Wintrust Financial (WTFC) 10-Q/A 2005 Q2 Quarterly report (amended)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-Q/A

(Amendment No. 1)

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

For the quarterly period ended June 30, 2005

OR

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

For the transition period from ________ to________

Commission File Number 0-21923

WINTRUST FINANCIAL CORPORATION

(Exact name of registrant as specified in its charter)

Illinois	36-3873352
(State of incorporation or 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. Yesþ Noo

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, or a non-accelerated filer. See definition of “accelerated filer and large accelerated filer” in Rule 12b-2 of the Exchange Act.

Large Accelerated Filerþ Accelerated Filero Non-Accelerated Filero

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act.) Yeso Noþ

Indicate the number of shares outstanding of each of the issuer’s classes of common stock, as of the latest practicable date.

Common Stock — no par value, 23,678,038 shares, as of August 4, 2005

Explanatory Note

Wintrust Financial Corporation (“Wintrust” or “Company”) is filing this amendment to its Quarterly Report on Form 10-Q for the quarter ended June 30, 2005 to amend and restate financial statements and other financial information filed with the Securities and Exchange Commission (“SEC”). This amendment is being filed to correct errors in the originally filed Quarterly Report on Form 10-Q related to the Company’s accounting under Statement of Financial Accounting Standards 133,Accounting for Derivative Instruments and Hedging Activities, as amended (“SFAS 133”), for interest rate swap agreements entered into in connection with certain debentures related to trust preferred securities and subordinated debt (“Debt Transactions”).

In the first quarter of 2006, the Company became aware that, in light of recent informal technical interpretations, the interpretation with respect to applying the method of hedge accounting under paragraph 65 of SFAS No. 133 (commonly referred to as the “short-cut” method) that the Company had used for certain interest rate swaps on its Debt Transactions may not be correct. After further examination and discussions with its independent registered public accounting firm, the Company and its Audit Committee concluded that the swap transactions did not qualify for the short-cut method because of the amortizing nature of the subordinated debt and an interest deferral feature of the trust preferred securities that permits interest payments to be deferred for a period of up to five years without creating an event of default or acceleration. Therefore, since the documentation of the hedge relationship at the inception of the hedge did not require ongoing assessments of effectiveness and SFAS 133 does not allow for application of the "long-haul" method retrospectively, the swaps did not qualify for hedge accounting and must be marked to market from their inception, with the result that any fluctuations in the market value of the interest rate swaps should have been recorded through the income statement. There is no effect on cash flows from these revisions. The Company is currently considering whether to re-designate the interest rate swaps associated with these transactions as hedges under the "long-haul" accounting method in order to qualify them going forward for hedge accounting under SFAS No. 133.

The effect this restatement had on earnings for the affected periods is as follows:

	Three Months			Six Months
	Ended			Ended
	June 30,			June 30,
(Dollars in thousands, except per share data)	2005			2005
Interest expense	$	30		$	(43	)
Non-interest income		(6,820	)		(5,676	)
Income tax expense		2,597			2,187
Net income	$	(4,193	)	$	(3,532	)
Net income per share — Diluted	$	(0.17	)	$	(0.15	)

For additional information on the restatement see Note 1, Restatement, to the Financial Statements presented under Item 1 of this report.

TABLE OF CONTENTS

		Page
PART I. — FINANCIAL INFORMATION
ITEM 1.	Financial Statements.		1-18
ITEM 2.	Management’s Discussion and Analysis of Financial Condition and Results of Operations.		19-49
ITEM 3.	Quantitative and Qualitative Disclosures About Market Risk.		50-52
ITEM 4.	Controls and Procedures.		53
PART II. — OTHER INFORMATION
ITEM 1.	Legal Proceedings.	NA
ITEM 2.	Unregistered Sales of Equity Securities and Use of Proceeds.		54
ITEM 3.	Defaults Upon Senior Securities.	NA
ITEM 4.	Submission of Matters to a Vote of Security Holders.		54-55
ITEM 5.	Other Information.	NA
ITEM 6.	Exhibits		56
	Signatures		57

PART I

ITEM 1. FINANCIAL STATEMENTS

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CONDITION

	(Unaudited)						(Unaudited)
	June 30,			December 31,			June 30,
(In thousands)	2005 (Restated)			2004			2004
Assets
Cash and due from banks	$	212,419		$	128,166		$	100,829
Federal funds sold and securities purchased under resale agreements		355,382			47,860			75,409
Interest bearing deposits with banks		5,034			4,961			3,849
Available-for-sale securities, at fair value		924,616			1,343,477			993,485
Trading account securities		2,815			3,599			3,293
Brokerage customer receivables		29,212			31,847			37,338
Mortgage loans held-for-sale		142,798			104,709			83,806
Loans, net of unearned income		5,023,087			4,348,346			3,695,551
Less: Allowance for loan losses		39,722			34,227			28,091
Net loans		4,983,365			4,314,119			3,667,460
Premises and equipment, net		228,550			185,926			167,077
Accrued interest receivable and other assets		669,599			129,702			131,050
Goodwill		195,827			113,461			59,378
Other intangible assets		19,376			11,221			3,205
Total assets	$	7,768,993		$	6,419,048		$	5,326,179
Liabilities and Shareholders’ Equity
Deposits:
Non-interest bearing	$	638,843		$	505,312		$	415,339
Interest bearing		5,660,207			4,599,422			3,909,029
Total deposits		6,299,050			5,104,734			4,324,368
Notes payable		4,000			1,000			1,000
Federal Home Loan Bank advances		351,888			303,501			244,019
Other borrowings		152,401			201,924			56,457
Subordinated notes		50,000			50,000			50,000
Long-term debt — trust preferred securities		209,921			204,489			139,587
Accrued interest payable and other liabilities		104,680			79,488			136,596
Total liabilities		7,171,940			5,945,136			4,952,027
Shareholders’ equity:
Preferred stock		—			—			—
Common stock		23,568			21,729			20,485
Surplus		411,115			319,147			258,289
Common stock warrants		780			828			998
Retained earnings		165,602			139,566			114,368
Accumulated other comprehensive loss		(4,012	)		(7,358	)		(19,988	)
Total shareholders’ equity		597,053			473,912			374,152
Total liabilities and shareholders’ equity	$	7,768,993		$	6,419,048		$	5,326,179

See accompanying notes to unaudited consolidated financial statements.

1

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF INCOME (UNAUDITED)

	Three Months Ended					Six Months Ended
	June 30,					June 30,
(In thousands, except per share data)	2005 (Restated)			2004		2005 (Restated)		2004
Interest income
Interest and fees on loans	$	80,890		$	50,995	$	153,169	$	99,445
Interest bearing deposits with banks		44			12		72		38
Federal funds sold and securities purchased under resale agreements		351			263		501		414
Securities		16,921			8,924		31,350		18,702
Trading account securities		24			39		46		74
Brokerage customer receivables		447			320		861		634
Total interest income		98,677			60,553		185,999		119,307
Interest expense
Interest on deposits		36,288			19,136		65,259		36,865
Interest on Federal Home Loan Bank advances		3,048			1,945		5,617		3,566
Interest on notes payable and other borrowings		905			384		2,684		1,130
Interest on subordinated notes		745			705		1,424		1,407
Interest on long-term debt — trust preferred securities		3,809			1,663		7,219		3,111
Total interest expense		44,795			23,833		82,203		46,079
Net interest income		53,882			36,720		103,796		73,228
Provision for loan losses		1,294			1,198		2,525		3,762
Net interest income after provision for loan losses		52,588			35,522		101,271		69,466
Non-interest income
Wealth management fees		7,817			8,023		15,761		16,496
Mortgage banking revenue		5,555			4,966		12,083		7,256
Service charges on deposit accounts		1,594			973		2,933		1,946
Gain on sales of premium finance receivables		1,726			2,064		3,382		3,539
Administrative services revenue		1,124			945		2,138		1,887
Gains on available-for-sale securities, net		978			1		978		853
Other		(2,253	)		4,523		3,646		8,204
Total non-interest income		16,541			21,495		40,921		40,181
Non-interest expense
Salaries and employee benefits		29,181			22,294		58,644		43,073
Equipment expense		2,977			2,182		5,726		4,351
Occupancy, net		3,862			2,319		7,701		4,497
Data processing		1,743			1,350		3,458		2,652
Advertising and marketing		1,216			866		2,210		1,590
Professional fees		1,505			1,175		2,974		2,143
Amortization of other intangible assets		869			193		1,625		393
Other		7,663			7,007		14,982		12,944
Total non-interest expense		49,016			37,386		97,320		71,643
Income before income taxes		20,113			19,631		44,872		38,004
Income tax expense		7,134			7,138		16,220		13,917
Net income	$	12,979		$	12,493	$	28,652	$	24,087
Net income per common share — Basic	$	0.55		$	0.61	$	1.26	$	1.19
Net income per common share — Diluted	$	0.53		$	0.58	$	1.20	$	1.12
Cash dividends declared per common share	$	—		$	—	$	0.12	$	0.10
Weighted average common shares outstanding		23,504			20,358		22,672		20,250
Dilutive potential common shares		1,125			1,300		1,166		1,314
Average common shares and dilutive common shares		24,629			21,658		23,838		21,564

See accompanying notes to unaudited consolidated financial statements.

2

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS’ EQUITY (UNAUDITED)

																Accumulated
																Other
	Compre-															Compre-
	hensive							Common								hensive			Total
	Income			Common				Stock			Treasury		Retained			Income			Shareholders’
(In thousands)	(Loss)			Stock		Surplus		Warrants			Stock		Earnings			(Loss)			Equity
Balance at December 31, 2003				$	20,066	$	243,626	$	1,012		$	—	$	92,301		$	(7,168	)	$	349,837
Comprehensive income:
Net income	$	24,087			—		—		—			—		24,087			—			24,087
Other comprehensive income, net of tax:
Unrealized losses on securities, net of reclassification adjustment		(13,338	)		—		—		—			—		—			(13,338	)		(13,338	)
Unrealized gains on derivative instruments		518			—		—		—			—		—			518			518
Comprehensive income	$	11,267
Cash dividends declared					—		—		—			—		(2,020	)		—			(2,020	)
Common stock issued for:
Business combinations					184		8,488		—			—		—			—			8,672
Exercise of common stock warrants					48		443		(14	)		—		—			—			477
Director compensation plan					5		168		—			—		—			—			173
Employee stock purchase plan and exercises of stock options					155		4,656		—			—		—			—			4,811
Restricted stock awards					27		908		—			—		—			—			935
Balance at June 30, 2004				$	20,485	$	258,289	$	998		$	—	$	114,368		$	(19,988	)	$	374,152
Balance at December 31, 2004				$	21,729	$	319,147	$	828		$	—	$	139,566		$	(7,358	)	$	473,912
Comprehensive income:
Net income	$	28,652			—		—		—			—		28,652			—			28,652
Other comprehensive income, net of tax:
Unrealized gains on securities, net of reclassification adjustment		3,240			—		—		—			—		—			3,240			3,240
Unrealized gains on derivative instruments		106			—		—		—			—		—			106			106
Comprehensive income	$	31,998			—		—		—			—		(2,616	)		—			(2,616	)
Cash dividends declared
Common stock issued for:
New issuance, net of costs					1,000		54,872		—			—		—			—			55,872
Business combinations					598		29,834		—			—		—			—			30,432
Exercise of common stock warrants					3		136		(48	)		—		—			—			91
Director compensation plan					8		310		—			—		—			—			318
Employee stock purchase plan and exercises of stock options					211		5,984		—			—		—			—			6,195
Restricted stock awards					19		832		—			—		—			—			851
Balance at June 30, 2005 (Restated)				$	23,568	$	411,115	$	780		$	—	$	165,602		$	(4,012	)	$	597,053

	Six Months Ended June 30,
	2005		2004
Disclosure of reclassification amount and income tax impact:
Unrealized holding gains (losses) on available for sale securities during the period, net	$	6,250	$	(21,239	)
Unrealized holding gains on derivative instruments arising during the period, net		172		818
Less: Reclassification adjustment for gains included in net income, net		978		853
Less: Income tax expense (benefit)		2,098		(8,454	)
Net unrealized gains (losses) on available-for-sale securities and derivative instruments	$	3,346	$	(12,820	)

See accompanying notes to unaudited consolidated financial statements.

3

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
CONSOLIDATED STATEMENTS OF CASH FLOWS (UNAUDITED)

	Six Months Ended
	June 30,
(In thousands)	2005 (Restated)			2004
Operating Activities:
Net income	$	28,652		$	24,087
Adjustments to reconcile net income to net cash provided by operating activities:
Provision for loan losses		2,525			3,762
Depreciation and amortization		6,685			4,789
Tax benefit from exercises of stock options		2,449			2,624
Net amortization of premium on securities		2,856			957
Originations and purchases of mortgage loans held-for-sale		(1,057,767	)		( 591,678	)
Proceeds from sales of mortgage loans held-for-sale		1,026,272			657,511
Decrease in trading securities, net		784			376
Net decrease (increase) in brokerage customer receivables		2,635			( 3,426	)
Gain on mortgage loans sold		(6,374	)		( 5,371	)
Gain on sales of premium finance receivables		(3,382	)		( 3,539	)
Gains on available-for-sale securities, net		(978	)		( 853	)
Loss (gain) on sales of premises and equipment, net		42			( 561	)
(Increase) decrease in accrued interest receivable and other assets, net		9,169			4,565
Increase (decrease) in accrued interest payable and other liabilities, net		19,741			( 6,614	)
Net Cash Provided by Operating Activities		33,309			86,629
Investing Activities:
Proceeds from maturities of available-for-sale securities		63,004			119,390
Proceeds from sales of available-for-sale securities		485,719			413,031
Purchases of available-for-sale securities		(448,922	)		( 638,089	)
Proceeds from sales of premium finance receivables		284,415			225,720
Net cash paid for acquisitions		(78,644	)		( 10,056	)
Net decrease in interest-bearing deposits with banks		15			2,379
Net increase in loans		(536,558	)		( 622,969	)
Purchases of premises and equipment, net		(21,451	)		( 14,132	)
Net Cash Used for Investing Activities		(252,422	)		( 524,726	)
Financing Activities:
Increase in deposit accounts		607,645			448,124
Decrease in other borrowings, net		(77,150	)		( 117,982	)
Decrease in notes payable, net		(2,000	)		( 25,000	)
Increase in Federal Home Loan Bank advances, net		25,300			100,000
Proceeds from issuance of trust preferred securities, net		—			40,000
Issuance of common stock, net of issuance costs		55,872			—
Issuance of common shares resulting from exercise of stock options, employee stock purchase plan and conversion of common stock warrants		3,837			2,664
Dividends paid		(2,616	)		( 2,020	)
Net Cash Provided by Financing Activities		610,888			445,786
Net Increase in Cash and Cash Equivalents		391,775			7,689
Cash and Cash Equivalents at Beginning of Period		176,026			168,549
Cash and Cash Equivalents at End of Period	$	567,801		$	176,238

See accompanying notes to unaudited consolidated financial statements.

4

WINTRUST FINANCIAL CORPORATION AND SUBSIDIARIES
NOTES TO UNAUDITED CONSOLIDATED FINANCIAL STATEMENTS

(1)Restatement

Wintrust is restating its financial statements and other financial information to correct errors related to the Company’s accounting under SFAS 133 for interest rate swap agreements entered into in connection with certain debentures related to its trust preferred securities and subordinated debt (“Debt Transactions”).

In the first quarter of 2006, the Company became aware that, in light of recent informal technical interpretations, the interpretation with respect to applying the method of hedge accounting under paragraph 65 of SFAS No. 133 (commonly referred to as the “short-cut” method) that the Company had used for certain interest rate swaps on its Debt Transactions may not be correct. After further examination and discussions with its independent registered public accounting firm, the Company and its Audit Committee concluded that the swap transactions did not qualify for the short-cut method because of the amortizing nature of the subordinated debt and an interest deferral feature of the trust preferred securities that permits interest payments to be deferred for a period of up to five years without creating an event of default or acceleration. Therefore, since the documentation of the hedge relationship at the inception of the hedge did not require ongoing assessments of effectiveness and SFAS 133 does not allow for application of the “long-haul” method retrospectively, the swaps did not qualify for hedge accounting and must be marked to market from their inception, with the result that any fluctuations in the market value of the interest rate swaps should have been recorded through the income statement. There is no effect on cash flows from these revisions. The Company is currently considering whether to re-designate the interest rate swaps associated with these transactions as hedges under the “long-haul” accounting method in order to qualify them going forward for hedge accounting under SFAS No. 133.

The following tables reflect a summary of both the originally reported and restated amounts:

Consolidated Statements of Condition:

(Dollars in thousands)	June 30, 2005
	As
	Originally			As
	Reported			Restated
Long-term debt — trust preferred securities	$	210,135		$	209,921
Accrued interest payable and other liabilities		104,598			104,680
Total liabilities		7,172,072			7,171,940
Retained earnings		169,134			165,602
Accumulated other comprehensive loss		(7,676	)		(4,012	)
Total shareholders’ equity		596,921			597,053

5

Consolidated Statements of Income:

	Three Months Ended					Six Months Ended
(Dollars in thousands, except per share data)	June 30, 2005					June 30, 2005
	As					As
	Originally		As			Originally		As
	Reported		Restated			Reported		Restated
Net interest income		53,852	$	53,852		$	103,839	$	103,839
Net cash settlement of interest rate swap derivatives		—		30			—		(43	)
Total net interest income		53,852		53,882			103,839		103,796
Provision for loan losses		1,294		1,294			2,525		2,525
Net interest income after provision for loan losses		52,558		52,588			101,314		101,271
Non-interest income		23,361		23,361			46,597		46,597
Net cash settlement of interest rate swap derivatives		—		(30	)		—		43
Change in fair value of interest rate swap derivatives		—		(6,790	)		—		(5,719	)
Total non-interest income		23,361		16,541			46,597		40,921
Total non-interest expense		49,016		49,016			97,320		97,320
Income before income taxes		26,903		20,113			50,591		44,872
Income tax expense		9,731		9,731			18,407		18,407
Income tax effect on restatement		—		(2,597	)		—		(2,187	)
Total income tax expense		9,731		7,134			18,407		16,220
Net income		17,172	$	12,979		$	32,184	$	28,652
Net income per share — Diluted		0.70	$	0.53		$	1.35	$	1.20

Consolidated Statements of Changes in Shareholders’ Equity:

	Six Months Ended
(Dollars in thousands)	June 30, 2005
	As
	Originally			As
	Reported			Restated
Balance, beginning of period	$	473,912		$	473,912
Increase attributable to net income		32,184			28,652
Unrealized gains (losses) on derivative instruments		(3,557	)		106
Balance, end of period		596,921			597,053

6

(2)Basis of Presentation

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

Wintrust is a financial holding company currently engaged in the business of providing traditional community banking services to customers in the Chicago metropolitan area and southern Wisconsin. Additionally, the Company operates various non-bank subsidiaries.

As of June 30, 2005, Wintrust had 13 wholly-owned bank subsidiaries (collectively, “Banks”), eight of which the Company started asde novoinstitutions, 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”), Crystal Lake Bank & Trust Company, N.A. (“Crystal Lake Bank”), Northbrook Bank & Trust Company (“Northbrook Bank”), and Beverly Bank & Trust, N.A. (“Beverly Bank”). The Company acquired Advantage National Bank (“Advantage Bank”) in October 2003, Village Bank & Trust (“Village Bank”) in December 2003, Northview Bank and Trust (“Northview Bank”) in September 2004, Town Bank in October 2004, State Bank of The Lakes in January 2005 and First Northwest Bank on March 31, 2005. In December 2004, Northview Bank’s two Northfield locations became branches of Northbrook Bank, its Mundelein location became a branch of Libertyville Bank and its Wheaton location was renamed Wheaton Bank & Trust (“Wheaton Bank”). In May 2005, First Northwest Bank was merged into Village Bank.

The Company provides loans to businesses to finance the insurance premiums they pay on their commercial insurance policies (“premium finance receivables”) on a national basis, through First Insurance Funding Corporation (“FIFC”). FIFC is a wholly-owned subsidiary of Crabtree Capital Corporation (“Crabtree”) which is a wholly-owned subsidiary of Lake Forest Bank.

