[144] Wintrust Financial Corp SEC Filing

Rhea-AI Filing Summary

Wintrust Financial Corp. (WTFC) filed a Form 144 indicating a planned disposition of 14,942 common shares, valued at $1.97 million, through Wintrust Investments, LLC. The proposed sale date is 29 Jul 2025. Relative to the 66.94 million shares outstanding, the sale represents roughly 0.02 % of WTFC’s float, suggesting minimal dilution or ownership impact.

The shares were acquired via multiple equity-grant awards between 2005 and 2024; no cash purchases or gifts are noted. The filer reports no sales in the prior three months and certifies awareness of no undisclosed material adverse information. Form 144 is a notice only—it does not guarantee that the sale will occur, nor does it disclose the filer’s identity or relationship to the issuer beyond the standard attestation.

Positive

• None.

Negative

• Insider selling—although small, any disposition by an affiliate can be perceived as a slight negative sentiment indicator.

Insights

Financial Analyst

TL;DR: Insider plans to sell $1.97 M WTFC stock; size is immaterial to float—neutral signal.

The planned divestiture equals 0.02 % of outstanding shares, far below thresholds that typically pressure liquidity or signal broad insider exodus. Because the shares stem from long-dated equity grants, the transaction looks like routine wealth diversification rather than a bearish timing call. No recent sales are reported, and the certification affirms no undisclosed negative information. Overall, I view the filing as non-impactful to WTFC’s valuation or trading dynamics.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common Stock	Wintrust Investments, LLC 231 S. LaSalle Street, 13th Floor Chicago IL 60604	14942	1973987.62	66937732	07/29/2025	Nasdaq

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common Stock	01/28/2024	Equity Grant	Wintrust Financial Corporation			3049	01/28/2024	Equity Grant
Common Stock	01/26/2006	Equity Grant	Wintrust Financial Corporation			3186	01/26/2006	Equity Grant
Common Stock	01/26/2006	Equity Grant	Wintrust Financial Corporation			7000	01/26/2006	Equity Grant
Common Stock	01/27/2005	Equity Grant	Wintrust Financial Corporation			763	01/27/2005	Equity Grant
Common Stock	01/23/2014	Equity Grant	Wintrust Financial Corporation			623	01/23/2014	Equity Grant
Common Stock	12/09/2013	Equity Grant	Wintrust Financial Corporation			321	12/09/2013	Equity Grant

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Nothing to Report

144: Remarks and Signature

Remarks

Date of Notice

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

How many WTFC shares are being registered for sale under this Form 144?

The filer intends to sell 14,942 common shares.

What is the estimated market value of the WTFC shares to be sold?

The aggregate market value listed is $1,973,987.62.

When is the proposed sale date for these WTFC shares?

The approximate sale date disclosed is July 29, 2025.

What percentage of Wintrust Financial’s shares outstanding does this sale represent?

Roughly 0.02 % of the 66.94 million shares outstanding.

How were the shares originally acquired?

All shares were obtained via equity-grant awards issued between 2005 and 2024.