.42%
                                                      -------------------  ------------------  -----------------   -----------------
               Total non-performing loans                          0.44%               0.44%              0.55%               0.90%
                                                      -------------------  ------------------  -----------------   -----------------

      Total non-performing assets as a
          percentage of total assets                               0.33%               0.37%              0.45%               0.65%

      Allowance for possible loan losses as
        a percentage of non-performing loans                     154.68%             158.94%            129.66%              76.53%

</TABLE>

                                     - 23 -
<PAGE>
Non-performing Core Banking Loans and Other Real Estate Owned

Total  non-performing  loans for the Company's  core banking  business were $1.9
million,  or 0.28%, of the Company's core banking loans as of June 30, 1999, and
were equal to the ratio of 0.28% as of March 31, 1999.  When  comparing the June
30,  1999 total to the balance of $2.3  million,  or 0.38%,  as of December  31,
1998, total  non-performing  core loans declined $396,000.  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.  The other real estate owned
property outstanding at March 31, 1999 was sold in the second quarter of 1999 at
a small loss.

Non-performing Premium Finance Receivables

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.  Non-performing  premium finance receivables were $2.6 million, or
1.20%,  of total premium finance  receivables as of June 30, 1999.  Although the
ratio is slightly  higher than the ratio of 1.17% at March 31, 1999, it compares
favorably  with the  ratios  of  1.50% at  December  31,  1998 and  1.42% a year
earlier.  This ratio fluctuates throughout the year due to the nature and timing
of canceled account collections from insurance carriers.

Non-performing Indirect Automobile Loans

Total non-performing indirect automobile loans were $475,000, or 0.19%, of total
indirect  automobile  loans at June 30, 1999.  Although the amount and ratio has
remained relatively consistent with the amounts and ratios at March 31, 1999 and
December 31, 1998, a higher level of charge-offs  occurred in the second quarter
of 1999,  as  explained  in the  previous  Allowance  for  Possible  Loan Losses
section.  The level of non-performing  loans continues to be well below standard
industry ratios for this type of loan category.

                                     - 24 -
<PAGE>
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, 1999 and December 31,
1998 were approximately $6.1 million and $5.1 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,
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.


YEAR 2000 READINESS DISCLOSURE

A critical  issue has  emerged in the banking  industry  and  generally  for all
industries  that are heavily  reliant  upon  computers  regarding  how  existing
software  application  programs and operating  systems can  accommodate the date
value  for the  "Year  2000."  The Year 2000  issue is the  result  of  computer
programs  being  written  using two  digits  (rather  than  four) to define  the
applicable year. As such, certain programs that have time-sensitive software may
recognize  a date using "00" as the year 1900  rather  than the year 2000.  As a
result,  the year 1999 (i.e. `99') could be the maximum date value these systems
will be able to accurately process.  Like most financial service providers,  the
Company may be significantly affected by the Year 2000 problem due to the nature
of financial  information.  Furthermore,  if computer systems are not adequately
changed to properly  identify the Year 2000,  many computer  applications  could
fail or generate erroneous reports.

                                     - 25 -
<PAGE>
During 1997,  management  began the process of working with its two outside data
processors and other software vendors to ensure that the Company is prepared for
the Year 2000.  Management  has been in frequent  contact  with the outside data
providers and has developed  the Company's  testing  strategy and Year 2000 plan
with the knowledge and  understanding  of each of the data providers'  plans and
timetables.  Preliminary  testing by the Company of its outside data  providers'
Year 2000  compliance  efforts has already  taken place and final  testwork  was
completed  during the second quarter of 1999.  Additionally,  critical  in-house
hardware and related systems, such as workstations,  file servers, the wide area
network and all local area networks, have been reviewed, upgraded, if necessary,
and  tested to be Year 2000  compliant.  The  completion  of  upgraded  software
installations,  where previous  software  versions were not Year 2000 compliant,
has been predominantly completed with certain minor software installations to be
finalized during the third quarter of 1999. Customer  assessments have also been
completed and, based on those assessments,  no significant  potential  exposures
have been identified.

The Company has  finalized  and tested its  contingency  plan and  believes  the
validation of this plan provides  significant  evidence that the Company is well
prepared for the Year 2000 date change.  Currently,  each of the Company's  bank
subsidiaries are evaluating their cash needs in relation to possible  additional
liquidity  requirements  that may occur during the remainder of 1999 or early in
the Year 2000.  Management is also reviewing the overall  liquidity  position of
the Company.

The  Company  is  regulated  by the  Federal  Reserve  Bank,  the  Office of the
Comptroller  of the Currency and the State of Illinois bank  regulatory  agency,
all of which are active in monitoring  preparedness planning for systems-related
Year 2000 issues. Total estimated Year 2000 compliance costs, incurred and to be
incurred, are not expected to exceed $200,000 and, accordingly, are not expected
to be material to the Company's  financial  position or results of operations in
any given year. This cost does not include  internal salary and employee benefit
costs for persons that have  responsibilities,  or are  involved,  with the Year
2000 project.