Wintrust, through Tricom, Inc. of Milwaukee (“Tricom”), also provides high-yielding short-term accounts receivable financing (“Tricom finance receivables”) and value-added out-sourced administrative services, such as data processing of payrolls, billing and cash management services, to the temporary staffing industry, with clients located throughout the United States. Tricom is a wholly-owned subsidiary of Hinsdale Bank.

The Company provides a full range of wealth management services through its trust, asset management and broker-dealer subsidiaries. Trust and investment services are provided at each of the Banks through the Company’s wholly-owned subsidiary, Wayne Hummer Trust Company, N.A. (“WHTC”), ade novo company started in 1998 and formerly known as Wintrust Asset Management Company. Wayne Hummer Investments, LLC (“WHI”) is a broker-dealer providing a full range of private client and securities brokerage services to clients located primarily in the Midwest and is a wholly-owned subsidiary of North Shore Bank. Focused Investments, LLC (“Focused”) is a broker-dealer that provides a full range of investment services to individuals through a network of relationships with community-based financial institutions primarily in Illinois. Focused is a wholly-owned subsidiary of WHI. Wayne Hummer Asset Management Company (“WHAMC”) provides money management services and advisory services to individuals, institutions and municipal and tax-exempt organizations, as well as the Wayne Hummer Growth Fund in addition to portfolio management and financial supervision for a wide range of pension and profit-sharing plans. WHAMC is a wholly-owned subsidiary of Wintrust. WHI, WHAMC and Focused were acquired in 2002, and are collectively referred to as the “Wayne Hummer Companies”. In February 2003, the Company acquired Lake Forest Capital Management (“LFCM”), a registered investment advisor, which was merged into WHAMC

In May 2004, the Company acquired SGB Corporation d/b/a WestAmerica Mortgage Company (“WestAmerica”) and its affiliate, Guardian Real Estate Services, Inc. (“Guardian”). WestAmerica engages primarily in the origination and purchase of residential mortgages for sale into the secondary market, and Guardian provides document preparation and other loan closing services to WestAmerica and a network of mortgage brokers. WestAmerica maintains principal origination offices in seven states, including Illinois, and originates loans in other states through wholesale and correspondent offices. WestAmerica and Guardian are wholly-owned subsidiaries of Barrington Bank. On September 30, 2004, in connection with the acquisition of Northview Financial Corporation, the Company also acquired Northview Mortgage, LLC, a mortgage broker, which operates as a subsidiary of Wintrust.

7

Wintrust Information Technology Services Company provides information technology support, item capture, imaging and statement preparation services to the Wintrust subsidiaries and is a wholly-owned subsidiary of Wintrust.

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, 2004. Operating results reported for the three-month and year-to-date periods 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 to the current period presentation.

The preparation of the financial statements requires management to make estimates, assumptions and judgments that affect the reported amounts of assets and liabilities. Management believes that the estimates made are reasonable, however, changes in estimates may be required if economic or other conditions develop differently from management’s expectations. Certain policies and accounting principles inherently have a greater reliance on the use of estimates, assumptions and judgments and as such have a greater possibility of producing results that could be materially different than originally reported. Management currently views the determination of the allowance for loan losses, the valuation of the retained interest in the premium finance receivables sold and the valuations required for impairment testing of goodwill as the accounting areas that require the most subjective and complex judgments, and as such, variances from estimates in such areas are more likely to impact the financial statements.

(3)Cash and Cash Equivalents

For purposes of the Consolidated Statements of Cash Flows, the Company considers cash and cash equivalents to include cash and due from banks, federal funds sold and securities purchased under resale agreements with original maturities of 90 days or less.

(4)Available-for-sale Securities

The following table is a summary of the available-for-sale securities portfolio as of the dates shown:

	June 30, 2005				December 31, 2004				June 30, 2004
	Amortized		Fair		Amortized		Fair		Amortized		Fair
(Dollars in thousands)	Cost		Value		Cost		Value		Cost		Value
U.S. Treasury	$	38,586	$	38,050	$	142,455	$	140,707	$	61,026	$	57,227
U.S. Government agencies		438,077		435,055		550,524		545,887		311,475		307,127
Municipal		52,229		52,073		25,481		25,412		14,517		14,404
Corporate notes and other debt		8,454		8,347		8,455		8,329		12,421		12,336
Mortgage-backed		296,371		293,534		539,074		533,726		541,327		516,239
Federal Reserve/FHLB stock and other equity securities		97,427		97,557		89,286		89,416		85,398		86,152
Total available-for-sale securities	$	931,144	$	924,616	$	1,355,275	$	1,343,477	$	1,026,164	$	993,485

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(5)Loans

The following table is a summary of the loan portfolio as of the dates shown:

	June 30,			December 31,			June 30,
(Dollars in thousands)	2005			2004			2004
Balance:
Commercial and commercial real estate	$	2,978,816		$	2,465,852		$	1,943,236
Home equity		634,607			574,668			491,661
Residential real estate		274,459			248,118			185,770
Premium finance receivables		793,153			770,792			790,877
Indirect consumer loans		192,311			171,926			179,759
Tricom finance receivables		39,886			29,730			28,406
Other loans		109,855			87,260			75,842
Total loans, net of unearned income	$	5,023,087		$	4,348,346		$	3,695,551
Mix:
Commercial and commercial real estate		59	%		57	%		53	%
Home equity		13			13			13
Residential real estate		5			5			5
Premium finance receivables		16			18			21
Indirect consumer loans		4			4			5
Tricom finance receivables		1			1			1
Other loans		2			2			2
Total loans, net of unearned income		100	%		100	%		100	%

Indirect consumer loans include auto, boat, snowmobile and other indirect consumer loans. Premium finance receivables are recorded net of unearned income of $18.8 million at June 30, 2005, $16.9 million at December 31, 2004 and $13.4 million at June 30, 2004. Total loans include net deferred loan fees and costs and fair value purchase accounting adjustments totaling $2.3 million at June 30, 2005, $1.7 million at December 31, 2004 and $2.3 million at June 30, 2004.

(6)Deposits

The following table is a summary of deposits as of the dates shown:

	June 30,			December 31,			June 30,
(Dollars in thousands)	2005			2004			2004
Balance:
Non-interest bearing	$	638,843		$	505,312		$	415,339
NOW accounts		729,083			586,583			467,143
Wealth management deposits		404,721			390,129			333,572
Money market accounts		677,180			608,037			522,210
Savings accounts		309,859			215,697			195,163
Time certificates of deposit		3,539,364			2,798,976			2,390,941
Total deposits	$	6,299,050		$	5,104,734		$	4,324,368
Mix:
Non-interest bearing		10	%		10	%		10	%
NOW accounts		12			11			11
Wealth management deposits		6			8			8
Money market accounts		11			12			12
Savings accounts		5			4			4
Time certificates of deposit		56			55			55
Total deposits		100	%		100	%		100	%

Wealth management deposits represent FDIC-insured deposits at the Banks from brokerage customers of WHI and trust and asset management customers of WHTC.

9

(7) Notes Payable, Federal Home Loan Bank Advances, Other Borrowings and Subordinated Notes:

The following table is a summary of notes payable, Federal Home Loan Bank advances, other borrowings and subordinated notes as of the dates shown:

	June 30,		December 31,		June 30,
(Dollars in thousands)	2005		2004		2004
Notes payable	$	4,000	$	1,000	$	1,000
Federal Home Loan Bank advances		351,888		303,501		244,019
Other borrowings:
Federal funds purchased		1,923		78,576		250
Securities sold under repurchase agreements		148,203		118,669		37,114
Wayne Hummer Companies funding		—		—		16,693
Other		2,275		4,679		2,400
Total other borrowings		152,401		201,924		56,457
Subordinated notes		50,000		50,000		50,000
Total notes payable, Federal Home Loan Bank advances, other borrowings and subordinated notes	$	558,289	$	556,425	$	351,476

The notes payable balance consists of $4.0 million of notes payable on a revolving loan agreement with an unaffiliated bank. The total amount of the agreement is $51.0 million, comprised of a $25.0 million revolving note that matured June 1, 2005, a $25.0 million note that matures in February 2006 and a $1.0 million note that matures in May 2013. The note that matured on June 1, 2005 is in the process of being renegotiated.

Securities sold under repurchase agreements represent short-term borrowings from brokers as well as sweep accounts in connection with master repurchase agreements at the Banks.

At June 30, 2005, other includes a $2.0 million mortgage which matures on June 1, 2006, related to the Company’s Northfield banking office.

On August 2, 2005, the Company entered into an agreement which is effective as of June 7, 2005, with the holder of the two $25.0 million subordinated notes to lower the interest rates payable on each note from LIBOR plus 2.60% to LIBOR plus 1.60%. The subordinated notes were issued in October 2002 and April 2003, and require annual principal payments of $5.0 million beginning after the sixth year, with final maturities in 2012 and 2013. The Company may redeem the subordinated notes at any time prior to maturity.

(8)Long-term Debt — Trust Preferred Securities

As of June 30, 2005 the Company owned 100% of the Common Securities of nine trusts, Wintrust Capital Trust I, Wintrust Trust Capital II, Wintrust Capital Trust III, Wintrust Statutory Trust IV, Wintrust Statutory Trust V, Wintrust Capital Trust VII, Northview Capital Trust I, Town Bankshares Capital Trust I, and First Northwest Capital Trust I (the “Trusts”) set up to provide long-term financing. The Northview, Town and First Northwest capital trusts were acquired as part of the acquisitions of Northview Financial Corporation, Town Bankshares, Ltd., and First Northwest Bancorp, Inc., respectively. The Trusts were formed for purposes of issuing Trust Preferred Securities to third-party investors and investing the proceeds from the issuance of the Trust Preferred Securities and Common Securities solely in Subordinated Debentures (“Debentures”) issued by the Company (or assumed by the Company in connection with an acquisition), with the same maturities and interest rates as the Trust Preferred Securities. The Debentures are the sole assets of the Trusts. In each Trust the Common Securities represent approximately 3% of the Debentures and the Trust Preferred Securities represent approximately 97% of the Debentures.

The Trusts are reported in the Company’s consolidated financial statements as unconsolidated subsidiaries. Accordingly, the Debentures, which include the Company’s ownership interest in the Trusts, are reflected as “Long-term debt — trust preferred securities” and the Common Securities are included in available-for-sale securities in the Company’s Consolidated Statements of Condition.

10

The following table is a summary of the Company’s Long-term debt — trust preferred securities as of June 30, 2005. The Debentures represent the par value of the obligations owed to the Trusts and basis adjustments for the unamortized fair value adjustments recognized at the acquisition dates for the Northview, Town and First Northwest obligations.

(Dollars in thousands)
							Earliest
	Trust Preferred				Maturity		Redemption
Issuance Trust	Securities		Debentures		Date		Date
Wintrust Capital Trust I	$	31,050	$	32,010		09/30/28		09/30/03
Wintrust Capital Trust II		20,000		20,619		06/30/30		06/30/05
Wintrust Capital Trust III		25,000		25,774		04/07/33		04/07/08
Wintrust Statutory Trust IV		20,000		20,619		12/08/33		12/31/08
Wintrust Statutory Trust V		40,000		41,238		05/11/34		06/30/09
Wintrust Capital Trust VII		50,000		51,550		03/15/35		03/15/10
Northview Capital Trust I		6,000		6,355		11/08/33		08/08/08
Town Bankshares Capital Trust I		6,000		6,396		11/08/33		08/08/08
First Northwest Capital Trust I		5,000		5,360		05/31/34		05/31/09
Total			$	209,921

In the first quarter of 2005, interest rate swaps with a total notional amount of $135 million were entered into to economically hedge the Debentures related to the long-term debt — trust preferred securities.

On July 15, 2005, the Company announced that all of the $20.0 million of trust-preferred securities issued by Wintrust Capital Trust II will be redeemed on August 16, 2005, at par value. Concurrently, the Company will redeem the Debentures issued to Wintrust Capital Trust II. The interest rate on these Debentures is 10.5%. On August 2, 2005, the Company, through Wintrust Capital Trust VIII, issued $40.0 million of floating rate trust-preferred securities at a rate of LIBOR plus 1.45%, with an initial rate of 5.15%. The proceeds from this new issuance will be used in part to fund the redemption of Wintrust Capital Trust II.

The Company has guaranteed the payment of distributions and payments upon liquidation or redemption of the Trust Preferred Securities, in each case to the extent of funds held by the Trusts. The Company and the Trusts believe that, taken together, the obligations of the Company under the guarantees, the Debentures, and other related agreements provide, in the aggregate, a full, irrevocable and unconditional guarantee, on a subordinated basis, of all of the obligations of the Trusts under the Trust Preferred Securities. Subject to certain limitations, the Company has the right to defer the payment of interest on the Debentures at any time, or from time to time, for a period not to exceed 20 consecutive quarters. The Trust Preferred Securities are subject to mandatory redemption, in whole or in part, upon repayment of the Debentures at maturity or their earlier redemption. The Debentures are redeemable in whole or in part prior to maturity at any time after the dates shown in the table, and earlier at the discretion of the Company if certain conditions are met, and, in any event, only after the Company has obtained Federal Reserve approval, if then required under applicable guidelines or regulations.

The Trust Preferred Securities, subject to certain limitations, qualify as Tier 1 capital of the Company for regulatory purposes. On February 28, 2005, the Federal Reserve issued a final rule that retains Tier 1 capital treatment for trust preferred securities but with stricter limits. Under the rule, after a five-year transition period, the aggregate amount of the trust preferred securities and certain other capital elements will retain their current limit of 25% of Tier 1 capital elements, net of goodwill less any associated deferred tax liability. The amount of trust preferred securities and certain other capital elements in excess on the limit could be included in Tier 2 capital, subject to restrictions. Applying the final rule at June 30, 2005, the Company would still be considered well-capitalized under regulatory capital guidelines.

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(9)Segment Information

The segment financial information provided in the following tables has been derived from the internal profitability reporting system used by management 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 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 segment. For purposes of internal segment profitability analysis, management reviews the results of its premium finance segment as if all loans originated and sold to the banking segment were retained within that segment’s operations, thereby causing inter-segment eliminations. Similarly, for purposes of analyzing the contribution from the wealth management segment, management allocates a portion of the net interest income earned by the Banking segment on deposits balances of customers of the wealth management segment to the wealth management segment. (See “Wealth management deposits” discussion in Deposits section of this report for more information on these deposits.) The following table presents a summary of certain operating information for each reportable segment for the three months ended for the periods shown:

	Three Months Ended
	June 30,						$ Change in			% Change in
(Dollars in thousands)	2005			2004			Contribution			Contribution
Net interest income:
Banking	$	52,458		$	32,633		$	19,825			60.8	%
Premium finance		10,160			12,652			(2,492	)		(19.7	)
Tricom		987			909			78			8.6
Wealth management		418			1,838			(1,420	)		(77.3	)
Parent and inter-segment eliminations		(10,141	)		(11,312	)		1,171			10.4
Total net interest income	$	53,882		$	36,720		$	17,162			46.7	%
Non-interest income:
Banking	$	12,305		$	10,070		$	2,235			22.2	%
Premium finance		1,881			2,063			(182	)		(8.8	)
Tricom		1,124			945			179			18.9
Wealth management		9,291			8,394			897			10.7
Parent and inter-segment eliminations		(8,060	)		23			(8,083	)		N/M
Total non-interest income	$	16,541		$	21,495		$	(4,954	)		(23.0	)%
Segment profit (loss):
Banking	$	17,378		$	11,058		$	6,320			57.2	%
Premium finance		5,619			6,776			(1,157	)		(17.1	)
Tricom		407			336			71			21.1
Wealth management		(264	)		160			(424	)		(265.0	)
Parent and inter-segment eliminations		(10,161	)		(5,837	)		(4,324	)		(74.1	)
Total segment profit	$	12,979		$	12,493		$	486			3.9	%
Segment assets:
Banking	$	7,613,019		$	5,211,514		$	2,401,505			46.1	%
Premium finance		809,976			800,454			9,522			1.2
Tricom		54,523			43,689			10,834			24.8
Wealth management		65,154			80,093			(14,939	)		(18.7	)
Parent and inter-segment eliminations		(773,679	)		(809,571	)		35,892			4.4
Total segment assets	$	7,768,993		$	5,326,179		$	2,442,814			45.9	%

N/M = Not meaningful

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The following table presents a summary of certain operating information for each reportable segment for six months ended for the period shown:

	Six Months Ended
	June 30,						$ Change in			% Change in
(Dollars in thousands)	2005			2004			Contribution			Contribution
Net interest income:
Banking	$	100,403		$	65,135		$	35,268			54.1	%
Premium finance		21,087			25,679			(4,592	)		(17.9	)
Tricom		1,929			1,749			180			10.3
Wealth management		1,064			2,674			(1,610	)		(60.2	)
Parent and inter-segment eliminations		(20,687	)		(22,009	)		1,322			(6.0	)
Total net interest income	$	103,796		$	73,228		$	30,568			41.7	%
Non-interest income:
Banking	$	24,429		$	17,504		$	6,925			39.6	%
Premium finance		3,692			3,538			154			4.4
Tricom		2,139			1,887			252			13.4
Wealth management		18,107			18,392			(285	)		(1.5	)
Parent and inter-segment eliminations		(7,446	)		(1,140	)		(6,306	)		N/M
Total non-interest income	$	40,921		$	40,181		$	740			1.8	%
Segment profit (loss):
Banking	$	32,521		$	21,518		$	11,003			51.1	%
Premium finance		11,643			13,405			(1,762	)		(13.1	)
Tricom		801			610			191			31.3
Wealth management		(688	)		735			(1,423	)		(193.6	)
Parent and inter-segment eliminations		(15,625	)		(12,181	)		(3,444	)		(28.3	)
Total segment profit	$	28,652		$	24,087		$	4,565			19.0	%

N/M = Not meaningful

(10)Derivative Financial Instruments

Management uses derivative financial instruments to protect against the risk of interest rate movements on the value of certain assets and liabilities and on future cash flows. The instruments that have been used by the Company include interest rate swaps and interest rate caps with indices that relate to the pricing of specific liabilities and covered call and put options that relate to specific investment securities. In addition, interest rate lock commitments provided to customers for the origination of mortgage loans that will be sold into the secondary market as well as forward agreements the Company enters into to sell such loans to protect itself against adverse changes in interest rates are deemed to be derivative instruments.

Derivative instruments have inherent risks, primarily market risk and credit risk. Market risk is associated with changes in interest rates and credit risk relates to the risk that the counterparty will fail to perform according to the terms of the agreement. The amounts potentially subject to market and credit risks are the streams of interest payments under the contracts and the market value of the derivative instrument which is determined based on the interaction of the notional amount of the contract with the underlying, and not the notional principal amounts used to express the volume of the transactions. Management monitors the market risk and credit risk associated with derivative financial instruments as part of its overall Asset/Liability management process.

In accordance with SFAS 133, the Company recognizes all derivative financial instruments in the consolidated financial statements at fair value regardless of the purpose or intent for holding the instrument. Derivative financial instruments are included in other assets or other liabilities, as appropriate, on the Consolidated Statements of Condition. Changes in the fair value of derivative financial instruments are either recognized periodically in income or in shareholders’ equity as a component of other comprehensive income depending on whether the derivative financial instrument qualifies for hedge accounting, and if so, whether it qualifies as a fair value hedge or cash flow hedge. Generally, changes in fair values of derivatives accounted for as fair value hedges are recorded in income in the same period and in the same income statement line as changes in the fair values of the hedged items that relate to the hedged risk(s). Changes in fair values of derivative financial instruments accounted for as cash flow hedges, to the extent they are effective hedges, are recorded as a component of other comprehensive income, net of deferred taxes. Changes in fair values of derivative financial

13

instruments not qualifying as hedges pursuant to SFAS 133 are reported in income. Derivative contracts are valued using market values provided by the respective counterparties and are periodically validated by comparison with other third parties.

Interest Rate Swaps

The table below identifies the Company’s interest rate swaps at June 30, 2005 and December 31, 2004 which were entered into to economically hedge certain interest-bearing liabilities.

