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Section 1: DEFA14A (DEFA14A)




Washington, D.C. 20549




Proxy Statement Pursuant to Section 14(a) of
the Securities Exchange Act of 1934 (Amendment No.     )


Filed by the Registrant  x
Filed by a Party other than the Registrant  o
Check the appropriate box:
o Preliminary Proxy Statement
o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2))
o Definitive Proxy Statement
x Definitive Additional Materials
o Soliciting Material under §240.14a-12
Wintrust Financial Coproration
(Name of Registrant as Specified In Its Charter)
(Name of Person(s) Filing Proxy Statement, if other than the Registrant)
Payment of Filing Fee (Check the appropriate box):
x No fee required.
o Fee computed on table below per Exchange Act Rules 14a-6(i)(1) and 0-11.
  (1) Title of each class of securities to which transaction applies:
  (2) Aggregate number of securities to which transaction applies:
  (3) Per unit price or other underlying value of transaction computed pursuant to Exchange Act Rule 0-11 (set forth the amount on which the filing fee is calculated and state how it was determined):
  (4) Proposed maximum aggregate value of transaction:
  (5) Total fee paid:
o Fee paid previously with preliminary materials.
o Check box if any part of the fee is offset as provided by Exchange Act Rule 0-11(a)(2) and identify the filing for which the offsetting fee was paid previously. Identify the previous filing by registration statement number, or the Form or Schedule and the date of its filing.
  (1) Amount Previously Paid:
  (2) Form, Schedule or Registration Statement No.:
  (3) Filing Party:
  (4) Date Filed:





Deborah L. Hall Lefevre This is not a ballot. Please note that you cannot use this notice to vote by mail. Important Notice Regarding the Availability of Proxy Materials for the Annual Shareholder Meeting of WINTRUST FINANCIAL CORPORATION To Be Held On: May 28, 2020 at 9:00 a.m. (Central Time) The Company is hosting the Annual Meeting virtually via live audio webcast. To attend the Annual Meeting, please visit and enter win2020 as the meeting password. COMPANY NUMBER ACCOUNT NUMBER CONTROL NUMBER Thi plete proxy m encourage you to access and review all of the important information contained in the proxy materials before voting. If you want to receive a paper or e-mail copy of the proxy materials you must request one. There is no charge to you for requesting a copy. To facilitate timely delivery please make the request as instructed below before May 18, 2020. Please visit, where the following materials are available for view: • Notice of Annual Meeting of Shareholders• Proxy Statement • Form of Electronic Proxy Card • Annual Report on Form 10-K • Annual Letter to Shareholders TO REQUEST MATERIAL: TELEPHONE: 888-Proxy-NA (888-776-9962) or 718-921-8562 (for international callers) E-MAIL: [email protected] WEBSITE: TO VOTE: ONLINE: Before the Meeting: To access your online proxy card, please visit and follow the on-screen instructions or scan the QR code with your smartphone. You may enter your voting instructions at up until 11:59 PM Eastern Time the day before the meeting date. During the Meeting: Go to Log in with password “win2020” and the Control Number printed on this notice. TELEPHONE: To vote by telephone, please visit to view the materials and to obtain the toll free number to call. MAIL: You may request a card by following the instructions above. 1. Election of Directors Christopher J. Perry Peter D. Crist Bruce K. Crowther Ingrid S. Stafford William J. Doyle Gary D. “Joe” Sweeney Marla F. Glabe Karin Gustafson Teglia H. Patrick Hackett, Jr. Alex E. Washington, III Scott K. Heitmann Edward J. Wehmer 2. Proposal to approve, on an advisory (non-binding) basis, the Company’s executive compensation as described in the 2020 Proxy Statement. 3. Proposal to ratify the appointment of Ernst & Young LLP to serve as the independent registered public accounting firm for fiscal year 2020. THE BOARD OF DIRECTORS RECOMMENDS A VOTE "FOR" THE ELECTION OF THE DIRECTORS, AND "FOR" PROPOSALS 2 AND 3.



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