The above estimated dates and costs are based on management's best estimates and
include  assumptions  of  future  events,   including  availability  of  certain
resources,  third party modification plans and other factors. However, there can
be no guarantee  that current  estimates  will be achieved,  and actual  results
could  differ  significantly  from these  plans.  In the event the Company  does
experience Year 2000 systems  failures or  malfunctions  and despite the testing
preparedness  efforts,  or if the outside data  processors  prove not to be Year
2000 compliant,  the Company's  operations  would be disrupted until the systems
are restored, and the Company's ability to conduct its business may be adversely
impacted in connection  with  processing  customer  transactions  related to its
banking operations.  Management anticipates, however, that the contingency plans
developed  and in  place  would  enable  the  Company  to  continue  to  conduct
transactions on a manual basis, if necessary, for a limited period of time until
the Year 2000  problems are  rectified.  In addition,  there can be no guarantee
that the systems of the Company's  outside data providers,  of which the Company
relies upon, will be timely converted, or that failure to convert would not have
a significant adverse impact to the Company.

                                     - 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
financial  results  of  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 or specialty
finance 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
     be in a  start-up  phase  for  approximately  the  next few  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    The  extent  of  the  Company's  success,  and  that  of its  outside  data
     processing providers,  software vendors, and customers, in implementing and
     testing  Year  2000  compliant  hardware,  software  and  systems,  and the
     effectiveness of appropriate contingency plans being developed.
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.
The  Company  had not  previously  entered  into any such  derivative  financial
instruments  until August 1998, when the Company  purchased an interest rate cap
contract  that matures in December 1999 and has a notional  principal  amount of
$100 million.  In April 1999, the Company entered into another interest rate cap
contract  with a $60 million  notional  principal  amount that  matures in April
2000.  These  contracts were purchased to mitigate the effect of rising rates on
certain of its  floating  rate deposit  products  and fixed rate loan  products.
During the first half of 1999,  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 are 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, 1999.

<TABLE>
<CAPTION>
                                                                       TIME TO MATURITY OR REPRICING
                                                                       -----------------------------

                                                 0-90             91-365              1-5            OVER 5
                                                 DAYS              DAYS               YEARS           YEARS             TOTAL
                                                 ----              ----               -----           -----             -----
                                                                             (DOLLARS IN THOUSANDS)
<S>                                              <C>               <C>                <C>              <C>             <C>
ASSETS:
   Loans, net of unearned income...              $500,842          $272,151           $319,566         $44,610         $ 1,137,169
   Securities...........................          116,911            12,102             51,126           5,094             185,233
   Interest-bearing bank deposits.......            1,883             1,164                  -               -               3,047
   Federal funds sold...................           56,640                 -                  -               -              56,640
   Other................................            3,800                 -                  -         129,250             133,050
                                            ---------------  ----------------   ----------------  --------------   -----------------
     Total rate sensitive assets (RSA)            680,076           285,417            370,692         178,954           1,515,139
                                            ===============  ================   ================  ==============   =================

LIABILITIES AND SHAREHOLDERS'
EQUITY:
   NOW..................................          139,700                 -                  -               -             139,700
   Savings and money market.............          292,438                 -                  -          13,205             305,643
   Time deposits........................          408,293           259,414             89,914           7,119             764,740
   Short term borrowings................           50,105                 -                  -               -              50,105
   Notes payable........................            5,100                 -                  -               -               5,100
   Demand deposits & other
      liabilities.........................         14,977                 -                  -         124,642             139,619
   Trust preferred securities........                   -                 -                  -          31,050              31,050
   Shareholders' equity.................                -                 -                  -          79,182              79,182
                                            ---------------  ----------------   ----------------  --------------   -----------------
     Total rate sensitive liabilities
         and equity (RSL)...............          910,613           259,414             89,914         255,198           1,515,139
                                            ===============  ================   ================  ==============   =================
Cumulative gap
  (GAP = RSA - RSL)  (1)................       $(230,537)       $ (204,534)           $ 76,244          $    -
                                            ===============  ================   ================  ==============

Cumulative RSA/RSL (1)..................           0.75               0.83               1.06
RSA/Total assets........................           0.45               0.19               0.24
RSL/Total assets (1)....................           0.60               0.17               0.06

GAP/Total assets (1)....................            (15)%             (13)%                5%
GAP/Cumulative RSA (1)..................            (34)%             (21)%                6%
- ------------------------------------------------------
<FN>
(1)  The gap amount and related  ratios do not  reflect  $160  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 either the $100 million notional principal amount interest
rate cap purchased in August 1998 or the $60 million  notional  principal amount
interest  rate cap  purchased  in April  1999.  These  interest  rate  caps were
purchased  to  mitigate  the  effect of rising  rates on certain  floating  rate
deposit products and fixed rate loan products.  The $100 million notional amount
interest rate cap contract expires in December 1999 and the $60 million notional
amount interest rate cap contract expires in April 2000. Both interest rate caps
reprice on a monthly basis.