	June 30, 2005
	Notional		Fair Value			Receive			Pay			Counterparty’s
	Amount		Gain (Loss)			Rate			Rate			Call Option
Pay fixed, receive variable:
April 2033	$	25,000		(798	)		6.39	%		6.71	%	April 2008
December 2033		20,000		(862	)		5.89	%		6.40	%	December 2008
May 2034		40,000		(1,840	)		5.69	%		6.27	%	June 2009
March 2035		50,000		(2,293	)		5.36	%		5.68	%	March 2010
October 2012		25,000		(179	)		3.33	%		4.23	%	NA
Total		160,000		(5,972	)
Receive fixed, pay variable:
September 2028		31,050		214			9.00	%		5.95	%	Any time
Total	$	191,050		(5,758	)
	December 31, 2004
Pay fixed, receive variable:
October 2012	$	25,000		(215	)		2.40	%		4.23	%	NA
Receive fixed, pay variable:
September 2028		31,050		(129	)		9.00	%		4.84	%	Any time
Total	$	56,050		(344	)

These interest rate swaps were documented as being in hedging relationships at their inception date under the short-cut method of hedge accounting, but subsequently, the Company determined that the hedge documentation did not meet the standards of SFAS 133 for the short-cut method. Losses of approximately $6.8 million and $5.7 million were recognized in the quarter ended June 30, 2005 and in the first six months of 2005, respectively, to record the market value of these swaps as of June 30, 2005, in earnings. These losses are included in other non-interest income.

Mortgage Banking Derivatives

The Company does not enter into derivatives for purely speculative purposes. However, certain derivatives have not been designated in a SFAS 133 hedge relationship. These derivatives include commitments to fund certain mortgage loans (interest rate locks) to be sold into the secondary market and forward commitments for the future delivery of residential mortgage loans. It is the Company’s practice to enter into forward commitments for the future delivery of residential mortgage loans when interest rate lock commitments are entered into in order to economically hedge the effect of changes in interest rates on its commitments to fund the loans as well as on its portfolio of mortgage loans held-for-sale. At June 30, 2005, the Company had approximately $208 million of interest rate lock commitments and $350 million of forward commitments for the future delivery of residential mortgage loans. The fair value of the interest rate locks was reflected by a derivative asset of approximately $486,000, and the fair value of the forward commitments was reflected by a derivative liability of approximately $705,000. The fair values were estimated based on changes in mortgage rates from the date of the commitments. Changes in the fair value of these mortgage banking derivatives is included in mortgage banking revenue.

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Other Derivatives

The Company has also used interest rate caps to hedge cash flow variability of certain deposit products. However, no interest rate cap contracts were entered into in 2005 or 2004, and the Company had no interest rate cap contracts outstanding at June 30, 2005, December 31, 2004 or June 30, 2004.

Periodically, the Company will sell options to a bank or dealer for the right to purchase certain securities held within the Banks’ investment portfolios (covered call options) or the right to sell certain securities to the Company at predetermined prices (put options). These option transactions are designed primarily to increase the total return associated with the investment securities portfolio. These options do not qualify as hedges pursuant to SFAS 133, and accordingly, changes in fair values of these contracts are recognized as other non-interest income. There were no covered call or put options outstanding as of June 30, 2005, December 31, 2004 or June 30, 2004.

(11)Business Combinations

The Company completed two business combinations in the first quarter of 2005 and four business combinations in 2004. All were accounted under the purchase method of accounting; thus, the results of operations prior to their respective effective dates were not included in the accompanying consolidated financial statements. Goodwill, core deposit intangibles and other purchase adjustments were recorded upon the completion of each acquisition.

On March 31, 2005, Wintrust completed the acquisition of First Northwest Bancorp, Inc. (“FNBI”) and its wholly-owned subsidiary, First Northwest Bank. FNBI was acquired for a total purchase price of $44.7 million, consisting of $14.5 million cash, the issuance of 595,123 shares of Wintrust’s common stock (then valued at $30.0 million) and vested stock options valued at $238,000. FNBI’s results of operations have been included in Wintrust’s results of operations since April 1, 2005.

In January, 2005, Wintrust completed the acquisition of Antioch Holding Company (“Antioch”) and its wholly-owned subsidiary, State Bank of The Lakes. Antioch was acquired for a total purchase price of $95.4 million of cash. Antioch’s results of operations have been included in Wintrust’s consolidated financial statements since January 1, 2005, the effective date of acquisition.

In October, 2004, Wintrust completed the acquisition of Town Bankshares, Ltd. (“Town”) and its wholly-owned subsidiary, Town Bank. Town was acquired for a total purchase price of $41.1 million, consisting of $17.0 million cash, the issuance of 372,535 shares of Wintrust’s common stock (then valued at $20.6 million) and vested stock options valued at $3.5 million. Town’s results of operations have been included in Wintrust’s consolidated financial statements since October 1, 2004, the effective date of acquisition.

In September 2004, Wintrust completed the acquisition of Northview Financial Corporation (“Northview”) and its wholly-owned subsidiaries, Northview Bank and Northview Mortgage, LLC. Northview was acquired for a total purchase price of $48.0 million, consisting of $21.0 million cash, the issuance of 457,148 shares of Wintrust’s common stock (then valued at $25.1 million) and vested stock options valued at $1.9 million. On December 13, 2004, Northview Bank’s two branches in Northfield became branches of Northbrook Bank, its Mundelein branch became a branch of Libertyville Bank and its bank charter was moved to its Wheaton branch and the bank was renamed Wheaton Bank & Trust Company. Northview’s results of operations have been included in Wintrust’s consolidated financial statements since September 30, 2004, the effective date of acquisition.

In May 2004, Wintrust completed its acquisition of SGB Corporation d/b/a WestAmerica Mortgage Company (“WestAmerica”) and WestAmerica’s affiliate, Guardian Real Estate Services, Inc. (“Guardian”). WestAmerica and Guardian were acquired for a total purchase price of $19.5 million, consisting of $11.0 million cash and the issuance of 180,438 shares of Wintrust’s common stock (then valued at $8.5 million). Wintrust is obligated to pay additional contingent consideration in connection with this acquisition upon WestAmerica’s and Guardian’s attainment of certain net income levels over each of the next five years. The additional consideration, if any, will be recorded when the additional consideration is deemed, beyond a reasonable doubt, to have been earned. WestAmerica and Guardian’s results of operations have been included in Wintrust’s consolidated financial statements since May 1, 2004, the effective date of acquisition.

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(12)Goodwill and Other Intangible Assets

In accordance with the provisions of SFAS 142, “Goodwill and Other Intangible Assets”, Wintrust ceased amortizing goodwill effective January 1, 2002. SFAS 142 requires the testing of goodwill and intangible assets with indefinite useful lives for impairment at least annually. In addition, it requires amortizing intangible assets with definite useful lives over their respective estimated useful lives to their estimated residual values, and reviewing them for impairment in accordance with SFAS 144, “Accounting for the Impairment or Disposal of Long-Lived Assets”.

A summary of the Company’s goodwill assets by business segment is presented in the following table:

	January 1,		Goodwill		Impairment		June 30,
(Dollars in thousands)	2005		Acquired		Losses		2005
Banking	$	91,011	$	82,219	$	—	$	173,230
Premium finance		—		—		—		—
Tricom		8,958		—		—		8,958
Wealth management		13,492		147		—		13,639
Parent and other		—		—		—		—
Total	$	113,461	$	82,366	$	—	$	195,827

The goodwill acquired in the first six months of 2005 relates to $53.8 million recorded in connection with the acquisition of Antioch and $28.4 million in connection with the acquisition of FNBI, offset by a net reduction in goodwill of approximately $49,000 related to adjustments of prior estimates of fair values associated with 2004 acquisitions of Guardian Real Estate Services, Inc., Northview Financial Corporation and Town Bankshares.

The increase in goodwill in the wealth management segment represents additional contingent consideration earned by the former owners of Lake Forest Capital Management (“LFCM”) as a result of attaining certain performance measures pursuant to the terms of the LFCM purchase agreement. Wintrust could pay additional consideration pursuant to this transaction over the next two years. LFCM was merged into WHAMC.

At June 30, 2005 and 2004, Wintrust had $19.4 million and $3.2 million, respectively, in unamortized finite-lived intangible assets, classified on the Consolidated Statement of Condition as other intangible assets. These other intangible assets relate to the portion of the purchase price assigned to the value of core deposit intangibles in each of the bank acquisitions and to the value of customer lists in the acquisitions of WHAMC and LFCM. Since June 30, 2004, $17.8 million of core deposit intangibles were booked in connection with the four bank acquisitions completed during the last twelve months. Core deposit intangibles and wealth management customer lists accounted for $18.0 million and $1.4 million, respectively, of the other intangible assets as of June 30, 2005. Core deposit intangibles are being amortized on an accelerated basis over ten-year periods and the values assigned to the customer lists of LFCM and WHAMC are being amortized on an accelerated basis over seven years.

Estimated amortization expense on finite-lived intangible assets for the years ended 2005 through 2009 are as follows:

(Dollars in thousands)
Actual in 6 months ended June 30, 2005	$	1,625
Estimated remaining in 2005		1,769
Estimated — 2006		2,956
Estimated — 2007		2,423
Estimated — 2008		2,033
Estimated — 2009		1,873

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(13)Stock-Based Compensation Plans

The Company follows Accounting Principles Board Opinion No. 25, “Accounting for Stock Issued to Employees” (“APB 25”) and related interpretations in accounting for its stock option plans. APB 25 uses the intrinsic value method and provides that compensation expense for employee stock options is generally not recognized if the exercise price of the option equals or exceeds the fair value of the stock on the date of grant. The Company follows the disclosure requirements of SFAS 123, “Accounting for Stock-Based Compensation” (as amended by SFAS 148), rather than the recognition provisions of SFAS 123, as allowed by the statement. Compensation expense for restricted share awards is ratably recognized over the period of service, usually the restricted period, based on the fair value of the stock on the date of grant.

The following table reflects the Company’s pro forma net income and earnings per share as if compensation expense for the Company’s stock options, determined based on the fair value at the date of grant consistent with the method of SFAS 123, had been included in the determination of the Company’s net income:

	Three Months Ended						Six Months Ended
	June 30,						June 30,
(Dollars in thousands, except share data)	2005			2004			2005			2004
Net income
As reported	$	12,979		$	12,493		$	28,652		$	24,087
Compensation cost of stock options based on fair value, net of related tax effect		(771	)		(538	)		(1,500	)		(1,065	)
Pro forma	$	12,208		$	11,955		$	27,152		$	23,022
Earnings per share — Basic
As reported	$	0.55		$	0.61		$	1.26		$	1.19
Compensation cost of stock options based on fair value, net of related tax effect		(0.03	)		(0.02	)		(0.07	)		(0.05	)
Pro forma	$	0.52		$	0.59		$	1.19		$	1.14
Earnings per share — Diluted
As reported	$	0.53		$	0.58		$	1.20		$	1.12
Compensation cost of stock options based on fair value, net of related tax effect		(0.03	)		(0.03	)		(0.06	)		(0.05	)
Pro forma	$	0.50		$	0.55		$	1.14		$	1.07

The fair values of stock options granted were estimated at the date of grant using the Black-Scholes option-pricing model. The Black-Scholes option-pricing model is sensitive to changes in the subjective assumptions, which can materially affect the fair value estimates. As a result, the pro forma amounts indicated above may not be representative of the effects on reported net income for future years.

Included in the determination of net income as reported is compensation expense related to restricted share awards of $570,000 ($352,000 net of tax) in the second quarter of 2005 and $181,000 ($112,000 net of tax) in the second quarter of 2004. For the six months ended June 30, 2005 and 2004, net income as reported included compensation expense related to restricted share awards of $1.1 million ($707,000 net of tax) and $355,000 ($218,000 net of tax), respectively.

In December 2004, the Financial Accounting Standards Board (“FASB”) issued SFAS 123R, “Share-Based Payment,” which revises SFAS 123, “Accounting for Stock Based Compensation” and supersedes APB 25. SFAS 123R requires all share-based payments to employees, including grants of employee stock options, to be recognized in the income statement based on their fair values. Pro forma disclosure is no longer an alternative. In the first quarter of 2005 the Securities and Exchange Commission (SEC) issued Staff Accounting Bulletin No. 107 which provided further clarification on the implementation of SFAS 123R.

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Alternative phase-in methods are allowed under SFAS 123R, which was to be effective as of the beginning of the first interim or annual reporting period that begins after June 15, 2005. The SEC announced in the second quarter of 2005 that it would extend this phase-in period and, therefore, Wintrust’s effective date for implementation of SFAS 123R is January 1, 2006. The Company plans to adopt the “modified prospective” method provided for in SFAS 123R, in which compensation cost is recognized for all equity awards granted after the effective date based on the requirements of SFAS 123R and, for all equity awards granted prior to the effective date that remain unvested on the effective date based on the requirements of SFAS 123. SFAS 123R requires an entity to recognize compensation expense based on an estimate of the number of awards expected to actually vest, exclusive of awards expected to be forfeitured. As permitted by SFAS 123, the Company currently accounts for stock options granted to employees using APB 25’s intrinsic value method and, as such, generally recognizes no compensation cost for employee stock options. The impact of adoption of SFAS 123R cannot be predicted at this time because it will depend on levels of share-based payments granted in the future. However, had the Company adopted SFAS 123R in prior periods, the impact of that standard would have approximated the impact of SFAS 123 as described in the disclosure of pro forma net income and earnings per share previously in this Note. Wintrust expects to adopt SFAS 123R on January 1, 2006.

(14)Earnings Per Share

Basic earnings per share (“EPS”) are computed by dividing net income by the weighted average number of common shares outstanding for the period. Diluted EPS are computed by dividing net income by the weighted average number of common shares adjusted for the dilutive effect of weighted average outstanding stock options and restricted stock units.

The following table shows the computation of basic and diluted EPS for the periods indicated:

	For the Three Months				For the Six Months
	Ended June 30,				Ended June 30,
(Dollars in thousands, except per share data)	2005		2004		2005		2004
Net income	$	12,979	$	12,493	$	28,652	$	24,087
Average common shares outstanding		23,504		20,358		22,672		20,250
Effect of dilutive potential common shares		1,125		1,300		1,166		1,314
Weighted average common shares and effect of dilutive potential common shares		24,629		21,658		23,838		21,564
Net income per common share:
Basic	$	0.55	$	0.61	$	1.26	$	1.19
Diluted	$	0.53	$	0.58	$	1.20	$	1.12

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

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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, 2005, compared with December 31, 2004, and June 30, 2004, and the results of operations for the three and six-month periods ended June 30, 2005 and 2004 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.

Restatement

Wintrust is filing this amendment to its Quarterly Report on Form 10-Q to amend and restate financial statements and other financial information to correct errors related to the Company’s accounting under Statement of Financial Accounting Standards 133, Accounting for Derivative Instruments and Hedging Activities, as amended (“SFAS 133”), for interest rate swap agreements entered into in connection with certain debentures related to trust preferred securities and subordinated debt.

In the first quarter of 2006, the Company became aware that, in light of recent informal technical interpretations, the interpretation with respect to applying the method of hedge accounting under paragraph 65 of SFAS No. 133 (commonly referred to as the “short-cut” method) that the Company had used for certain interest rate swaps on its Debt Transactions may not be correct. After further examination and discussions with its independent registered public accounting firm, the Company and its Audit Committee concluded that the swap transactions did not qualify for the short-cut method because of the amortizing nature of the subordinated debt and an interest deferral feature of the trust preferred securities that permits interest payments to be deferred for a period of up to five years without creating an event of default or acceleration. Therefore, since the documentation of the hedge relationship at the inception of the hedge did not require ongoing assessments of effectiveness and SFAS 133 does not allow for application of the “long-haul” method retrospectively, the swaps did not qualify for hedge accounting and must be marked to market from their inception, with the result that any fluctuations in the market value of the interest rate swaps should have been recorded through the income statement. There is no effect on cash flows from these revisions. The Company is currently considering whether to re-designate the interest rate swaps associated with these transactions as hedges under the “long-haul” accounting method in order to qualify them going forward for hedge accounting under SFAS No. 133.

For additional information on the restatement see Note 1, Restatement, of the Financial Statements presented under Item 1 of this report.

Overview and Strategy

Wintrust is a financial holding company engaged in the business of providing traditional community banking services as well as a full array of wealth management services to customers in the Chicago metropolitan area and Southern Wisconsin. Additionally, the Company operates other financing businesses on a national basis through several non-bank subsidiaries.

Community Banking

The Company’s community banking franchise consists of 13 community banks (the “Banks”) with 58 locations. The Company developed its banking franchise through thede novoorganization of eight banks (41 locations) and the purchase of six banks, one of which was merged into another of our banks, with 17 locations. First Northwest Bank, with two banking locations, was acquired on March 31, 2005, and in May 2005, its charter was merged into Village Bank. Wintrust’s first bank was organized in December 1991, as a highly personal service-oriented community bank. Each of the banks organized or acquired since then share that same commitment to community banking. The Company has grown to $7.77 billion in total assets at June 30, 2005 from $5.33 billion in total assets at June 30, 2004, an increase of 46%. The historical financial performance of the Company has been affected by costs associated with growing market share in deposits and loans, establishing and acquiring banks, opening new branch facilities and building an experienced management team. The Company’s financial performance generally reflects the improved profitability of its operating subsidiaries as they mature, offset by the costs of establishing and acquiring banks and opening new branch facilities. The Company’s experience has been that it generally takes 13 to 24 months for new banks to achieve operational profitability depending on the number and timing of branch facilities added.

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The following table presents the Banks in chronological order based on the year in which they joined Wintrust. Each of the Banks, except Beverly Bank, has established additional full-service banking facilities subsequent to their initial openings.

	De novo/ Acquired	Date
Lake Forest Bank	De novo	December, 1991
Hinsdale Bank	De novo	October, 1993
North Shore Bank	De novo	September, 1994
Libertyville Bank	De novo	October, 1995
Barrington Bank	De novo	December, 1996
Crystal Lake Bank	De novo	December, 1997
Northbrook Bank	De novo	November, 2000
Advantage Bank(organized 2001)	Acquired	October, 2003
Village Bank(organized 1995)	Acquired	December, 2003
Beverly Bank	De novo	April, 2004
Wheaton Bank(formerly Northview Bank; organized 1993)	Acquired	September, 2004
Town Bank(organized 1998)	Acquired	October, 2004
State Bank of The Lakes(organized 1894)	Acquired	January, 2005
First Northwest Bank(organized 1995; merged into Village Bank in May 2005)	Acquired	March, 2005

Following is a summary of the activity related to the expansion of the Company’s banking franchise since June 30, 2004:

2005 Banking Expansion Activity

• New branch locations:

Ø	Northwest Highway in Barrington, a branch of Barrington Bank
Ø	Palatine Bank & Trust, a branch of Barrington Bank

• Acquisitions:

Ø	State Bank of The Lakes, with locations in Antioch, Lindenhurst, Grayslake, Spring Grove and McHenry
Ø	First Northwest Bank, with two locations in Arlington Heights

• Branch Closure:

Ø Wayne Hummer Bank (a convenience facility in WHI’s Chicago office), a branch of North Shore Bank

2004 Banking Expansion Activity

• New branch locations:

Ø	Lake Villa Community Bank, a branch of Libertyville Bank
Ø	Sauganash, a branch of North Shore Community Bank

• Acquisitions:

Ø	Northview Bank, with two locations in Northfield (which became branches of Northbrook Bank), one location in Mundelein (which became a branch of Libertyville Bank) and one location in Wheaton (which was renamed Wheaton Bank & Trust)
Ø	Town Bank, with locations in Delafield and Madison, Wisconsin

While committed to a continuing growth strategy, management’s ongoing focus is to balance further asset growth with earnings growth by seeking to more fully leverage the existing capacity within each of the operating subsidiaries. One aspect of this strategy is to continue to pursue specialized earning asset niches in order to maintain the mix of earning assets in higher-yielding loans as well as diversify the loan portfolio. Another aspect of this strategy is a continued focus on less aggressive deposit pricing at the Banks with significant market share and more established customer bases.

