KFS insider files to sell 5,000 shares

KFS insider filed a Form 144 reporting the proposed sale of 5,000 shares of Common Stock through Goldman Sachs & Co. LLC.

Rhea-AI Filing Summary

KFS insider filed a Form 144 reporting the proposed sale of 5,000 shares of Common Stock through Goldman Sachs & Co. LLC. The filing lists that 3,054 shares were acquired on 06/21/2016 and 1,946 shares were acquired on 06/20/2016, both described as acquired as compensation — stock options with cashless exercise / same-day sale.

Insights

Corporate Governance Analyst

Routine Form 144: insider plans to sell previously acquired option shares.

The filing reports a proposed sale of 5,000 shares through Goldman Sachs & Co. LLC, with the underlying shares acquired as compensation via stock option cashless exercises on 06/20/2016 and 06/21/2016. This describes a disposition of compensation-related shares rather than a new grant.

Timing and cash-flow treatment are not detailed here beyond the broker listing; subsequent transaction reports will show execution details and any changes in beneficial ownership.

Key Figures

Shares proposed for sale: 5,000 shares Shares acquired 06/21/2016: 3,054 shares Shares acquired 06/20/2016: 1,946 shares

3 metrics

Shares proposed for sale 5,000 shares Form 144 proposed sale

Shares acquired 06/21/2016 3,054 shares Acquired as compensation — stock options; cashless exercise / same-day sale

Shares acquired 06/20/2016 1,946 shares Acquired as compensation — stock options; cashless exercise / same-day sale

Key Terms

cashless exercise, same-day sale, Form 144

3 terms

cashless exercise financial

"Compensation -- Cashless exercise / same-day sale"

A cashless exercise is a way for an option holder to convert stock options into actual shares without paying the purchase price in cash; instead they immediately give up a portion of the newly issued shares to cover the cost and any withholding taxes. Investors care because this process increases the number of shares available and can slightly dilute existing holdings, while also signaling how insiders or employees are realizing compensation without needing cash — similar to paying for a purchase by handing over part of what you just bought.

same-day sale financial

"Compensation -- Cashless exercise / same-day sale"

Form 144 regulatory

"Filer Information ... 144: Securities To Be Sold"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What does the KFS Form 144 disclose?

The Form 144 discloses a proposed sale of 5,000 shares of Common Stock through Goldman Sachs. It notes the shares were acquired as compensation via stock option cashless exercises dated 06/20/2016 and 06/21/2016.

How many shares were acquired on 06/21/2016 and 06/20/2016?

The filing shows 3,054 shares were acquired on 06/21/2016 and 1,946 shares were acquired on 06/20/2016. Both acquisitions are described as compensation stock option transactions with cashless exercises and same-day sales.

Who is the broker handling the reported sale in the KFS Form 144?

The broker listed is Goldman Sachs & Co. LLC at 200 West Street, New York, NY. The filing indicates the proposed sale is to be executed through this broker; execution details are not provided in the excerpt.

Does the Form 144 indicate proceeds go to the issuer or selling holder?

The excerpt lists the transaction as a sale by the reporting person through a broker, indicating proceeds would be from the selling holder. The filing does not state any issuer receipt of proceeds in the provided text.

Are these shares newly issued or acquired earlier?

The shares were previously acquired as compensation via stock options on 06/20/2016 and 06/21/2016. The filing treats them as previously acquired shares proposed for sale, not newly issued shares.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 05/19/2026 - 05:19 PM EDT Learn about SEC filing dates

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	0001584349
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	KINGSWAY FINANCIAL SERVICES INC.
SEC File Number	001-15204
Address of Issuer	10 S. Riverside Plaza Suite 1520 Chicago ILLINOIS 60606
Phone	1-312-766-2138
Name of Person for Whose Account the Securities are To Be Sold	John T. Fitzgerald
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	Officer

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	Goldman Sachs & Co. LLC 200 West Street New York NY 10282	5000	52200	28946664	05/19/2026	NYSE

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	06/21/2016	Acquired as compensation -- Stock Options	Issuer			3054	06/21/2016	Compensation -- Cashless exercise / same-day sale
Common	06/20/2016	Acquired as compensation -- Stock Options	Issuer			1946	06/20/2016	Compensation -- Cashless exercise / same-day sale

* 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	05/19/2026
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	Goldman Sachs & Co. LLC on behalf of John T. Fitzgerald
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)