Kingsway (KFS) CFO adds shares through Employee Share Purchase Plan buy

Rhea-AI Filing Summary

KINGSWAY Corp CFO & EVP Kent A. Hansen bought 144 shares of Common Stock on May 15, 2026 in an open‑market transaction at $10.85 per share. The shares were acquired through the company’s Employee Share Purchase Plan, which allows salary contributions and matching company contributions to buy stock. Following this purchase, Hansen directly owns 135,247 shares of Kingsway, including previously granted restricted stock awards.

Insider Trade Summary

Net Buyer: 144 shares ($1,562)

Net Buy 1 txn

Insider Hansen Kent A

Role CFO & EVP

Bought 144 shs ($2K)

Type	Security	Shares	Price	Value
Purchase	Common Stock	144	$10.85	$2K

Holdings After Transaction: Common Stock — 135,247 shares (Direct, null)

Footnotes (1)

1. The shares of Common Stock were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan, as amended and restated effective May 29, 2014 (the "ESPP"). Pursuant to the ESPP, eligible employees may contribute an amount up to 5% of adjusted salary for each regular payroll period and, to the extent such employee has been employed by Kingsway America Inc. and its subsidiaries for 12 months, the company will make a matching contribution equal to 100% of such employee's contribution. The employee contributions and company contributions are used to purchase, as soon as administratively practicable after the date of such contributions, shares of Kingsway Financial Services Inc. The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker. Includes 6,909 shares of restricted stock granted on December 4, 2024, and 14,568 shares of restricted stock granted on March 17, 2026.

Key Figures

Shares purchased: 144 shares Purchase price: $10.85 per share Shares owned after transaction: 135,247 shares +2 more

5 metrics

Shares purchased 144 shares Open-market purchase on May 15, 2026

Purchase price $10.85 per share Price paid for Kingsway common stock

Shares owned after transaction 135,247 shares Direct ownership following the Form 4 transaction

Restricted stock grant 1 6,909 shares Restricted stock granted on December 4, 2024

Restricted stock grant 2 14,568 shares Restricted stock granted on March 17, 2026

Key Terms

Employee Share Purchase Plan, ESPP, restricted stock

3 terms

Employee Share Purchase Plan financial

"The shares of Common Stock were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan"

A program that lets employees buy their employer’s stock, often through regular payroll deductions and sometimes at a discounted price or with matching contributions; think of it as a company-run savings plan that converts part of pay into ownership. It matters to investors because it can increase insider ownership and employee motivation, potentially affecting company performance, and can slightly change share supply when new stock is issued or sold.

ESPP financial

"effective May 29, 2014 (the "ESPP"). Pursuant to the ESPP, eligible employees may contribute"

An Employee Stock Purchase Plan (ESPP) is a company program that lets employees buy the company’s shares at a reduced price, usually by setting aside a small portion of their pay over time. It matters to investors because it encourages employees to own part of the business—like giving staff a discounted membership— which can boost commitment and performance, while also potentially increasing the number of shares available and affecting shareholder value.

restricted stock financial

"Includes 6,909 shares of restricted stock granted on December 4, 2024, and 14,568 shares of restricted stock"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Hansen Kent A

(Last) (First) (Middle)

10 S. RIVERSIDE PLAZA

SUITE 1520

(Street)

CHICAGO ILLINOIS 60606

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
KINGSWAY Corp [ KWY ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	CFO & EVP

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/15/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	05/15/2026		P		144(1)	A	$10.85	135,247(2)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The shares of Common Stock were acquired pursuant to the Kingsway America Inc. Employee Share Purchase Plan, as amended and restated effective May 29, 2014 (the "ESPP"). Pursuant to the ESPP, eligible employees may contribute an amount up to 5% of adjusted salary for each regular payroll period and, to the extent such employee has been employed by Kingsway America Inc. and its subsidiaries for 12 months, the company will make a matching contribution equal to 100% of such employee's contribution. The employee contributions and company contributions are used to purchase, as soon as administratively practicable after the date of such contributions, shares of Kingsway Financial Services Inc. The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker.

2. Includes 6,909 shares of restricted stock granted on December 4, 2024, and 14,568 shares of restricted stock granted on March 17, 2026.

	/s/Debra S. Rouse, attorney-in-fact for Kent A. Hansen	05/19/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

FAQ

What did Kingsway (KFS) CFO Kent Hansen report in this Form 4?

CFO Kent A. Hansen reported buying 144 Kingsway common shares at $10.85 each. The transaction was an open‑market purchase made through the company’s Employee Share Purchase Plan, increasing his direct ownership to 135,247 shares after the trade.

How many Kingsway (KFS) shares does the CFO own after this transaction?

After the reported purchase, CFO Kent A. Hansen directly owns 135,247 Kingsway common shares. This total includes previously granted restricted stock awards, reflecting his overall equity stake following the 144‑share acquisition disclosed in the Form 4.

What was the price paid per Kingsway (KFS) share in the CFO’s purchase?

The CFO paid $10.85 per Kingsway common share for the 144 shares acquired. This price reflects the open‑market purchase executed under the Employee Share Purchase Plan, as disclosed in the Form 4 insider trading report filed with regulators.

How were the Kingsway (KFS) shares acquired under the Employee Share Purchase Plan?

The shares were acquired through Kingsway’s Employee Share Purchase Plan, which lets eligible employees contribute up to 5% of adjusted salary. After 12 months of employment, the company matches contributions 100%, and combined funds buy shares on the open market.

Does the Kingsway (KFS) Form 4 mention restricted stock held by the CFO?

Yes. The filing notes Hansen’s holdings include 6,909 restricted shares granted on December 4, 2024 and 14,568 restricted shares granted on March 17, 2026. These awards form part of his total direct ownership of 135,247 Kingsway common shares.