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Specialty Lending

First Insurance Funding Corporation (“FIFC”) is the Company’s most significant specialized earning asset niche, originating $671 million in loan (premium finance receivables) volume in the second quarter of 2005, $1.4 billion in the first six months of 2005 and $1.3 billion in the first six months of 2004. Although business has increased in terms of the number of new loans originated, a softer market related to underlying insurance premiums charged by the insurance carriers has resulted in a lower average loan size in the first six months of 2005 as compared to the same period of last year. FIFC makes loans to businesses to finance the insurance premiums they pay on their commercial insurance policies. The loans are originated by FIFC working through independent medium and large insurance agents and brokers located throughout the United States. The insurance premiums financed are primarily for commercial customers’ purchases of liability, property and casualty and other commercial insurance. This lending involves relatively rapid turnover of the loan portfolio and high volume of loan originations. Because of the indirect nature of this lending and because the borrowers are located nationwide, this segment may be more susceptible to third party fraud than relationship lending; however, management established various control procedures to mitigate the risks associated with this lending. The majority of these loans are purchased by the Banks in order to more fully utilize their lending capacity. These loans generally provide the Banks higher yields than alternative investments. However, as a result of continued strong loan origination volume in 2005, FIFC sold approximately $138 million, or 21%, of the receivables generated in the second quarter of 2005 to an unrelated third party while retaining servicing rights. The Company began selling the excess of FIFC’s originations over the capacity to retain such loans within the Banks’ loan portfolios in 1999. The Company’s strategy is to maintain its average loan-to-deposit ratio in the range of 85-90% as well as to be asset-driven, achieving both of these objectives through the sale of premium finance receivables. During the second quarter of 2005, the Company’s average loan-to-deposit ratio was 83%, slightly below the target range. This was due to deposit growth at recently openedde novolocations exceeding expectations coupled with strong but slower loan origination growth. In addition to recognizing gains on the sale of these receivables, the proceeds provide the Company with additional liquidity. Consistent with the Company’s strategy to be asset-driven, it is probable that similar sales of these receivables will occur in the future; however, future sales of these receivables depend on the level of new volume growth in relation to the capacity to retain such loans within the Banks’ loan portfolios.

As part of its continuing strategy to enhance and diversify its earning asset base and revenue stream, in May 2004, the Company acquired SGB Corporation d/b/a WestAmerica Mortgage Company (“WestAmerica”) and WestAmerica’s affiliate, Guardian Real Estate Services, Inc. (“Guardian”). WestAmerica engages primarily in the origination and purchase of residential mortgages for sale into the secondary market, and Guardian provides the document preparation and other loan closing services to WestAmerica and a network of mortgage brokers. WestAmerica sells its loans with servicing released and does not currently engage in servicing loans for others. WestAmerica maintains principal origination offices in seven states, including Illinois, and originates loans in other states through wholesale and correspondent offices. WestAmerica provides the Banks with an enhanced loan origination and documentation system which allows each firm to better utilize existing operational capacity and improve the product offering for the Banks’ customers. WestAmerica’s production of adjustable rate mortgage loan products and other variable rate mortgage loan products may be retained by the Banks in their loan portfolios resulting in additional earning assets to the combined organization, thus adding further desired diversification to the Company’s earning asset base. In connection with the Company’s acquisition of Northview Bank in September 2004, the Company also acquired Northview Mortgage, LLC, a mortgage broker. Mortgage banking activities are also performed by the Banks.

In October 1999, the Company acquired Tricom as part of its continuing strategy to pursue specialized earning asset niches. Tricom is a company based in the Milwaukee area that has been in business since 1989 and specializes in providing high-yielding, short-term accounts receivable financing and value-added, out-sourced administrative services, such as data processing of payrolls, billing and cash management services, to clients in the temporary staffing industry. Tricom’s clients, located throughout the United States, provide staffing services to businesses in diversified industries. These receivables may involve greater credit risks than generally associated with the loan portfolios of more traditional community banks depending on the marketability of the collateral. The principal sources of repayments on the receivables are payments to borrowers from their customers who are located throughout the United States. The Company mitigates this risk by employing lockboxes and other cash management techniques to protect its interests. By virtue of the Company’s funding resources, this acquisition has provided Tricom with additional capital necessary to expand its financing services in a national market. Tricom’s revenue principally consists of interest income from financing activities and fee-based revenues from administrative services.

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In addition to the earning asset niches provided by the Company’s non-bank subsidiaries, several earning asset niches operate within the Banks, including indirect auto lending which is conducted through Hinsdale Bank and Barrington Bank’s Community Advantage program that provides lending, deposit and cash management services to condominium, homeowner and community associations. In addition, Hinsdale Bank operates a mortgage warehouse lending program that provides loan and deposit services to mortgage brokerage companies located predominantly in the Chicago metropolitan area, and Crystal Lake Bank has developed a specialty in small aircraft lending which is operated through its North American Aviation Financing division. The Company continues to pursue the development and/or acquisition of other specialty lending businesses that generate assets suitable for bank investment and/or secondary market sales.

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Wealth Management

Wintrust’s strategy also includes building and growing its wealth management business, which includes trust, investment, asset management and securities brokerage services marketed primarily under the Wayne Hummer name. In February 2002, the Company completed its acquisition of the Wayne Hummer Companies, comprised of Wayne Hummer Investments LLC (“WHI”), Wayne Hummer Management Company (subsequently renamed Wayne Hummer Asset Management Company “WHAMC”) and Focused Investments LLC (“Focused”), each based in the Chicago area. To further augment its wealth management business, in February 2003, the Company acquired Lake Forest Capital Management (“LFCM”), a registered investment advisor. LFCM was merged into WHAMC.

WHI, a registered broker-dealer, provides a full-range of investment products and services tailored to meet the specific needs of individual investors throughout the country, primarily in the Midwest. Although headquartered in Chicago, WHI also operates an office in Appleton, Wisconsin. As of June 30, 2005, WHI also has branch locations in offices at Lake Forest Bank, Hinsdale Bank, Libertyville Bank, Barrington Bank, Crystal Lake Bank, Advantage Bank, North Shore Bank, Wheaton Bank, and Town Bank. The Company plans to open WHI offices at each of the Banks. WHI is a member of the New York Stock Exchange, the American Stock Exchange and the National Association of Securities Dealers (“NASD”). Focused, a NASD member broker/dealer, is a wholly-owned subsidiary of WHI and provides a full range of investment services to clients through a network of relationships with unaffiliated community-based financial institutions located primarily in Illinois.

WHAMC, a registered investment advisor, is the investment advisory affiliate of WHI, provides money management and advisory services to individuals and institutional municipal and tax-exempt organizations, as well as the Wayne Hummer Growth Fund. WHAMC also provides portfolio management and financial supervision for a wide-range of pension and profit sharing plans.

In September 1998, the Company formed a trust subsidiary to expand the trust and investment management services that were previously provided through the trust department of Lake Forest Bank. The trust subsidiary, originally named Wintrust Asset Management Company, was renamed Wayne Hummer Trust Company (“WHTC”) in May 2002, to bring together the Company’s wealth management subsidiaries under a common brand name. In addition to offering trust and investment services to existing bank customers at each of the Banks, the Company believes WHTC can successfully compete for trust business by targeting small to mid-size businesses and affluent individuals whose needs command the personalized attention offered by WHTC’s experienced trust professionals. Services offered by WHTC typically include traditional trust products and services, as well as investment management services.

The following table presents a summary of the approximate amount of assets under administration and/or management in the Company’s wealth management operating subsidiaries as of the dates shown:

	June 30,		December 31,		June 30
(Dollars in thousands)	2005		2004		2004
WHTC	$	638,957	$	633,053	$	631,318
WHAMC(1)		868,708		854,327		818,556
WHAMC’s proprietary mutual funds		168,705		187,080		182,128
WHI — brokerage assets in custody		5,100,000		5,100,000		4,800,000

⁽¹⁾ Excludes the proprietary mutual funds managed by WHAMC

The decrease in the managed assets in WHAMC’s proprietary mutual funds from the second quarter of 2004 and year end 2004, relates to the liquidation of the Wayne Hummer Core Portfolio Fund in the first quarter of 2005. This fund had a balance of $14.5 million as of June 30, 2004 and $12.0 million as of December 31, 2004.

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RESULTS OF OPERATIONS

Earnings Summary

The Company’s key operating measures for 2005, as compared to the same periods of last year, are shown in the table below:

	Six Months			Six Months			Percentage (%)/
	Ended			Ended			Basis Point (bp)
(Dollars in thousands, except per share data)	June 30, 2005			June 30, 2004			Change
Net income	$	28,652		$	24,087			19	%
Net income per common share — Diluted		1.20			1.12			7
Net revenue(1)		144,717			113,409			28
Net interest income		103,796			73,228			42
Net interest margin(5)		3.20	%		3.19	%	1 bp
Core net interest margin(2) (5)		3.41			3.32			9
Net overhead ratio(3)		1.56			1.25			31
Efficiency ratio(4) (5)		67.40			63.44			396
Return on average assets		0.79			0.96			(17	)
Return on average equity		10.93			13.41			(248	)

	Three Months			Three Months			Percentage (%)/
	Ended			Ended			Basis Point (bp)
	June 30, 2005			June 30, 2004			Change
Net income	$	12,979		$	12,493			4	%
Net income per common share — Diluted		0.53			0.58			(9	)
Net revenue(1)		70,423			58,215			21
Net interest income		53,882			36,720			47
Net interest margin(5)		3.19	%		3.13	%	6 bp
Core net interest margin(2) (5)		3.41			3.26			15
Net overhead ratio(3)		1.73			1.23			50
Efficiency ratio(4) (5)		70.22			64.02			620
Return on average assets		0.69			0.97			(28	)
Return on average equity		9.03			13.70			(467	)
At end of period
Total assets	$	7,768,993		$	5,326,179			46	%
Total loans, net of unearned income		5,023,087			3,695,551			36
Total deposits		6,299,050			4,324,368			46
Total shareholders’ equity		597,053			374,152			60
Book value per common share		25.33			18.26			39
Market price per common share		52.35			50.51			4
Allowance for loan losses to total loans		0.79	%		0.76	%	3 bp
Non—performing assets to total assets		0.28			0.31			(3	)

(1)	Net revenue is net interest income plus non-interest income.
(2)	The core net interest margin excludes the net interest expense associated with Wintrust’s Long-term Debt — Trust Preferred Securities.
(3)	The net overhead ratio is calculated by netting total non-interest expense and total non-interest income, annualizing this amount, and dividing by that period’s total average assets. A lower ratio indicates a higher degree of efficiency.
(4)	The efficiency ratio is calculated by dividing total non-interest expense by tax-equivalent net revenue (less securities gains or losses). A lower ratio indicates more efficient revenue generation.
(5)	See following section titled, “Supplemental Financial Measures/Ratios” for additional information on this performance measure/ratio.

Certain returns, yields, performance ratios, or quarterly growth rates are “annualized” in this presentation and throughout this report to represent an annual time period. This is done for analytical purposes to better discern for decision-making purposes underlying performance trends when compared to full-year or year-over-year amounts. For example, balance sheet growth rates are most often expressed in terms of an annual rate. As such, 5% growth during a quarter would represent an annualized growth rate of 20%.

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Supplemental Financial Measures/Ratios

The accounting and reporting polices of Wintrust conform to generally accepted accounting principles (“GAAP”) in the United States and prevailing practices in the banking industry. However, certain non-GAAP performance measures and ratios are used by management to evaluate and measure the Company’s performance. These include taxable-equivalent net interest income (including its individual components), net interest margin (including its individual components), core net interest margin and the efficiency ratio. Management believes that these measures and ratios provide users of the Company’s financial information with a more meaningful view of the performance of interest-earning assets and interest-bearing liabilities and of the Company’s operating efficiency. Other financial holding companies may define or calculate these measures and ratios differently.

Management reviews yields on certain asset categories and the net interest margin of the Company and its banking subsidiaries on a fully taxable-equivalent (“FTE”) basis. In this non-GAAP presentation, net interest income is adjusted to reflect tax-exempt interest income on an equivalent before-tax basis. This measure ensures comparability of net interest income arising from both taxable and tax-exempt sources. Net interest income on a FTE basis is also used in the calculation of the Company’s efficiency ratio. The efficiency ratio, which is calculated by dividing non-interest expense by total taxable-equivalent net revenue (less securities gains or losses), measures how much it costs to produce on dollar of revenue. Securities gains or losses are excluded from this calculation to better match revenue from daily operations to operational expenses.

Management also evaluates the net interest margin excluding the net interest expense associated with the Company’s Long-term debt — trust preferred securities (“Core Net Interest Margin”). Because these instruments are utilized by the Company primarily as capital instruments, management finds it useful to view the net interest margin excluding this expense and deems it to be a more meaningful view of the operational net interest margin of the Company.

A reconciliation of certain non-GAAP performance measures and ratios used by the Company to evaluate and measure the Company’s performance to the most directly comparable GAAP financial measures is shown below:

	Three Months Ended						Six Months Ended
	June 30,						June 30,
(Dollars in thousands)	2005			2004			2005			2004
(A) Interest income (GAAP)	$	98,677		$	60,553		$	185,999		$	119,307
Taxable-equivalent adjustment:
— Loans		152			103			305			208
— Liquidity management assets		194			66			333			134
— Other earning assets		8			14			13			28
Interest income — FTE	$	99,031		$	60,736		$	186,650		$	119,677
(B) Interest expense (GAAP)		44,795			23,833			82,203			46,079
Net interest income — FTE	$	54,236		$	36,903		$	104,447		$	73,598
(C) Net interest income (GAAP) (A minus B)	$	53,882		$	36,720		$	103,796		$	73,228
Net interest income — FTE	$	54,236		$	36,903		$	104,447		$	73,598
Add: Interest expense on long-term debt — trust preferred securities, net(1)		3,704			1,604			7,018			2,999
Core net interest income — FTE(2)	$	57,940		$	38,507		$	111,465		$	76,597
(D) Net interest margin (GAAP)		3.17	%		3.11	%		3.17	%		3.17	%
Net interest margin — FTE		3.19	%		3.12	%		3.20	%		3.19	%
Core net interest margin — FTE(2)		3.41	%		3.26	%		3.41	%		3.32	%
(E) Efficiency ratio (GAAP)		70.58	%		64.22	%		67.71	%		63.65	%
Efficiency ratio — FTE		70.22	%		64.02	%		67.40	%		63.44	%

(1)	Interest expense from the long-term debt — trust preferred securities is net of the interest income on the Common Securities owned by the Trusts and included in interest income.
(2)	Core net interest income and core net interest margin are by definition non-GAAP measures/ratios. The GAAP equivalents are the net interest income and net interest margin determined in accordance with GAAP (lines C and D in the table).

25

Critical Accounting Policies

The preparation of the financial statements requires management to make estimates, assumptions and judgments that affect the reported amounts of assets and liabilities. These estimates, assumptions and judgments are based on information available as of the date of the financial statements; accordingly, as information changes, the financial statements could reflect different estimates and assumptions. Certain policies and accounting principles inherently have a greater reliance on the use of estimates, assumptions and judgments and as such have a greater possibility of producing results that could be materially different than originally reported. The determination of the allowance for loan losses, the valuation of the retained interest in the premium finance receivables sold and the valuations required for impairment testing of goodwill are the areas that require the most subjective and complex judgments, and as such could be most subject to revision as new information becomes available. For a more detailed discussion on these critical accounting policies, see “Summary of Critical Accounting Policies” on page 74 of the Company’s Annual Report to shareholders for the year ended December 31, 2004.

Net Income

Net income for the quarter ended June 30, 2005 totaled $13.0 million, an increase of $486,000 or 4%, over the $12.5 million recorded in the second quarter of 2004. On a per share basis, net income for the second quarter of 2005 totaled $0.53 per diluted common share, a decrease of $0.05 per share, or 9%, as compared to the 2004 second quarter total of $0.58 per diluted common share. The return on average equity for the second quarter of 2005 was 9.03%, compared to 13.70% for the prior year quarter.

Net income for the first six months of 2005, totaled $28.7 million, an increase of $4.6 million, or 19%, compared to $24.1 million for the same period in 2004. On a per share basis, net income per diluted common share was $1.20 for the first six months of 2005, an increase of $0.08 per share, or 7%, compared to $1.12 for the first six months of 2004. Return on average equity for the first six months of 2005 was 10.93% versus 13.41% for the same period of 2004.

Earnings in the second quarter of 2005 were significantly impacted by trading losses of approximately $6.8 million ($5.7 million for the first six months of 2005) on economic hedges that did not qualify for hedge accounting. These losses primarily represent the mark-to-market adjustments, and to a lesser extent, the net settlements, on interest rate swap contracts that were entered into to economically hedge certain funding liabilities, but failed to qualify for hedge accounting. The lower growth rate in the earnings per share as compared to net income for the six months ended June 30, 2005 was due primarily to increases in the average number of common shares outstanding. Common shares outstanding increased 15% (3.1 million shares) from June 30, 2004 to June 30, 2005. The increase in the number of common shares outstanding was due primarily from the issuance of 1.0 million new shares in March 2005, 475,148 shares of new common stock in September 2004 in connection with the acquisition of Northview Financial Corporation, 372,535 new shares in October 2004 in connection with the acquisition of Town Bankshares, Ltd., and 595,123 new shares in March 2005 in connection with the acquisition of First Northwest Bancorp, Inc.

Wintrust has acquired several operating companies since January 2004, including WestAmerica and Guardian (effective May 1, 2004), Northview Bank and Northview Mortgage, LLC (effective September 30, 2004), Town Bank (effective October 1, 2004), State Bank of The Lakes (effective January 1, 2005) and First Northwest Bank (effective March 31, 2005). The results of operations of each of these entities have been included in Wintrust’s results of operations since their respective acquisition dates.

26

Net Interest Income

Net interest income, which is the difference between interest income and fees on earning assets and interest expense on deposits and borrowings, is the major source of earnings for Wintrust. Tax-equivalent net interest income for the quarter ended June 30, 2005 totaled $54.2 million, an increase of $17.3 million, or 47%, as compared to the $36.9 million recorded in the same quarter of 2004. This increase is primarily attributable to increases in the Company’s earning asset base. In the second quarter of 2005, average loans, the highest yielding component of the earning asset base, represented 74% of total earning assets and increased $1.37 billion, or 37%, over the second quarter of 2004. The table on page 30 presents a summary of the dollar amount of changes in tax-equivalent net interest income attributable to changes in the volume of earning assets and changes in the rates earned and paid during the second quarter of 2005 compared to the same period of 2004 as well as the first quarter of 2005.

The following table presents a summary of the Company’s net interest income and related net interest margins, calculated on a fully taxable equivalent basis, for the periods shown:

	For the Three Months Ended								For the Three Months Ended
	June 30, 2005								June 30, 2004
(Dollars in thousands)	Average			Interest		Rate			Average			Interest		Rate
Liquidity management assets(1) (2) (8)	$	1,723,855		$	17,510		4.07	%	$	1,016,517		$	9,265		3.67	%
Other earning assets(2) (3)(8)		31,382			479		6.12			38,202			373		3.93
Loans, net of unearned income(2) (4) (8)		5,067,904			81,042		6.41			3,699,021			51,098		5.56
Total earning assets(8)	$	6,823,141		$	99,031		5.82	%	$	4,753,740		$	60,736		5.14	%
Allowance for loan losses		(40,671	)							(28,633	)
Cash and due from banks		139,587								103,892
Other assets		612,667								347,455
Total assets	$	7,534,724							$	5,176,454
Interest—bearing deposits	$	5,523,215		$	36,288		2.64	%	$	3,829,382		$	19,136		2.01	%
Federal Home Loan Bank advances		341,361			3,048		3.58			214,351			1,945		3.65
Notes payable and other borrowings		165,014			905		2.20			100,469			384		1.54
Subordinated notes		50,000			745		5.89			50,000			705		5.58
Long-term debt — trust preferred securities		209,939			3,809		7.18			122,105			1,663		5.39
Total interest-bearing liabilities	$	6,289,529		$	44,795		2.85	%	$	4,316,307		$	23,833		2.22	%
Non—interest bearing deposits		597,953								375,986
Other liabilities		70,491								117,320
Equity		576,751								366,841
Total liabilities and shareholders’ equity	$	7,534,724							$	5,176,454
Interest rate spread(5) (8)							2.97	%							2.92	%
Net free funds/contribution(6)	$	533,612					0.22		$	437,433					0.21
Net interest income/Net interestmargin(8)				$	54,236		3.19	%				$	36,903		3.13	%
Core net interest margin(7) (8)							3.41	%							3.26	%

(1)	Liquidity management assets include available-for-sale securities, interest earning deposits with banks, federal funds sold and securities purchased under resale agreements.
(2)	Interest income on tax-advantaged loans, trading account securities and securities reflects a tax-equivalent adjustment based on a marginal federal corporate tax rate of 35%. The total adjustments for the quarters ended June 30, 2005 and 2004 were $354,000 and $183,000, respectively.
(3)	Other earning assets include brokerage customer receivables and trading account securities. (4) Loans, net of unearned income, include mortgages held-for-sale and non-accrual loans.
(5)	Interest rate spread is the difference between the yield earned on earning assets and the rate paid on interest-bearing liabilities.
(6)	Net free funds are the difference between total average earning assets and total average interest-bearing liabilities. The estimated contribution to net interest margin from net free funds is calculated using the rate paid for total interest-bearing liabilities.
(7)	The core net interest margin excludes the effect of Wintrust’s Long-term Debt — Trust Preferred Securities.
(8)	See “Supplemental Financial Measures/Ratios” section of this report for additional information on this performance measure/ratio.