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, 1999, is as follows:

<TABLE>
<CAPTION>
                                                                                   +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 27, 1999.
(c) At the Annual Meeting of Shareholders, the following matter was submitted to
a vote of the shareholders:

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

Director                           Votes For          Withheld Authority
- --------                           ---------          ------------------
Joseph Alaimo                      5,958,687               946,819
Peter D. Crist                     6,036,037               869,469
Kathleen R. Horne                  6,567,466               338,040
John S. Lillard                    6,039,645               865,861
Hollis W. Rademacher               6,040,187               865,319
John N. Schaper                    6,014,251               891,255
John J. Schornack                  6,037,195               868,311
Larry V. Wright                    6,038,681               866,825

ITEM 5: OTHER INFORMATION.

None.

ITEM 6:    EXHIBITS AND REPORTS ON FORM 8-K.

(a) Exhibits
- ------------

         27     Financial Data Schedule.

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

        One Form 8-K report as of April 29,  1999 was filed  during the  quarter
and announced the Company's Board of Directors approval of the Audit Committee's
recommendation to change certifying  accountants and engage Ernst & Young LLP as
independent accountants for the year ending December 31, 1999.

                                     - 31 -
<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 11, 1999         /s/ Edward J. Wehmer
                              President & Chief Executive Officer

Date: August 11, 1999         /s/ David A. Dykstra
                              Executive Vice President & Chief Financial Officer
                              (Principal Financial Officer)

Date: August 11, 1999         /s/ Todd A. Gustafson
                              Vice President - Finance
                              (Principal Accounting Officer)


                                     - 32 -
<PAGE>
                                  EXHIBIT INDEX


Exhibit 27               Financial Data Schedule



                                     - 33 -
<PAGE>

<TABLE> <S> <C>

<ARTICLE>      9
<LEGEND>
This  schedule  contains  summary  financial   information  extracted  from  the
unaudited  financial  statements of Wintrust  Financial  Corporation for the six
months  ended  June 30,  1999 and 1998,  and is  qualified  in its  entirety  by
reference to such unaudited consolidated financial statements.
</LEGEND>
<CIK>          0001015328
<NAME>         WINTRUST FINANCIAL CORPORATION
<MULTIPLIER>   1,000

<S>                                <C>                <C>
<PERIOD-TYPE>                            6-MOS              6-MOS
<FISCAL-YEAR-END>                  DEC-31-1999        DEC-31-1998
<PERIOD-START>                     JAN-01-1999        JAN-01-1998
<PERIOD-END>                       JUN-30-1999        JUN-30-1998
<CASH>                                  40,170             28,869
<INT-BEARING-DEPOSITS>                   3,047             33,096
<FED-FUNDS-SOLD>                        56,640             31,235
<TRADING-ASSETS>                             0                  0
<INVESTMENTS-HELD-FOR-SALE>            185,233            152,313
<INVESTMENTS-CARRYING>                       0              5,001
<INVESTMENTS-MARKET>                         0              4,980
<LOANS>                              1,137,169            852,241
<ALLOWANCE>                              7,677              5,856
<TOTAL-ASSETS>                       1,515,139          1,176,546
<DEPOSITS>                           1,334,725          1,063,590
<SHORT-TERM>                            55,205             27,659
<LIABILITIES-OTHER>                     14,977             14,314
<LONG-TERM>                             31,050                  0
                        0                  0
                                  0                  0
<COMMON>                                 8,172              8,149
<OTHER-SE>                              71,010             62,834
<TOTAL-LIABILITIES-AND-EQUITY>       1,515,139          1,176,546
<INTEREST-LOAN>                         45,003             34,600
<INTEREST-INVEST>                        5,389              6,747
<INTEREST-OTHER>                             0                  0
<INTEREST-TOTAL>                        50,392             41,347
<INTEREST-DEPOSIT>                      25,766             23,604
<INTEREST-EXPENSE>                      27,978             24,433
<INTEREST-INCOME-NET>                   22,414             16,914
<LOAN-LOSSES>                            1,717              2,340
<SECURITIES-GAINS>                           0                  0
<EXPENSE-OTHER>                         19,064             17,399
<INCOME-PRETAX>                          6,059                847
<INCOME-PRE-EXTRAORDINARY>               4,094              2,005
<EXTRAORDINARY>                              0                  0
<CHANGES>                                    0                  0
<NET-INCOME>                             4,094              2,005
<EPS-BASIC>                             0.50               0.25
<EPS-DILUTED>                             0.48               0.24
<YIELD-ACTUAL>                            3.56               3.38
<LOANS-NON>                              3,139              5,399
<LOANS-PAST>                             1,824              2,253
<LOANS-TROUBLED>                             0                  0
<LOANS-PROBLEM>                          6,142              2,456
<ALLOWANCE-OPEN>                         7,034              5,116
<CHARGE-OFFS>                           (1,232)            (1,835)
<RECOVERIES>                               158                235
<ALLOWANCE-CLOSE>                        7,677              5,856
<ALLOWANCE-DOMESTIC>                     7,054              4,553
<ALLOWANCE-FOREIGN>                          0                  0
<ALLOWANCE-UNALLOCATED>                    623              1,303


</TABLE>


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