27

Net interest margin represents tax-equivalent net interest income as a percentage of the average earning assets during the period. For the second quarter of 2005 the net interest margin was 3.19%, an increase of six basis points when compared to the net interest margin of 3.13% in the prior year second quarter, and a two basis point decrease when compared to the net interest margin of 3.21% in the first quarter of 2005. The core net interest margin, which excludes the net interest expense related to Wintrust’s Long-term Debt — Trust Preferred Securities, was 3.41% for the second quarter of 2005, 3.26% for the second quarter of 2004 and 3.41% for the first quarter of 2005.

The net interest margin increase of six basis points in the second quarter of 2005 compared to the second quarter of 2004 resulted as the yield on earning assets increased by 68 basis points, the rate paid on interest-bearing liabilities increased by 63 basis points and the contribution from net free funds increased by one basis point. The earning asset yield increase was primarily attributable to an 85 basis point increase in the yield on loans. The higher loan yield is reflective of the interest rate increases effected by the Federal Reserve Bank offset somewhat by continued competitive loan pricing pressures, including the pricing related to the premium finance receivables portfolio. The interest-bearing liability rate increase of 63 basis points was due to higher costs of retail deposits as Wintrust faces continued competitive pricing pressures on fixed-maturity time deposits in most markets and the promotional pricing activities associated with opening additional de novo branches and branches acquired through acquisition. The slight decline in net interest margin compared to the first quarter of 2005 was primarily attributable to continued competitive retail deposit pricing pressures, continued promotional pricing activities associated with opening additional de novo branches and branches acquired through acquisition, the acceleration of a portion of the unamortized issuance costs related to the Company’s 10.50% Cumulative Trust Preferred Securities and changes in the earning asset mix. Overall, the Company believes it is well positioned for expected future rate increases.

The yield on total earning assets for the second quarter of 2005 was 5.82% as compared to 5.14% in the second quarter of 2004. The increase of 68 basis points from the second quarter of 2004 resulted primarily from the rising interest rate environment in the last 12 months offset by the effects of competitive market pressure on loan pricing spreads. The second quarter 2005 yield on loans was 6.41%, an 85 basis point increase when compared to the prior year second quarter yield of 5.56%. Compared to the first quarter of 2005, the yield on earning assets increased 23 basis points primarily as a result of a 32 basis point increase in the yield on total loans. Average loans comprised approximately 74% of total average earning assets in second quarter of 2005, 76% in the first quarter of 2005 and 78% in the second quarter of 2004.

The rate paid on interest-bearing deposits increased to 2.64% in the second quarter of 2005 as compared to 2.01% in the second quarter of 2004. The rate paid on wholesale funding, consisting of Federal Home Loan Bank of Chicago advances, notes payable, subordinated notes, other borrowings and trust preferred securities, increased to 4.42% in the second quarter of 2005 compared to 3.85% in the second quarter of 2004 as a result of higher overnight funding costs, the additional trust preferred borrowings added in 2004 and the acceleration of the unamortized issuance costs related to the Company’s 10.50% Cumulative Trust Preferred Securities. The Company utilizes certain borrowing sources to fund the additional capital requirements of the subsidiary banks, manage its capital, manage its interest rate risk position and for general corporate purposes.

28

The following table presents a summary of the Company’s net interest income and related net interest margins, calculated on a fully taxable equivalent basis, for the periods shown:

	For the Six Months Ended								For the Six Months Ended
	June 30, 2005								June 30, 2004
(Dollars in thousands)	Average			Interest		Rate			Average			Interest		Rate
Liquidity management assets(1) (2) (8)	$	1,613,378		$	32,256		4.03	%	$	1,027,862		$	19,288		3.77	%
Other earning assets(2) (3)(8)		32,743			920		5.66			37,587			736		3.94
Loans, net of unearned income(2) (4) (8)		4,953,408			153,474		6.25			3,576,850			99,653		5.60
Total earning assets(8)	$	6,599,529		$	186,650		5.70	%	$	4,642,299		$	119,677		5.18	%
Allowance for loan losses		(39,473	)							(27,594	)
Cash and due from banks		136,584								105,430
Other assets		577,794								340,873
Total assets	$	7,274,434							$	5,061,008
Interest-bearing deposits	$	5,266,607		$	65,259		2.50	%	$	3,719,643		$	36,865		1.99	%
Federal Home Loan Bank advances		319,667			5,617		3.54			189,628			3,566		3.78
Notes payable and other borrowings		231,606			2,684		2.34			150,392			1,130		1.51
Subordinated notes		50,000			1,424		5.66			50,000			1,407		5.57
Long-term debt — trust preferred securities		207,313			7,219		6.93			110,343			3,111		5.58
Total interest-bearing liabilities	$	6,075,193		$	82,203		2.72	%	$	4,220,006		$	46,079		2.19	%
Non-interest bearing deposits		566,768								366,868
Other liabilities		103,817								112,793
Equity		528,656								361,341
Total liabilities and shareholders’ equity	$	7,274,434							$	5,061,008
Interest rate spread(5) (8)							2.98	%							2.99	%
Net free funds/contribution(6)	$	524,336					0.22		$	422,293					0.20
Net interest income/Net interestmargin(8)				$	104,447		3.20	%				$	73,598		3.19	%
Core net interest margin(7) (8)							3.41	%							3.32	%
							aaaaa

(1)	Liquidity management assets include available-for-sale securities, interest earning deposits with banks, federal funds sold and securities purchased under resale agreements.
(2)	Interest income on tax-advantaged loans, trading account securities and securities reflects a tax-equivalent adjustment based on a marginal federal corporate tax rate of 35%. The total adjustments for the six months ended June 30, 2005 and 2004 were $651,000 and $370,000 respectively.
(3)	Other earning assets include brokerage customer receivables and trading account securities.
(4)	Loans, net of unearned income, include mortgages held-for-sale and non-accrual loans.
(5)	Interest rate spread is the difference between the yield earned on earning assets and the rate paid on interest-bearing liabilities.
(6)	Net free funds are the difference between total average earning assets and total average interest-bearing liabilities. The contribution is based on the rate paid for total interest-bearing liabilities.
(7)	The core net interest margin excludes the effect of Wintrust’s Long-term Debt — Trust Preferred Securities.
(8)	See “Supplemental Financial Measures/Ratios” section of this report for additional information on this performance measure/ratio.

The tax-equivalent net interest income for the six months ending June 30, 2005 totaled $104.4 million, an increase of $30.8 million, or 42%, compared to the $73.6 million recorded for the same period in 2004. Growth in the Company’s earning asset base was the primary contributor to this increase. Average earning assets increased $2.0 billion, or 42%, in the first six months of 2005 compared to the same period of 2004. The 2005 year-to-date net interest margin was 3.20%, compared to 3.19% for the prior year period.

The yield on total earning assets for the first six months of 2005 was 5.70% compared to 5.18% in 2004, an increase of 52 basis points resulting primarily from the effect of higher yields on loans. Average loans, the highest yielding component of the earning asset base, increased $1.4 billion, or 38%, in the first six months of 2005 compared to the prior year period. Loans accounted for 75% of average earning assets in the first six months of 2005 and 77% in the same period of 2004. The average yield on loans during the six months ended June 30, 2005, was 6.25%, an increase of 65 basis points compared to 5.60% for the same period of 2004.

29

The rate paid on interest-bearing liabilities for the first six months of 2005 was 2.72% compared to 2.19% in the first six months of 2004, an increase of 53 basis points. Deposits accounted for 87% of total interest bearing liabilities in the first six months of 2005 and 88% in the same period of 2004. The average rate paid on deposits was 2.50% in the first six months of 2005, an increase of 51 basis points compared to the average rate of 1.99% in the first six months of 2004. The net interest margin increased 1 basis point to 3.20% during the first six months of 2005 compared to the 3.19% net interest margin reported for the first six months of 2004.

The following table presents an analysis of the changes in the Company’s tax-equivalent net interest income comparing the three-month periods ended June 30, 2005 and March 31, 2005, the six-month periods ended June 30, 2005 and June 30, 2004 and the three-month periods ended June 30, 2005 and June 30, 2004. The reconciliation sets forth the change in the tax-equivalent net interest income as a result of changes in volumes, changes in rates and differing number of days in each period:

	Second Quarter			First Six Months			Second Quarter
	of 2005			Of 2005			of 2005
	Compared to			Compared to			Compared to
	First Quarter			First Six Months			Second Quarter
(Dollars in thousands)	of 2005			of 2004			of 2004
Tax-equivalent net interest income for comparative period	$	50,219		$	73,598		$	36,903
Change due to mix and growth of earning assets and interest-bearing liabilities (volume)		3,778			29,329			15,172
Change due to interest rate fluctuations (rate)		(313	)		1,926			2,161
Change due to number of days in each period		552			(406	)		—
Tax-equivalent net interest income for the period ended June 30, 2005	$	54,236		$	104,447		$	54,236

30

Non-interest Income

For the second quarter of 2005, non-interest income totaled $16.5 million and decreased $5.0 million compared to the prior year second quarter. For the six months ended June 30, 2005, non-interest income totaled $40.9 million, an increase of $740,000 or 2%, compared to the same period of 2004. In the second quarter of 2005, the Company recorded $6.8 million of trading losses related to interest rate swaps that were entered into to economically hedge certain funding liabilities but which failed to qualify as accounting hedges. In addition, non-interest income in the quarter and year-to-date periods reflect higher mortgage banking revenue, higher levels of fees on covered call transactions, including the residual security gains on called securities, and the impact of the recent acquisitions offset by lower wealth management fees and lower gain on sales of premium finance receivables.

Non-interest income as a percentage of net revenue decreased to 23% in the second quarter of 2005, from 37% in the second quarter of 2004. For the six months ending June 30, 2005, non-interest income as a percentage of net revenue was 28%, compared to 35% for the same period of 2004. The Company uses this as a measuring stick as it works towards balancing the mix of net interest income and non-interest income. This ratio was negatively impacted by the trading losses recognized in the second quarter of 2005, as well as the acquisitions of four community banks in the last nine months, coupled with strong core growth at the existing banks, as their revenue mix is more heavily weighted towards net interest income.

The following tables present non-interest income by category for the periods presented:

	Three Months Ended
	June 30,					$			%
(Dollars in thousands)	2005			2004		Change			Change
Brokerage fees	$	5,393		$	5,862	$	(469	)		(8.0	)%
Trust and asset management fees		2,424			2,161		263			12.2
Total wealth management fees		7,817			8,023		(206	)		(2.6	)
Mortgage banking revenue		5,555			4,966		589			11.9
Service charges on deposit accounts		1,594			973		621			63.9
Gain on sales of premium finance receivables		1,726			2,064		(338	)		(16.3	)
Administrative services revenue		1,124			945		179			18.8
Gains on available-for-sale securities, net		978			1		977			N/M
Other:
Fees from covered call and put options		2,624			2,441		183			7.5
Bank Owned Life Insurance		550			513		37			7.1
Trading losses		(6,820	)		—		(6,820	)		N/M
Miscellaneous		1,393			1,569		(176	)		(11.2	)
Total other		(2,253	)		4,523		(6,776	)		(149.8	)
Total non-interest income	$	16,541		$	21,495	$	(4,954	)		(23.0	)%
N/M = Not meaningful

	Six Months Ended
	June 30,					$			%
(Dollars in thousands)	2005			2004		Change			Change
Brokerage fees	$	10,914		$	12,158	$	(1,244	)		(10.2	)%
Trust and asset management fees		4,847			4,338		509			11.7
Total wealth management fees		15,761			16,496		(735	)		(4.4	)
Mortgage banking revenue		12,083			7,256		4,827			66.5
Service charges on deposit accounts		2,933			1,946		987			50.7
Gain on sales of premium finance receivables		3,382			3,539		(157	)		(4.4	)
Administrative services revenue		2,138			1,887		251			13.3
Gains on available-for-sale securities, net		978			853		125			14.7
Other:
Fees from covered call and put options		5,377			4,615		762			16.5
Bank Owned Life Insurance		1,148			1,022		126			12.4
Trading losses		(5,676	)		—		(5,675	)		N/M
Miscellaneous		2,797			2,567		229			9.0
Total other		3,646			8,204		(4,558	)		(55.6	)
Total non-interest income	$	40,921		$	40,181	$	740			1.8	%
N/M = Not meaningful

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Wealth management fees are comprised of the trust and asset management revenues generated by Wayne Hummer Trust Company and the asset management fees, brokerage commissions, trading commissions and insurance product commissions at the Wayne Hummer Companies. Wealth management fees totaled $7.8 million in the second quarter of 2005, a $206,000, or 3%, decrease from the $8.0 million recorded in the second quarter of 2004. For the six months ended June 30, 2005, wealth management fees decreased $735,000, or 4%, compared to the same period last year. As noted in the above tables, in both the quarterly and year-to-date periods, the decrease in total wealth management fees is a result of decreases in retail brokerage revenue offset by increases in trust and asset management fees. Trust and asset management fees are affected by the valuations of the equity securities under management and brokerage fees are impacted by trading volumes. Wintrust’s strategy is to grow the wealth management business in order to better service its customers and create a more diversified revenue stream. Total assets under management and/or administration by WHTC and WHAMC were $1.7 billion at June 30, 2005 and $1.6 billion at June 30, 2004.

Mortgage banking revenue includes revenue from activities related to originating and selling residential real estate loans into the secondary market. With the addition of WestAmerica and Guardian in May 2004, this revenue line now includes gains on the sales of mortgage loans to the secondary market, origination fees, rate lock commitment fees, document preparation fees, the impact of the capitalizing servicing rights on loans sold and serviced by certain Wintrust subsidiary banks, the impact of amortizing and valuing the capitalized servicing right asset and the impact of valuing mortgage banking derivatives as required by SFAS 133. For the quarter ended June 30, 2005, mortgage banking revenue totaled $5.6 million, an increase of $589,000, or 12% when compared to the same quarter of 2004. Mortgage banking revenue increased by $4.8 million, or 67%, in the first six months of 2005 compared to the same period of 2004. The acquisitions of WestAmerica and Guardian (in May 2004) were the primary contributor to the increase in mortgage banking revenue in the quarterly and year-to-date periods. Mortgage banking revenue is a continuous source of revenue for the Company; however, it is significantly impacted by mortgage interest rates.

Service charges on deposit accounts totaled $1.6 million for the second quarter of 2005, an increase of $621,000, or 64%, compared to the same quarter of 2004. On a year-to-date basis, service charges on deposit accounts totaled $2.9 million, an increase of 51% compared to the same period of 2004. The increases in the quarterly and year-to-date periods were primarily due to the impact of the four bank acquisitions in 2004 and 2005. The majority of deposit service charges relates to customary fees on overdrawn accounts and returned items. The level of service charges received is substantially below peer group levels, as management believes in the philosophy of providing high quality service without encumbering that service with numerous activity charges.

Gain on sales of premium finance receivable results from the Company’s sales of premium finance receivables to an unrelated third party. As previously noted, the majority of the receivables originated by FIFC are purchased by the Banks to more fully utilize their lending capacity. However, as a result of continued strong origination volume, the Company sold $138 million of premium finance receivables to an unrelated third party in the second quarter of 2005, and recognized gains of $1.7 million related to this activity, compared with $2.1 million of recognized gains in the second quarter of 2004 on sales of $136 million.

On a year-to-date basis, the Company recognized gains of $3.4 million in 2005 on sales of $284 million, compared to $3.5 million in 2004 on sales of $226 million of receivables. Recognized gains related to this activity are significantly influenced by the spread between the net yield on the loans sold and the rate passed on to the purchaser. The net yield on the loans sold and the rate passed on to the purchaser typically do not react in a parallel fashion, therefore causing the spreads to vary from period to period. This spread ranged from 3.46% to 3.74% in the first six months of 2005, compared to a range of 4.74% to 4.84% in the first six months of 2004. The spreads narrowed as yields on the premium finance receivables have not risen commensurately with increases in short term rates. The lower amount of gain recognized in the second quarter of 2005 compared to the prior year quarter, was primarily due to the lower interest rate spreads on the loans sold. The Company continues to maintain an interest in the loans sold and establishes a servicing asset, interest only strip and a recourse obligation upon each sale. Recognized gains, recorded in accordance with SFAS 140, as well as the Company’s retained interests in these loans are based on the Company’s projection of cash flows that will be generated from the loans. The cash flow model incorporates the amounts contractually due from customers, including an estimate of late fees, the amounts due to the purchaser of the loans, commissions paid to agents as well as estimates of the terms of the loans and credit losses. Significant differences in actual cash flows and the projected cash flows can cause impairment to the servicing asset and interest only strip as well as adjustments to the recourse obligation. The Company typically makes a clean up call by repurchasing the remaining loans in the pools sold after approximately 10 months from the sale

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date. Upon repurchase, the loans are recorded in the Company’s premium finance receivables portfolio and any remaining balance of the Company’s retained interest is recorded as an adjustment to the gain on sale of premium finance receivables. The Company continuously monitors the performance of the loan pools to the projections and adjusts the assumptions in its cash flow model when warranted. In the second quarter of 2005, clean up calls resulted in increased gains (primarily from reversing the remaining balances of the related liability for the Company’s recourse obligation related to the loans) of approximately $79,000, compared to $57,000 in the second quarter of 2004. Estimated credit losses were reduced to 0.15% of the estimated average balances for loans sold in the second quarter of 2005, compared to an estimate of 0.25% for loans sold in the first six months of 2004 and the first quarter of 2005. The decrease in estimated credit losses was warranted due to a lower level of non-performing premium finance receivables and a low level of net charge-offs in the overall premium finance receivables portfolio. (See “Allowance for Loan Losses” section later in this report for more details.) The estimated average terms of the loans was increased during the second quarter of 2005 to approximately 9 months from 8 months. The applicable discount rate used in determining gains related to this activity was unchanged during 2004 and 2005.

At June 30, 2005, premium finance receivables sold and serviced for others for which the Company retains a recourse obligation related to credit losses totaled approximately $269 million. The recourse obligation is considered in computing the net gain on the sale of the premium finance receivables. At June 30, 2005, the remaining estimated recourse obligation carried in other liabilities was approximately $390,000.

Credit losses incurred on loans sold are applied against the recourse obligation liability that is established at the date of sale. Credit losses, net of recoveries, in the first six months of 2005 and 2004 for premium finance receivables sold and serviced for others, totaled $81,000 and $56,000, respectively. At June 30, 2005, non-performing loans related to this sold portfolio were approximately $2.3 million, or 0.87%, of the sold loans. Ultimate losses on premium finance receivables are substantially less than the non-performing loans for the reasons noted in the “Non-performing Premium Finance Receivables” portion of the “Asset Quality” section of this report.

Wintrust has a strategy of targeting its average loan-to-deposit ratio in the range of 85-90%. During the second quarter of 2005, the ratio was approximately 83%. In the short-term, the ratio was slightly below the targeted range as deposit growth at recently openedde novobranches and acquired banks was very strong and loan originations were slightly slower than expected as the Company chose not to compromise on underwriting standards when competing for loan balances. Consistent with the Company’s strategy to be asset-driven, it is probable that similar sales of premium finance receivables will occur in the future.

The administrative services revenue contributed by Tricom added $1.1 million to total non-interest income in the second quarter of 2005, an increase of $179,000, or 19%, from the second quarter of 2004. This revenue comprises income from administrative services, such as data processing of payrolls, billing and cash management services, to temporary staffing service clients located throughout the United States. Although Tricom’s business is expanding, its revenue continues to reflect competitive rate pressures in the industry. Tricom also earns interest and fee income from providing short-term accounts receivable financing to this same client base, which is included in the net interest income category. On a year-to-date basis, administrative service revenue increased $251,000, or 13%.

Fees from covered call option transactions in the second quarter of 2005 and 2004 were $2.6 million and $2.4 million, respectively. On a year-to-date basis the Company recognized fee income of $5.4 million in 2005 and $4.6 million in 2004. In addition to the premium received in the second quarter of 2005 for writing these covered call options, the Company recognized net securities gains of $978,000 related to securities that were called as the strike price was greater than the Company’s carrying value of the securities. During the first six months of 2005, call option contracts were written against $1.6 billion of underlying securities compared to $679 million in the first six months of 2004. The same security may be included in this total more than once to the extent that multiple option contracts were written against it if the initial option contracts were not exercised. The Company routinely enters into these transactions with the goal of enhancing its overall return on its investment portfolio. The Company writes call options with terms of less than three months against certain U.S. Treasury and agency securities held in its portfolio for liquidity and other purposes. Although the Company has written put option transactions on securities deemed appropriate for the Banks’ investment portfolios, no put option contracts were written in the first six months of 2005. These call and put option transactions are designed to increase the total return associated with the investment securities portfolio and do not qualify as hedges pursuant to SFAS 133. There were no outstanding call or put options at June 30, 2005, December 31, 2004 or June 30, 2004.

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Bank Owned Life Insurance (“BOLI”) income totaled $550,000 in the second quarter of 2005 and $513,000 in the same period of 2004. This income represents adjustments to the cash surrender value of BOLI policies. The Company originally purchased $41.1 million of BOLI in 2002 to consolidate existing term life insurance contracts of executive officers and to mitigate the mortality risk associated with death benefits provided for in executives’ employment contracts. The Company has purchased additional BOLI since then, including $8.9 million of BOLI that was owned by State Bank of The Lakes when Wintrust acquired the bank. As of June 30, 2005, the Company’s recorded investment in BOLI was $69.1 million. Income attributable to changes in the cash surrender value of the BOLI policies was $1.1 million for the first six months of 2005 and $1.0 million for the same period of 2004.

Trading losses of $6.8 million and $5.7 million in the second quarter of 2005 and for the first six months of 2005, respectively, are related to economic hedges that did not qualify for hedge accounting. These losses primarily represent the mark-to-market adjustments, and to a lesser extent, the net settlements, on interest rate swap contracts that were entered into to economically hedge certain funding liabilities, but failed to qualify for hedge accounting.

Miscellaneous other non-interest income includes service charges and fees and miscellaneous income and totaled $1.4 million in the second quarter of 2005 and $1.6 million in the second quarter of 2004. Included in miscellaneous income in the second quarter of 2004 is a gain of approximately $525,000 on the sale of real estate that was previously acquired in connection with the Company’s branch expansion. On a year-to-date basis, miscellaneous other non-interest income totaled $2.8 million in 2005 and $2.6 million in 2004. Excluding the effect of the $525,000 gain on the sale of real estate in the second quarter of 2004, the increases in the quarterly and year-to-date periods are primarily due to the income generated by the 2004 and 2005 bank acquisitions.

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Non-interest Expense

Non-interest expense for the second quarter of 2005 totaled $49.0 million and increased $11.6 million, or 31%, from the second quarter 2004 total of $37.4 million. For the first six months of 2005, non-interest expense totaled $97.3 million and increased $25.7 million, or 36%, from the $71.6 million reported for the first six months of 2004. The increases in non-interest expense in the quarterly and year-to-date periods reflect the continued growth and expansion of the Banks with additional branches, the growth in the premium finance business, and the four bank acquisitions completed since September 2004. Since June 30, 2004, total loans and total deposits have increased 36% and 46%, respectively, requiring higher levels of staffing and resulting in other costs in order to both attract and service a larger customer base. Despite the increases in non-interest expense, the Company’s efficiency ratio was 70.22% for the second quarter of 2005, compared to 64.02% for the same period of 2004.

The following tables present non-interest expense by category for the periods presented:

	Three Months Ended
	June 30,		June 30,		$			%
(Dollars in thousands)	2005		2004		Change			Change
Salaries and employee benefits	$	29,181	$	22,294	$	6,887			30.9	%
Equipment		2,977		2,182		795			36.5
Occupancy, net		3,862		2,319		1,543			66.6
Data processing		1,743		1,350		393			29.1
Advertising and marketing		1,216		866		350			40.4
Professional fees		1,505		1,175		330			28.1
Amortization of other intangible assets		869		193		676			349.1
Other:
Commissions — 3rd party brokers		902		1,222		(320	)		(26.1	)
Postage		994		723		271			37.5
Stationery and supplies		811		625		186			29.7
Miscellaneous		4,956		4,437		519			11.7
Total other		7,663		7,007		656			9.4
Total non-interest expense	$	49,016	$	37,386	$	11,630			31.1	%

	Six Months Ended
	June 30,		June 30,		$			%
(Dollars in thousands)	2005		2004		Change			Change
Salaries and employee benefits	$	58,644	$	43,073	$	15,571			36.2	%
Equipment		5,726		4,351		1,375			31.6
Occupancy, net		7,701		4,497		3,204			71.3
Data processing		3,458		2,652		806			30.4
Advertising and marketing		2,210		1,590		620			38.9
Professional fees		2,974		2,143		831			38.8
Amortization of other intangible assets		1,625		393		1,232			313.0
Other:
Commissions — 3rd party brokers		1,915		2,234		(319	)		(14.3	)
Postage		1,899		1,348		551			40.9
Stationery and supplies		1,642		1,159		483			41.7
Miscellaneous		9,526		8,203		1,323			16.1
Total other		14,982		12,944		2,038			15.7
Total non-interest expense	$	97,320	$	71,643	$	25,677			35.8	%

Salaries and employee benefits totaled $29.2 million for the second quarter of 2005, an increase of $6.9 million, or 31%, compared to the prior year’s second quarter total of $22.3 million. On a year-to-date basis, salaries and employee benefits totaled $58.6 million, an increase of $15.6 million, or 36%, as compared to the prior year amount. The increases in

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salaries and benefits were primarily reflects normal increases in base salaries and employee benefits as well as staffing increases resulting from the acquisition of four banks since September 30, 2004, the acquisition of WestAmerica and Guardian in May 2004 and the continued growth and development of the existing banks and non bank subsidiaries.

Occupancy expense for the second quarter of 2005 was $3.9 million, an increase of $1.5 million, or 67%, compared to the same period of 2004. On a year-to-date basis, occupancy expense totaled $7.7 million, an increase of $3.2 million, or 71%, compared to same period of 2004. Occupancy expense increased as a result of opening four new banking locations during the past twelve months as part of the Company’sde novobanking strategy and adding 13 new locations as a result of the four bank acquisitions.

The increase in the amortization of other intangible assets in the quarterly and year-to-date periods as presented in the preceding tables relates to the amortization of the value assigned to the deposit base intangibles acquired in connection with the 2004 and 2005 bank acquisitions.

Commissions paid to third party brokers represent the commissions paid on revenue generated by Focused through its network of unaffiliated banks. The decrease in this expense in the quarterly and year-to-date periods as presented in the preceding tables is reflective of the decrease in brokerage revenue in these periods.

The remaining categories of non-interest expense, including equipment expense, data processing, advertising and marketing, professional fees and other, increased in the second quarter of 2005 over the prior year first quarter as well as in the first six months of 2005 relative to the same period last year. These increases are noted in the preceding tables of non-interest expense. The increases are due primarily to the general growth and expansion of the banking franchise and the recent acquisitions. The percentage increases in each of these categories are in line with the 36% increase in total loans and 46% increase in total deposits over the last twelve months.

Income Taxes

The Company recorded income tax expense of $7.1 million for the three months ended June 30, 2005 versus $7.1 million for the same period of 2004. On a year-to-date basis, income tax expense was $16.2 million in 2005 and $13.9 million in 2004. The effective tax rate was 35.5% and 36.4% in the second quarter of 2005 and 2004, respectively, and 36.1% and 36.6% on a year-to-date basis for 2005 and 2004, respectively.

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Operating Segment Results

As described in Note 9 to the Consolidated Financial Statements, the Company’s operations consist of four primary segments: banking, premium finance, Tricom and wealth management. The Company’s profitability is primarily dependent on the net interest income, provision for loan losses, non-interest income and operating expenses of its banking segment. The net interest income of the banking segment includes income and related interest costs from portfolio loans that were purchased from the premium finance segment. For purposes of internal segment profitability analysis, management reviews the results of its premium finance segment as if all loans originated and sold to the banking segment were retained within that segment’s operations. Similarly, for purposes of analyzing the contribution from the wealth management segment, management allocates a portion of the net interest income earned by the Banking segment on deposits balances of customers of the wealth management segment to the wealth management segment. (See “Wealth management deposits” discussion in Deposits section of this report for more information on these deposits.)

The banking segment’s net interest income for the quarter ended June 30, 2005 totaled $52.4 million as compared to $32.6 million for the same period in 2004, an increase of $19.8 million, or 61%. This increase resulted from average total earning asset growth of $2.1 billion coupled with an increase in the net interest margin of six basis points. The banking segment’s non-interest income totaled $12.3 million in 2005, an increase of $2.2, or 22%, when compared to the 2004 total of $10.1 million. The increase in non-interest income is primarily a result of the impact of the recent acquisitions of WestAmerica and Guardian, Town Bank, Northview Bank, State Bank of The Lakes and First Northwest Bank. The banking segment’s net income for the quarter ended June 30, 2005 totaled $17.4 million, an increase of $6.3 million, or 57%, as compared to the 2004 total of $11.1 million. On a year-to-date basis, net interest income totaled $100.4 million for the first six months of 2005, an increase of $35.3 million, or 54%, as compared to the $65.1 million recorded last year. This increase resulted from average total earning asset growth of $2.0 billion coupled with an increase in the net interest margin of one basis point. Non-interest income increased $6.9 million to $24.4 million in the first six months of 2005. The additional non-interest income added by the acquisitions of WestAmerica and Guardian, Town Bank, Northview Bank, State Bank of The Lakes and First Northwest Bank accounted for the majority of the increase. The banking segment’s after-tax profit for the six months ended June 30, 2005, totaled $32.5 million, an increase of $11.0 million, or 51%, as compared to the prior year total of $21.5 million. The banking segment accounted for the majority of the Company’s total asset growth since June 30, 2004, increasing by $2.4 billion.

Net interest income for the premium finance segment totaled $10.2 million for the quarter ended June 30, 2005, a decrease of $2.5 million, or 20%, compared to the $12.7 million in 2004. This segment was negatively impacted by both competitive asset pricing pressures and higher variable funding costs over the last twelve months. The premium finance segment’s non-interest income totaled $1.9 million and $2.1 million for the quarters ended June 30, 2005, and 2004, respectively. Non-interest income for this segment primarily reflects the gains from the sale of premium finance receivables to an unrelated third party. Wintrust has a strategy of targeting its average loan-to-deposit ratio in the range of 85-90%. During the second quarter of 2005, the ratio was approximately 83%. In the short-term, the ratio was slightly below the targeted range as deposit growth at recently openedde novobranches was very strong and loan originations were slightly slower than expected as the Company chose not to compromise on underwriting standards when competing for loan balances. Wintrust sold $138 million of premium finance receivables to an unrelated third party financial institution in the second quarter of 2005 and $136 million in the second quarter of 2004. Net after-tax profit of the premium finance segment totaled $5.6 million and $6.8 million for the quarters ended June 30, 2005 and 2004, respectively. On a year-to-date basis, net interest income totaled $21.1 million for the first six months of 2005, a decrease of $4.6 million, or 18%, as compared to the $25.7 million recorded last year. Non-interest income increased $154,000 million to $3.7 million in the first six months of 2005 as a larger volume of premium finance receivables were sold to an unrelated third party in the first six months of 2005 ($284 million) than in the first six months of 2004 ($226 million). The premium finance segment’s after-tax profit for the six months ended June 30, 2005, totaled $11.6 million, a decrease of $1.8 million, or 13%, as compared to the prior year total of $13.4 million.

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The Tricom segment data reflects the business associated with short-term accounts receivable financing and value-added out-sourced administrative services, such as data processing of payrolls, billing and cash management services, which Tricom provides to its clients in the temporary staffing industry. The segment’s net interest income was $987,000 in the second quarter of 2005 up $78,000 when compared to the $909,000 reported for the same period in 2004. Continued competitive pricing pressures in the temporary staffing industry have lowered the margins significantly in the past year. Increasing sales penetration helped offset the effects of the competitive pricing pressures, causing the administrative services revenues in the second quarter of 2005 to increase $179,000 over the second quarter of 2004. The segment’s net income was $407,000 in 2005 compared to $336,000 in 2004, reflecting both increases in net interest income and administrative services revenue. On a year-to-date basis, net interest income totaled $1.9 million for the first six months of 2005, an increase of $180,000, or 10%, as compared to the $1.7 million recorded in the first six months of 2004. Non-interest income increased $252,000 to $2.1 million in the first six months of 2005. The Tricom segment’s after-tax profit for the six months ended June 30, 2005, totaled $801,000, an increase of $191,000, or 31%, as compared to $610,000 in the first six months of 2004.

The wealth management segment reported net interest income of $418,000 for the second quarter of 2005 compared to $1.3 million in the same quarter of 2004. Net interest income is comprised of the net interest earned on brokerage customer receivables at WHI and an allocation of a portion of the net interest income earned by the Banking segment on non-interest bearing and interest-bearing wealth management customer account balances on deposit at the Banks. The allocated net interest income included in this segment’s profitability was $25,000 ($15,000 after tax) in the second quarter of 2005 and $1.0 million ($620,000 after tax) in the second quarter of 2004. Rising short-term interest rates, coupled with the flattening of the yield curve, have diminished the portion of the contribution from these funds allocated to the wealth management segment. This segment recorded non-interest income of $9.3 million for 2005 as compared to $8.9 million for 2004, an increase of $364,000 or 4%. Wintrust is committed to growing the wealth management business in order to better service its customers and create a more diversified revenue stream. The increase in total non-interest income in the second quarter of 2005 reflects a pick-up in retail brokerage activity and increases from trust and asset management activities. The wealth management segment’s net income totaled a loss of $264,000 for 2005 compared to income of $160,000 for the second quarter of 2004. On a year-to-date basis, net interest income totaled $1.1 million for the first six months of 2005, a decrease of $1.6 million, or 60%, as compared to the $2.7 million recorded last year. The allocated net interest income included in this segment’s profitability was $327,000 ($201,000 after tax) in the first six months of 2005 and $2.1 million ($1.3 million after tax) in the first six months of 2004. This decrease was due to the reasons discussed above. Non-interest income decreased $285,000 to $18.1 million in the first six months of 2005. The decrease is attributable to slightly lower levels of client trading and asset administration revenues in the first six months of 2005 compared to the same period last year. This segment’s after-tax loss for the six months ended June 30, 2005, totaled $688,000 compared to the prior year income of $735,000, a decrease of $1.4 million. The bulk of this decrease is attributable to the $1.1 million decline in the allocated net interest income described earlier.

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FINANCIAL CONDITION

Total assets were $7.77 billion at June 30, 2005, representing an increase of $2.44 billion, or 46%, over $5.33 billion at June 30, 2004. Approximately $1.5 billion of the increase in total assets in this period is a result of the acquisitions of State Bank of The Lakes and First Northwest Bank in the first quarter of 2005, and Northview Bank and Town Bank in 2004. Total assets at June 30, 2005, increased $1.3 billion, or 42% on an annualized basis, since December 31, 2004. Total funding, which includes deposits, all notes and advances, including the Long-term Debt-Trust Preferred Securities, was $7.1 billion at June 30, 2005, representing an increase of $2.3 billion, or 47%, over the June 30, 2004 reported amounts. Total funding at June 30, 2005, increased $1.2 billion, or 41% on an annualized basis, since December 31, 2004. See Notes 4-8 of the Financial Statements presented under Item 1 of this report for additional period-end detail on the Company’s interest-earning assets and funding liabilities.

Interest-Earning Assets

The following table sets forth, by category, the composition of average earning asset balances and the relative percentage of total average earning assets for the periods presented:

	Three Months Ended
	June 30, 2005						March 31, 2005					June 30, 2004
(Dollars in thousands)	Balance			Percent			Balance		Percent			Balance		Percent
Loans:
Commercial and commercial real estate	$	2,890,876			42	%	$	2,657,906		42	%	$	1,840,039		39	%
Home equity		638,139			9			602,109		9			490,077		10
Residential real estate(1)		398,616			6			378,800		6			269,652		6
Premium finance receivables		808,490			12			861,240		14			827,467		17
Indirect consumer loans		189,974	��		3			188,938		3			178,266		4
Tricom finance receivables		33,726			—			29,950		—			24,086		1
Other loans		108,083			2			103,206		2			69,434		1
Total loans, net of unearned income	$	5,067,904			74	%	$	4,822,149		76	%	$	3,699,021		78	%
Liquidity management assets(2)		1,723,855			25			1,501,675		24			1,016,517		21
Other earning assets(3)		31,382			1			34,119		—			38,202		1
Total average earning assets	$	6,823,141			100	%	$	6,357,943		100	%	$	4,753,740		100	%
Total average assets	$	7,534,724					$	6,998,515				$	5,176,454
Total average earning assets to total average assets					91	%				91	%				92	%

(1)	Residential real estate loans include mortgage loans held-for-sale.
(2)	Liquidity management assets include available-for-sale securities, interest earning deposits with banks, federal funds sold and securities purchased under resale agreements.
(3)	Other earning assets include brokerage customer receivables and trading account securities.

Total average earning assets for the second quarter of 2005 increased $2.1 billion, or 44%, to $6.8 billion, compared to the second quarter of 2004. The ratio of total average earnings assets as a percent of total average assets remained consistent at 91% — 92% for each of the quarterly periods shown in the above table.

Total average loans during the second quarter of 2005 increased $1.4 billion, or 37%, over the previous year second quarter. Average commercial and commercial real estate loans increased 57%, home equity 30%, residential real estate 48% and premium finance receivables decreased by 2%, in the second quarter of 2005 compared to the average balances in the second quarter of 2004. Average total loans increased $246 million, or 20% on an annualized basis, over the average balance in the first quarter of 2005.

Liquidity management assets include available-for-sale securities, interest earning deposits with banks, federal funds sold and securities purchased under resale agreements. The balances of these assets can fluctuate based on deposit inflows and outflows, the level of other funding sources and loan demand. At June 30, 2005, approximately $523 million of available-for-sale securities were called and settled in early July 2005. These securities were classified in the balance sheet as other assets as of June 30, 2005, as they actually represent amounts due from brokers. As such, the period end balance of available-for-sale securities is lower than the average quarterly balance. See Note 4 of this report for a summary of period end balances of available-for-sale securities.

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Other earning assets in the table include brokerage customer receivables and trading account securities from the Wayne Hummer Companies. In the normal course of business, WHI activities involve the execution, settlement, and financing of various securities transactions. These activities may expose WHI to risk in the event the customer is unable to fulfill its contractual obligations. WHI maintains cash and margin accounts for its customers generally located in the Chicago, Illinois and Appleton, Wisconsin metropolitan areas.

WHI’s customer securities activities are transacted on either a cash or margin basis. In margin transactions, WHI extends credit to its customers, subject to various regulatory and internal margin requirements, collateralized by cash and securities in customer’s accounts. In connection with these activities, WHI executes and clears customer transactions relating to the sale of securities not yet purchased, substantially all of which are transacted on a margin basis subject to individual exchange regulations. Such transactions may expose WHI to off-balance-sheet risk, particularly in volatile trading markets, in the event margin requirements are not sufficient to fully cover losses that customers may incur. In the event a customer fails to satisfy its obligations, WHI may be required to purchase or sell financial instruments at prevailing market prices to fulfill the customer’s obligations. WHI seeks to control the risks associated with its customers’ activities by requiring customers to maintain margin collateral in compliance with various regulatory and internal guidelines. WHI monitors required margin levels daily and, pursuant to such guidelines, requires customers to deposit additional collateral or to reduce positions when necessary.

WHI’s customer financing and securities settlement activities require WHI to pledge customer securities as collateral in support of various secured financing sources such as bank loans and securities loaned. In the event the counterparty is unable to meet its contractual obligation to return customer securities pledged as collateral, WHI may be exposed to the risk of acquiring the securities at prevailing market prices in order to satisfy its customer obligations. WHI attempts to control this risk by monitoring the market value of securities pledged on a daily basis and by requiring adjustments of collateral levels in the event of excess market exposure. In addition, WHI establishes credit limits for such activities and monitors compliance on a daily basis.

	Average Balances for the
	Six Months Ended
	June 30, 2005					June 30, 2004
(Dollars in thousands)	Balance		Percent			Balance		Percent
Loans:
Commercial and commercial real estate	$	2,774,934		42	%	$	1,762,925		38	%
Home equity		620,224		9			482,973		10
Residential real estate(1)		388,764		6			237,889		5
Premium finance receivables		842,388		13			824,720		18
Indirect consumer loans		189,677		3			177,969		4
Tricom finance receivables		31,662		—			22,929		1
Other loans		105,759		2			67,445		1
Total loans, net of unearned income		4,953,408		75			3,576,850		77
Liquidity management assets(2)		1,613,378		24			1,027,862		22
Other earning assets(3)		32,743		1			37,587		1
Total average earning assets	$	6,599,529		100	%	$	4,642,299		100	%
Total average assets	$	7,274,434				$	5,061,008
Total average earning assets to total average assets				91	%				92	%

(1)	Residential real estate loans include mortgage loans held-for-sale.
(2)	Liquidity management assets include available-for-sale securities, interest earning deposits with banks, federal funds sold and securities purchased under resale agreements.
(3)	Other earning assets include brokerage customer receivables and trading account securities.

Average earning assets for the six months ended June 30, 2005 increased $2.0 billion, or 42%, over the first six months of 2004. The ratio of year-to-date total average earning assets as a percent of total average assets remained consistent at 91% — 92% for each reporting period shown in the above table, consistent with this ratio on a quarterly basis. Total average loans increased by $1.4 billion in the first six months of 2005 compared to the same period of 2004. Average commercial and commercial real estate loans increased 57%, home equity loans increased 28% and residential real estate decreased 63% in the first six months of 2005 compared to the first six months of 2004.

40

Deposits

Total deposits at June 30, 2005, were $6.30 billion and increased $1.97 billion, or 46%, compared to total deposits at June 30, 2005. See Note 6 of this report for a summary of period end deposit balances.

The following table sets forth, by category, the composition of average deposit balances and the relative percentage of total average deposits for the periods presented:

	Three Months Ended
	June 30, 2005					March 31, 2005					June 30, 2004
(Dollars in thousands)	Balance		Percent			Balance		Percent			Balance		Percent
Non-interest bearing	$	597,953		10	%	$	535,201		10	%	$	375,986		9	%
NOW accounts		717,873		12			645,501		12			434,924		10
Wealth management deposits		403,326		6			395,840		7			338,268		8
Money market accounts		663,005		11			642,802		11			501,994		12
Savings accounts		304,082		5			277,706		5			191,508		5
Time certificates of deposit		3,434,929		56			3,043,684		55			2,362,688		56
Total average deposits	$	6,121,168		100	%	$	5,540,734		100	%	$	4,205,368		100	%

Total average deposits for the second quarter of 2005 were $6.12 billion, an increase of $1.9 billion, or 46%, over the second quarter of 2004 and an increase of $580 million, or 42% on an annualized basis, over the first quarter of 2005. During the first six months of 2005, Wintrust acquired State Bank of The Lakes, with an effective acquisition date of January 1, 2005, with total deposits of $367 million and First Northwest Bank, which was acquired on March 31, 2005, with total deposits of $222 million. The composition of the deposit base remained relatively consistent for the periods indicated.

Wealth management deposits represent balances from brokerage customers of WHI and trust and asset management customers of WHTC on deposit at the Company’s Banks. As noted in previous reports, following its acquisition of the Wayne Hummer Companies in February 2002, Wintrust undertook efforts to migrate funds from the money market mutual fund managed by WHAMC into federally-insured deposit accounts at the Banks. The WHAMC money market mutual fund was liquidated in December 2003.

41

Other Funding Sources

Although deposits are the Company’s primary source of funding its interest-earning assets, the Company’s ability to manage the types and terms of deposits is somewhat limited by customer preferences and market competition. As a result, the Company uses several other funding sources to support its interest-earning asset growth. These sources include short-term borrowings, notes payable, Federal Home Loan Bank advances, subordinated notes, trust preferred securities, the issuance of equity securities and the retention of earnings.

Average total interest-bearing funding, from sources other than deposits and including the long-term debt — trust preferred securities, totaled $766 million in the second quarter of 2005, an increase of $279 million compared to the second quarter of 2004 average balance of $487 million, and a decrease of $87 million compared to the first quarter 2005 average balance of $853 million.

The following table sets forth, by category, the composition of average other funding sources for the periods presented:

	Three Months Ended
	June 30,		March 31,		June 30,
(Dollars in thousands)	2005		2005		2004
Notes payable	$	6,985	$	38,000	$	1,000
Federal Home Loan Bank advances		341,361		297,732		214,351
Other borrowings:
Federal funds purchased		5,239		41,738		13,462
Securities sold under repurchase agreements		149,670		216,430		32,949
Wayne Hummer Companies borrowings		—		—		13,245
Other		3,120		4,682		39,812
Total other borrowings		158,029		262,850		99,468
Subordinated notes		50,000		50,000		50,000
Long-term debt — trust preferred securities		209,939		204,659		122,105
Total other funding sources	$	766,314	$	853,241	$	486,924

During the first quarter of 2005, the average balance of notes payable increased as the Company used its revolving loan agreement with an unaffiliated bank as a temporary source of funds for the cash consideration paid in connection with the acquisitions of Antioch and FNBI. The balance of notes payable as of June 30, 2005 was $4.0 million.

The Wayne Hummer Companies’ funding consisted of demand obligations to third party banks that are used to finance securities purchased by customers on margin and securities owned by WHI, and demand obligations to brokers and clearing organizations. Borrowings to finance securities purchased by customers are collateralized with customer assets. During the third quarter of 2004, WHI began to borrow such funds from its parent company, North Shore Bank, and therefore these balances are now eliminated in the consolidation process.

The increase in average long-term debt — trust preferred securities in the second quarter of 2005 compared to the second quarter of 2004, primarily reflects the Company’s issuance of $51.55 million of related Debentures in December 2004 and the assumption of approximately $17.0 million of trust-preferred securities in connection with the acquisitions of Northview, Town and FNBI.

See Notes 7 and 8 of the Financial Statements presented under Item 1 of this report for details of period end balances of these various funding sources.

There were no material changes outside the ordinary course of business in the Company’s contractual obligations during the second quarter of 2005 as compared to December 31, 2004.

42

Shareholders’ Equity

Total shareholders’ equity was $597.1 million at June 30, 2005 and increased $222.9 million since June 30, 2004 and $123.2 million since the end of 2004. Significant increases from December 31, 2004, include the retention of $26.1 million of earnings (net income of $28.7 million less dividends of $2.6 million), $55.9 million from the issuance of 1.0 million shares of common stock in partial settlement of the forward sale agreement the Company entered into in December 2004, $30.0 million from the issuance of 595,000 shares of the Company’s common stock in connection with business combinations and $7.4 million from the issuance of shares of the Company’s common stock pursuant to various stock compensation plans. Increases in unrealized net gains from available-for-sale securities, net of tax, increased shareholder’s equity $3.2 million from December 31, 2004.

The annualized return on average equity for the three months ended June 30, 2005 was 9.03%, compared to 13.70% for the second quarter of 2004.

The following tables reflect various consolidated measures of capital as of the dates presented and the capital guidelines established by the Federal Reserve Bank for a bank holding company:

	June 30,			March 31,			June 30,
	2005			2005			2004
Leverage ratio		8.1	%		8.4	%		9.1	%
Tier 1 capital to risk-weighted assets		9.8			9.6			10.3
Total capital to risk-weighted assets		11.4			11.2			12.1
Total average equity-to-total average assets *		7.7			6.9			7.1

* based on year-to-date average balances

	Minimum
	Capital			Adequately			Well
	Requirements			Capitalized			Capitalized
Leverage ratio		3.0	%		4.0	%		5.0	%
Tier 1 capital to risk-weighted assets		4.0			4.0			6.0
Total capital to risk-weighted assets		8.0			8.0			10.0

The Company attempts to maintain an efficient capital structure in order to provide higher returns on equity. Additional capital is required from time to time, however, to support the growth of the organization. The issuance of additional common stock, additional trust preferred securities or subordinated debt are the primary forms of capital that are considered as the Company evaluates its capital position. The Company’s goal is to support the continued growth of the Company and to meet the well-capitalized total capital to risk-weighted assets ratio with these new issuances of regulatory capital. As indicated in Note 8 to the Financial Statements presented under Item 1 of this report, the Company has issued $40.0 million of additional trust preferred securities in August 2005, and will use approximately $20.0 million of those proceeds to redeem the trust preferred securities issued through Wintrust Capital Trust II.

In January and July 2005, Wintrust declared a semi-annual cash dividend of $0.12 per common share. In January 2004 and July 2004, the Company declared semi-annual cash dividends of $0.10 per common share. The dividend payout ratio (annualized) was 9.9% for the first six months of 2005 and 8.9% for the first six months of 2004. The Company continues to target an earnings retention ratio of approximately 90% to support continued growth.

In December 2004, the Company completed an underwritten public offering of 1.2 million shares of its common stock at $59.50 per share. The offering was made under the Company’s current shelf registration statement filed with the SEC on October 2004. In connection with the public offering the Company entered into a forward sale agreement relating to 1.2 million shares of its common stock. The use of the forward sale agreement allows the Company to deliver common stock and receive cash at the Company’s election, to the extent provided by the forward sale agreement. Management believes this flexibility allows a more timely and efficient use of capital resources. The Company’s objective with the use of the forward sale agreement was to efficiently provide funding for the acquisitions of Antioch and First Northwest and for general corporate purposes. The Company issued 1.0 million shares of common stock in March 2005 in partial settlement of the forward sale agreement and received net proceeds of approximately $55.9 million. The Company still has 200,000 shares of common stock available for issuance under the forward sale agreement.

43

ASSET QUALITY

Allowance for Loan Losses

The following table presents a summary of the activity in the allowance for loan losses for the periods presented:

	Three Months Ended						Six Months Ended
	June 30,			June 30,			June 30,			June 30,
(Dollars in thousands)	2005			2004			2005			2004
Balance at beginning of period	$	39,337		$	27,083		$	34,227		$	25,541
Provision for loan losses		1,294			1,198			2,525			3,762
Allowance acquired in business combinations		—			—			4,793			--
Charge-offs:
Commercial and commercial real estate loans		554			517			1,217			1,246
Home equity loans		—			—			—			—
Residential real estate loans		—			—			44			—
Consumer and other loans		92			28			139			174
Premium finance receivables		416			506			859			861
Indirect consumer loans		121			84			234			194
Tricom finance receivables		—			10			—			10
Total charge-offs		1,183			1,145			2,493			2,485
Recoveries:
Commercial and commercial real estate loans		46			725			243			865
Home equity loans		—			6			—			6
Residential real estate loans		—			—			—			—
Consumer and other loans		9			46			15			78
Premium finance receivables		172			154			312			257
Indirect consumer loans		47			24			100			67
Tricom finance receivables		—			—			—			—
Total recoveries		274			955			670			1,273
Net charge-offs		(909	)		(190	)		(1,823	)		(1,212	)
Balance at June 30	$	39,722		$	28,091		$	39,722		$	28,091
Annualized net charge-offs as a percentage of average:
Commercial and commercial real estate loans		0.07	%		(0.05	)%		0.07	%		0.04	%
Home equity loans		—			—			—			—
Residential real estate loans		—			—			0.02			—
Consumer and other loans		0.31			(0.10	)		0.24			0.29
Premium finance receivables		0.12			0.17			0.13			0.15
Indirect consumer loans		0.16			0.14			0.14			0.14
Tricom finance receivables		—			0.17			—			0.09
Total loans, net of unearned income		0.07	%		0.02	%		0.07	%		0.07	%
Net charge-offs as a percentage of the provision for loan losses		70.25	%		15.86	%		72.20	%		32.22	%
Total loans at June 30							$	5,023,087		$	3,695,551
Allowance as a percentage of loans at June 30								0.79	%		0.76	%

44

Management believes that the loan portfolio is well diversified and well secured, without undue concentration in any specific risk area. Loan quality is continually monitored by management and is reviewed by the Banks’ Boards of Directors and their Credit Committees on a monthly basis. Independent external reviews of the loan portfolio are 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 loan losses, which is charged to earnings through the provision of loan losses, is determined based on management’s assessment of the adequacy of the allowance for loan losses. Management evaluates on a quarterly basis a variety of factors, including actual charge-offs during the year, historical loss experience, delinquent and other potential problem loans, and economic conditions and trends in the market area in assessing the adequacy of the allowance for loan losses.

In 2004, the Company refined its methodology for determining certain elements of the allowance for loan losses. This refinement resulted in allocation of the entire allowance to specific loan portfolio groupings. The Company maintains its allowance for loan losses at a level believed adequate by management to absorb probable losses inherent in the loan portfolio and is based on the size and current risk characteristics of the loan portfolio, an assessment of Watch List loans, industry concentration, geographical concentrations, levels of delinquencies, historical loss experience including an analysis of the seasoning of the loan portfolio, changes in trends in risk ratings assigned to loans, changes in underwriting standards and other pertinent factors, including regulatory guidance and general economic conditions. The allowance for loan losses also includes an element for estimated probable but undetected losses and for imprecision in the credit risk models used to calculate the allowance. The methodology used in 2004 refined the process so that this element was calculated for each loan portfolio grouping. In prior years, this element of the allowance was associated with the loan portfolio as a whole rather than with a specific loan portfolio grouping. The Company reviews Watch List loans on a case-by-case basis to allocate a specific dollar amount of reserves, whereas all other loans are reserved for based on assigned reserve percentages evaluated by loan groupings. The loan groupings utilized by the Company are commercial, commercial real estate, residential real estate, home equity, premium finance receivables, indirect automobile, Tricom finance receivables and consumer. Determination of the allowance is inherently subjective as it requires significant estimates, including the amounts and timing of expected future cash flows on impaired loans, estimated losses on pools of homogeneous loans based on historical loss experience, and consideration of current environmental factors and economic trends, all of which may be susceptible to significant change. Loan losses are charged off against the allowance, while recoveries are credited to the allowance. A provision for credit losses is charged to operations based on management’s periodic evaluation of the factors previously mentioned, as well as other pertinent factors. Evaluations are conducted at least quarterly and more frequently if deemed necessary.

The provision for loan losses totaled $1.3 million for the second quarter of 2005, compared to $1.2 million for the second quarter of 2004. For the quarter ended June 30, 2005 net charge-offs totaled $909,000, compared to $190,000 for the same period of 2004. On a ratio basis, annualized net charge-offs as a percentage of average loans were 0.07% in the second quarter of 2005 and 0.02% in the same period in 2004.

On a year-to-date basis, the provision for loan losses totaled $2.5 million for the first six months of 2005, compared to $3.8 million for the first six months of 2004. Net charge-offs for the first six months of 2005 totaled $1.8 million, compared to $1.2 million for the first six months of 2004. On a ratio basis, annualized net charge-offs as a percentage of average loans were 0.07% for the first six months of 2005 and 2004. The lower provision for loan losses in 2005 is primarily a result of a continuing low level of non-performing loans and charge-offs.

The increase in the allowance for loan losses of $5.5 million from December 31, 2004 to June 30, 2005, is primarily related to $4.8 million in allowance for loan losses from acquired institutions. The allowance for loan losses as a percentage of total loans was 0.79% at June 30, 2005, 0.79% at December 31, 2004, and 0.76% at June 30, 2004. The commercial and commercial real estate portfolios and the premium finance portfolio have traditionally experienced the highest levels of charge-offs by the Company, along with losses related to the indirect automobile portfolio.

45

Past Due Loans and Non-performing Assets

The following table sets forth Wintrust’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.

	June 30,			March 31,			December 31,			June 30,
(Dollars in thousands)	2005			2005			2004			2004
Loans past due greater than 90 days and still accruing:
Residential real estate and home equity	$	315		$	131		$	—		$	—
Commercial, consumer and other		1,381			1,989			715			662
Premium finance receivables		3,282			3,005			3,869			3,627
Indirect consumer loans		258			259			280			204
Tricom finance receivables		—			—			—			—
Total past due greater than 90 days and still accruing		5,236			5,384			4,864			4,493
Non-accrual loans:
Residential real estate and home equity		843			1,388			2,660			448
Commercial, consumer and other		9,599			9,968			3,550			3,925
Premium finance receivables		6,088			8,514			7,396			5,678
Indirect consumer loans		145			256			118			137
Tricom finance receivables		—			—			—			—
Total non-accrual		16,675			20,126			13,724			10,188
Total non-performing loans:
Residential real estate and home equity		1,158			1,519			2,660			448
Commercial, consumer and other		10,980			11.957			4,265			4,587
Premium finance receivables		9,370			11,519			11,265			9,305
Indirect consumer loans		403			515			398			341
Tricom finance receivables		—			—			—			—
Total non-performing loans		21,911			25,510			18,588			14,681
Other real estate owned		—			56			—			1,819
Total non-performing assets	$	21,911		$	25,566		$	18,588		$	16,500
Total non-performing loans by category as a percent of its own respective category:
Residential real estate and home equity		0.13	%		0.17	%		0.32	%		0.07	%
Commercial, consumer and other		0.36			0.41			0.17			0.23
Premium finance receivables		1.18			1.50			1.46			1.18
Indirect consumer loans		0.21			0.27			0.23			0.19
Tricom finance receivables		—			—			—			—
Total non-performing loans		0.44	%		0.53	%		0.43	%		0.40	%
Total non-performing assets as a percentage of total assets		0.28	%		0.35	%		0.29	%		0.31	%
Allowance for loan losses as a percentage of non-performing loans		181.28	%		154.20	%		184.13	%		191.34	%

Non-performing Residential Real Estate and Home Equity

The non-performing residential real estate and home equity loans totaled $1.2 million at June 30, 2005. The balance declined $361,000 from March 31, 2005. Each non-performing credit is well secured and in the process of collection. Management believes that the current reserves against these credits are appropriate to cover any potential losses.

46

Non-performing Commercial, Consumer and Other

The commercial, consumer and other non-performing loan category totaled $11.0 million as of June 30, 2005. The balance in this category decreased $977,000 from March 31, 2005. Management believes that the current reserves against these credits are appropriate to cover any potential losses on any of the relatively small number of credits in this category.

Non-performing Premium Finance Receivables

The following table presents the level of non-performing premium finance receivables as of the dates indicated, and the amount of net charge-offs for the quarterly periods then ended.

	June 30,			March 31,			June 30,
(Dollars in thousands)	2005			2005			2004
Non-performing premium finance receivables	$	9,370		$	11,519		$	9,305
- as a percent of premium finance receivables outstanding		1.18	%		1.50	%		1.18	%
Net charge-offs of premium finance receivables	$	244		$	303		$	604
- annualized as a percent of average premium finance receivables		0.12	%		0.14	%		0.15	%

The level of non-performing premium finance receivables as a percent of total premium finance receivables at June 30, 2005, is essentially unchanged from the level reported at June 30, 2004 and improved from the level reported at March 31, 2005. As noted below, fluctuations in this category may occur due to timing and nature of account collections from insurance carriers. Management is comfortable with administering the collections at this level of non-performing premium finance receivables and expects that such ratios will remain at relatively low levels.

The ratio of non-performing premium finance receivables fluctuates throughout the year due to the nature and timing of canceled account collections from insurance carriers. Due to the nature of collateral for premium finance receivables it customarily takes 60-150 days to convert the collateral into cash collections. Accordingly, the level of non-performing premium finance receivables is not necessarily indicative of the loss inherent in the portfolio. In the event of default, Wintrust 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 Indirect Consumer Loans

Total non-performing indirect consumer loans were $403,000 at June 30, 2005, compared to $515,000 at March 31, 2005, Net charge-offs (annualized) as a percent of total indirect consumer loans were 0.16% for the quarter ended June 30, 2005 compared to 0.13% for the quarter ended March 31, 2005 and 0.14% for the quarter ended June 30, 2004. The levels of non-performing and net charge-offs of indirect consumer loans continue to be below standard industry ratios for this type of lending.

Credit Quality Review Procedures

The Company utilizes a loan rating system to assign risk to loans and utilizes that risk rating system to assist in developing an internal problem loan identification system (“Watch List”). The Watch List is used to monitor the credits as well as a means of reporting non-performing and potential problem loans. At each scheduled meeting of the Boards of Directors of the Banks and the Wintrust Board, a Watch List is presented, showing all loans that are non-performing and loans that may warrant additional monitoring. Accordingly, 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 Watch List, which exhibit a higher than normal credit risk. These credits are reviewed individually by management to determine whether any specific reserve amount should be allocated for each respective credit. However, these loans are still performing and, accordingly, are not included in non-performing loans. Management’s philosophy is to be proactive and conservative in assigning risk ratings to loans and identifying loans to be included on the Watch List. The principal amount of loans on the Company’s Watch List (exclusive of those loans reported as non-performing) as of June 30, 2005, December 31, 2004, and June 30, 2004 totaled $72.0 million, $62.6 million and $31.9 million, respectively. Management believes these loans are performing and, accordingly, does not have serious doubts as to the ability of such borrowers to comply with the present loan repayment terms.

47

LIQUIDITY

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

Please refer to the Interest-Earning Assets, Deposits, Other Funding Sources and Shareholders’ Equity discussions of this report for additional information regarding the Company’s liquidity position.

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. See “Quantitative and Qualitative Disclosure About Market Risks” section of this report.

48

FORWARD-LOOKING STATEMENTS

This document contains forward-looking statements within the meaning of federal securities laws. Forward-looking information in this document can be identified through the use of words such as “may,” “will,” “intend,” “plan,” “project,” “expect,” “anticipate,” “should,” “would,” “believe,” “estimate,” “contemplate,” “possible,” and “point.” The forward-looking information is premised on many factors, some of which are outlined below. 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 the Company’s projected growth, anticipated improvements in earnings, earnings per share and other financial performance measures, and management’s long-term performance goals, as well as statements relating to the anticipated effects on financial results of condition from expected developments or events, the Company’s business and growth strategies, including anticipated internal growth, plans to form additionalde novobanks and to open new branch offices, and to pursue additional potential development or acquisitions of banks, wealth management entities 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:

• Competitive pressures in the financial services business which may affect the pricing of the Company’s loan and deposit products as well as its services (including wealth management services).

 • Changes in the interest rate environment, which may influence, among other things, the growth of loans and deposits, the quality of the Company’s loan portfolio, the pricing of loans and deposits and interest income.

 • The extent of defaults and losses on our loan portfolio. • Unexpected difficulties or unanticipated developments related to the Company’s strategy ofde novobank formations and openings.De novobanks typically require 13 to 24 months of operations before becoming profitable, due to the impact of organizational and overhead expenses, the startup phase of generating deposits and the time lag typically involved in redeploying deposits into attractively priced loans and other higher yielding earning assets. • The ability of the Company to obtain liquidity and income from the sale of premium finance receivables in the future and the unique collection and delinquency risks associated with such loans. • Failure to identify and complete acquisitions in the future or unexpected difficulties or unanticipated developments related to the integration of acquired entities with the Company. • Legislative or regulatory changes or actions, or significant litigation involving the Company. • Changes in general economic conditions in the markets in which the Company operates. • The ability of the Company to receive dividends from its subsidiaries. • The loss of customers as a result of technological changes allowing consumers to complete their financial transactions without the use of a bank. • The ability of the Company to attract and retain senior management experienced in the banking and financial services industries.

The Company undertakes no obligation to release revisions to these forward-looking statements or reflect events or circumstances after the date of this filing.

49

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 Risk Management Committee of 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.

Interest rate risk arises when the maturity or repricing periods and interest rate indices of the interest earning assets, interest bearing liabilities, and derivative financial instruments are different. It is the risk that changes in the level of market interest rates will result in disproportionate changes in the value of, and the net earnings generated from, the Company’s interest earning assets, interest bearing liabilities and derivative financial instruments. The Company continuously monitors not only the organization’s current net interest margin, but also the historical trends of these margins. In addition, management attempts to identify potential adverse swings in net interest income in future years, as a result of interest rate movements, by performing simulation analysis of potential interest rate environments. If a potential adverse swing in net interest margin and/or net income is identified, management then would take appropriate actions with its asset-liability structure to counter these potentially adverse situations. Please refer to earlier sections of this discussion and analysis for further discussion of the net interest margin.

Since the Company’s primary source of interest bearing liabilities is customer deposits, the Company’s ability to manage the types and terms of such deposits may be somewhat limited by customer preferences and local competition in the market areas in which the Company operates. The rates, terms and interest rate indices of the Company’s interest earning assets result primarily from the Company’s strategy of investing in loans and securities that permit the Company to limit its exposure to interest rate risk, together with credit risk, while at the same time achieving an acceptable interest rate spread.

The Company’s exposure to interest rate risk is reviewed on a regular basis by management and the Risk Management Committees of 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 derivative financial instruments to minimize the inherent risk while at the same time maximize net interest income. Tools used by management include a standard gap analysis 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 re-pricing over a given time frame is considered asset sensitive and will generally benefit from rising rates, and conversely, a higher level of re-pricing liabilities versus assets would be beneficial in a declining rate environment.

Standard gap analysis starts with contractual re-pricing information for assets, liabilities and derivative financial instruments. These items are then combined with re-pricing estimations for administered rate (NOW, savings and money market accounts) and non-rate related products (demand deposit accounts, other assets, other liabilities). These estimations recognize the relative insensitivity of these accounts to changes in market interest rates, as demonstrated through current and historical experiences. Also included are estimates for those items that are likely to materially change their payment structures in different rate environments, including residential loan products, certain commercial and commercial real estate loans and certain mortgage-related securities. Estimates for these sensitivities are based on industry assessments and are substantially driven by the differential between the contractual coupon of the item and current market rates for similar products.

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The following table illustrates the Company’s estimated interest rate sensitivity and periodic and cumulative gap positions as of June 30, 2005:

	Time to Maturity or Repricing
	0-90			91-365			1-5			Over 5
(Dollars in thousands)	Days			Days			Years			Years			Total
Assets:
Federal funds sold and securities purchased under resale agreements	$	355,382			—			—			—			355,382
Interest-bearing deposits with banks		5,034			—			—			—			5,034
Available-for-sale securities		122,620			230,526			326,810			244,660			924,616
Total liquidity management assets		483,036			230,526			326,810			244,660			1,285,032
Loans, net of unearned income(1)		3,434,329			778,999			829,235			123,322			5,165,885
Other earning assets		555,027			—			—			—			555,027
Total earning assets		4,472,392			1,009,525			1,156,045			367,982			7,005,944
Other non-earning assets		—			—			—			763,049			763,049
Total assets (RSA)	$	4,472,392			1,009,525			1,156,045			1,131,031			7,768,993
Liabilities and Shareholders’ Equity:
Interest-bearing deposits(2)	$	2,827,456			1,544,257			1,258,861			29,633			5,660,207
Federal Home Loan Bank advances		8,808			29,000			140,290			173,790			351,888
Notes payable and other borrowings		156,401			—			—			—			156,401
Subordinated notes		50,000			—			—			—			50,000
Long-term Debt – Trust Preferred Securities		150,938			—			6,354			52,629			209,921
Total interest-bearing liabilities		3,193,603			1,573,257			1,405,505			256,052			6,428,417
Demand deposits		—			—			—			638,843			638,843
Other liabilities		—			—			—			104,680			104,680
Shareholders’ equity		—			—			—			597,053			597,053
Effect of derivative financial instruments:
Interest rate swaps (Company pays fixed, receives floating)		(160,000	)		—			10,000			150,000			—
Interest rate swap (Company pays floating, receives fixed)		31,050			—			—			(31,050	)		—
Total liabilities and shareholders’ equity including effect of derivative financial instruments (RSL)	$	3,064,653			1,573,257			1,415,505			1,715,578			7,768,993
Repricing gap (RSA – RSL)	$	1,407,739			(563,732	)		( 259,460	)		(584,547	)
Cumulative repricing gap	$	1,407,739			844,007			584,547			—
Cumulative RSA/Cumulative RSL		146	%		118	%		110	%
Cumulative RSA/Total assets		58	%		71	%		85	%
Cumulative RSL/Total assets		39	%		60	%		78	%
Cumulative GAP/Total assets		18	%		11	%		8	%
Cumulative GAP/Cumulative RSA		31	%		15	%		9	%

(1)	Loans, net of unearned income, include mortgage loans held-for-sale and nonaccrual loans.
(2)	Non-contractual interest-bearing deposits are subject to immediate withdrawal and, therefore, are included in 0-90 days.

While the gap position and related ratios illustrated in the table are useful tools that management can use to assess the general positioning of the Company’s and its subsidiaries’ balance sheets, it is only as of a point in time. The gap position at June 30, 2005, reflects a more significant asset-sensitive balance sheet than the March 31, 2005 gap position indicated. This is due in large part to approximately $818 million of securities that were called away at June 30, 2005, but which did not settle until the last day of the quarter or early in July, resulting in the proceeds from the securities not being reinvested as of June 30, 2005. The proceeds from these securities are included in cash, federal funds sold and other assets as of June 30, 2005. As a result of the static position and inherent limitations of gap analysis, management uses an additional measurement tool to evaluate its asset-liability sensitivity that 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.

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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. 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, 2005, December 31, 2004 and June 30, 2004, is as follows:

	+ 200 Basis			- 200 Basis
	Points			Points
Percentage change in net interest income due to an instantaneous 200 basis point permanent paralllel shift in the yield curve:
June 30, 2005		8.5	%		(12.9	)%
December 31, 2004		7.4	%		(10.3	)%
June 30, 2004		15.1	%		(33.1	)%

Due to the low rate environment at December 31, 2004 and June 30, 2004, the 200 basis point instantaneous permanent downward parallel shift in the yield curve impacted a majority of the rate sensitive assets by the entire 200 basis points, while certain interest-bearing deposits were already at their floor, or repriced downward significantly less than 200 basis points.

These results are based solely on an instantaneous permanent parallel shift in the yield curve and do not reflect the net interest income sensitivity that may arise from other factors, such as changes in the shape of the yield curve or the change in spread between key market rates. The above results are conservative estimates due to the fact that no management actions to mitigate potential changes in net interest income are included in this simulation process. These management actions could include, but would not be limited to, delaying a change in deposit rates, extending the maturities of liabilities, the use of derivative financial instruments, changing the pricing characteristics of loans or modifying the growth rate of certain types of assets or liabilities.

One method utilized by financial institutions to manage interest rate 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. During the first quarter of 2005, the Company entered into four interest rate swap agreements with an aggregate notional amount of $135 million that economically hedged $135 million of the Debentures related to the long-term debt – trust preferred securities. As of June 30, 2005, the Company had $191 million of interest rate swaps outstanding. See Note 10 of the Financial Statements presented under Item 1 of this report for further information.

During the first six months of 2005, the Company also entered into certain covered call option transactions related to certain securities held by the Company. The Company uses the covered call option transactions (rather than entering into other derivative interest rate contracts, such as interest rate floors) to mitigate the effects of net interest margin compression and increase the total return associated with the related securities. Although the revenue received from the covered call options is recorded as non-interest income rather than interest income, the increased return attributable to the related securities from these covered call options contributes to the Company’s overall profitability. The Company’s exposure to interest rate risk may be impacted by these transactions as the call options may expire without being exercised, and the Company would continue to own the underlying fixed rate securities. To mitigate this risk, the Company may acquire fixed rate term debt or use financial derivative instruments. There were no covered call options outstanding as of June 30, 2005.

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ITEM 4

CONTROLS AND PROCEDURES

As of the end of the period covered by this report, the Company’s Chief Executive Officer and Chief Financial Officer carried out an evaluation under their supervision, with the participation of other members of management as they deemed appropriate, of the effectiveness of the design and operation of the Company’s disclosure controls and procedures as contemplated by Exchange Act Rule 13a-15. Based upon, and as of the date of that evaluation, the Chief Executive Officer and Chief Financial Officer concluded that the Company’s disclosure controls and procedures are effective, in all material respects, in timely alerting them to material information relating to the Company (and its consolidated subsidiaries) required to be included in the periodic reports the Company is required to file and submit to the SEC under the Exchange Act.

There were no changes in the Company’s internal control over financial reporting during the period covered by this report that have materially affected, or are reasonably likely to materially affect, the Company’s internal control over financial reporting.

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PART II — Other Information

Item 2: Unregistered Sales of Equity Securities and Use of Proceeds

The Company’s Board of Directors approved the repurchase of up to an aggregate of 450,000 shares of its common stock pursuant to the repurchase agreement that was publicly announced on January 27, 2000 (the “Program”). Unless terminated earlier by the Company’s Board of Directors, the Program will expire when the Company has repurchased all shares authorized for repurchase thereunder. No shares were repurchased in the first quarter of 2005. As of June 30, 2005, 85,950 shares may yet be repurchased under the Program.

Item 4: Submission of Matters to a Vote of Security Holders.

(a)	The Annual Meeting of Shareholders was held on May 26, 2005.
(b)	At the Annual Meeting of Shareholders, the following matters were submitted to a vote of the shareholders:

1. The election of five Class III directors to the Board of Directors to hold office for a three-year term expiring at the Annual Meeting of Shareholders in 2008.

	Votes		Withheld
Director Nominees	For		Authority
Peter D. Crist		19,846,132		446,762
Joseph F. Damico		19,950,356		342,538
John S. Lillard		19,861,234		431,660
Hollis W. Rademacher		19,945,171		347,723
John J. Schornack		19,020,959		1,271,935

All director nominees were elected at the Annual Meeting. The following Class I and Class II directors continued to serve after the Annual Meeting:

Continuing Director	Director Class	Term Expires
James B. McCarthy	Class I		2006
Thomas J. Neis	Class I		2006
J. Christopher Reyes	Class I		2006
Edward J. Wehmer	Class I		2006
Bruce K. Crowther	Class II		2007
Bert A. Getz, Jr.	Class II		2007
Paul J. Liska	Class II		2007
Albin F. Moschner	Class II		2007
Ingrid S. Stafford	Class II		2007

2. A proposal to amend Wintrust Financial Corporation’s Amended and Restated Articles of Incorporation increasing the number of authorized shares of common stock from 30 million to 200 million.

Votes For	Votes Against		Abstentions		Broker Non-Votes
10,928,000		9,324,308		40,585		1

While a majority of the shares voted were in favor of this proposal, the vote of two-thirds of the Company’s outstanding shares was required in order to approve the amendment. Accordingly, the proposal failed.

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3. A proposal from a shareholder to eliminate the classified Board of Directors.

Votes For	Votes Against		Abstentions		Broker Non-Votes
10,319,788		6,272,995		132,752		3,567,359

This proposal received the requisite votes to pass. However, the passage of this proposal did not automatically eliminate the classified board. Further action by the Company’s shareholders is required to amend the Articles of Incorporation. An affirmative vote of the holders of at least 85% of the voting power of the outstanding shares of stock of the Company entitled to vote is required to amend the classified board provision, which is set forth in the Articles of Incorporation. Under Illinois law, an amendment to the Articles of Incorporation requires a recommendation from the Board of Directors prior to submission to the shareholders. The board is considering such an amendment, consistent with its fiduciary duty to act in a manner it believes to be in the best interest of the Company and all its shareholders.

(c) A Special Meeting of Shareholders was held on July 28, 2005, and the following matter was submitted to a vote of the shareholders:

1. A proposal to amend Wintrust Financial Corporation’s Amended and Restated Articles of Incorporation to increase the number of authorized shares of common stock from 30 million to 60 million

Votes For	Votes Against		Abstentions		Broker Non-Votes
19,173,750		1,640,210		27,092	—

This proposal received the requisite approval by two-thirds of the Company’s outstanding shares and passed.

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Item 6: Exhibits.

(a)Exhibits

3.1	Amended and Restated Articles of Incorporation of Wintrust Financial Corporation (incorporated by reference to Exhibit 3.1 of the Company’s Form 10-Q for the quarter ended June 30, 2005).
3.2	Articles of Amendment of Amended and Restated Articles of Incorporation of Wintrust Financial Corporation (incorporated by reference to Exhibit 3.2 of the Company’s Form 10-Q for the quarter ended June 30, 2005).
3.3	Statement of Resolution Establishing Series of Junior Serial Preferred Stock A of Wintrust Financial Corporation (incorporated by reference to Exhibit 3.2 of the Company’s Form 10-K for the year ended December 31, 1998).
3.4	Amended and Restated By-laws of Wintrust Financial Corporation (incorporated by reference to Exhibit 3.3 of the Company’s Form 8-K filed with the Securities and Exchange Commission on January 5, 2006).
4.1	Certain instruments defining the rights of holders of long-term debt of the Company and certain of its subsidiaries, none of which authorize a total amount of indebtedness in excess of 10% of the total assets of the Company and its subsidiaries on a consolidated basis, have not been filed as Exhibits. The Company hereby agrees to furnish a copy of any of these agreements to the Commission upon request.
10.1	Junior Subordinated Indenture dated as of August 2, 2005, between Wintrust Financial Corporation and Wilmington Trust Company, as trustee (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed with the Securities and Exchange Commission on August 4, 2005).
10.2	Amended and Restated Trust Agreement, dated as of August 2, 2005, among Wintrust Financial Corporation, as depositor, Wilmington Trust Company, as property trustee and Delaware trustee, and the Administrative Trustees listed therein (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed with the Securities and Exchange Commission on August 4, 2005).
10.3	Guarantee Agreement, dated as of August 2, 2005, between Wintrust Financial Corporation, as Guarantor, and Wilmington Trust Company, as trustee (incorporated by reference to Exhibit 10.3 of the Company’s Form 8-K filed with the Securities and Exchange Commission on August 4, 2005).
10.4	Amendment and Allonge made as of June 7, 2005 to that certain $25 million Subordinated Note dated October 29, 2002 executed by Wintrust Financial Corporation in favor of LaSalle Bank National Association (incorporated by reference to Exhibit 10.1 of the Company’s Form 8-K filed with the Securities and Exchange Commission on August 5, 2005).
10.5	Amendment and Allonge made as of June 7, 2005 to that certain $25 million Subordinated Note dated April 30, 2003 executed by Wintrust Financial Corporation in favor of LaSalle Bank National Association (incorporated by reference to Exhibit 10.2 of the Company’s Form 8-K filed with the Securities and Exchange Commission on August 5, 2005).
31.1	Certification of Chief Executive Officer pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
31.2	Certification of Chief Financial Officer pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
32.1	Certification of President and Chief Executive Officer and Executive Vice President and Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.

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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: April 19, 2006	/s/ DAVID L. STOEHR
	David L. Stoehr
	Executive Vice President and
	Chief Financial Officer
	(Principal Financial and Accounting Officer)

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