Kingsway (NYSE: KFS) CFO adds shares through employee purchase plan

Rhea-AI Filing Summary

KINGSWAY Corp executive Kent A. Hansen, the CFO and EVP, bought 156 shares of Common Stock in an open-market employee purchase on May 29, 2026 at $10.03 per share. The shares were acquired through the Kingsway America Inc. Employee Share Purchase Plan.

Under this plan, eligible employees may contribute up to 5% of adjusted salary, and, after 12 months of employment, the company makes a 100% matching contribution, with all contributions used to buy shares on the open market. Following this transaction, Hansen directly owns 135,403 shares, including 6,909 shares of restricted stock granted on December 4, 2024 and 14,568 shares of restricted stock granted on March 17, 2026.

Insider Trade Summary

Net Buyer: 156 shares ($1,565)

Net Buy 1 txn

Insider Hansen Kent A

Role CFO & EVP

Bought 156 shs ($2K)

Type	Security	Shares	Price	Value
Purchase	Common Stock	156	$10.03	$2K

Holdings After Transaction: Common Stock — 135,403 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 Corporation 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: 156 shares Purchase price: $10.03 per share Total direct holdings: 135,403 shares +5 more

8 metrics

Shares purchased 156 shares Common Stock bought on May 29, 2026

Purchase price $10.03 per share Open-market ESPP acquisition

Total direct holdings 135,403 shares Shares owned after the transaction

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

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

Employee contribution limit Up to 5% of adjusted salary ESPP contribution cap per payroll period

Company match rate 100% of employee contribution Match for employees with 12 months of service

Net buy shares 156 shares Net buy direction in transaction summary

Key Terms

Employee Share Purchase Plan, restricted stock, matching contribution, open market

4 terms

Employee Share Purchase Plan financial

"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"

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.

restricted stock financial

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

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.

matching contribution financial

"the company will make a matching contribution equal to 100% of such employee's contribution."

An employer’s matching contribution is when a company adds money to an employee’s retirement or savings account based on the employee’s own contributions, like a store offering to top up a customer’s purchase to reach a discount threshold. It matters to investors because matching increases a firm’s compensation costs and can improve staff retention and morale, which affect productivity, cash flow and long-term liabilities that influence a company’s financial outlook.

open market financial

"The shares are acquired by the administrator of the ESPP on the open market through the services of a duly registered stockbroker."

An open market is a system where buying and selling of goods, services, or financial assets happen freely without restrictions or special controls. For investors, it means they can trade assets easily and quickly, which helps determine fair prices based on supply and demand. This environment encourages transparency and competition, making it easier to buy or sell with confidence.

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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)
04/15/2026

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	05/29/2026		P		156(1)	A	$10.03	135,403(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 Corporation 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	06/01/2026
	** 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 do in this Form 4 filing?

Kingsway CFO Kent A. Hansen reported buying 156 shares of Common Stock at $10.03 per share. The purchase was made through the company’s Employee Share Purchase Plan, adding to his existing direct holdings in Kingsway.

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

After the reported transaction, Kent Hansen directly owns 135,403 Kingsway shares. This total includes previously granted restricted stock awards, reflecting his ongoing equity-based alignment with the company’s long-term performance.

At what price were the Kingsway (KFS) shares purchased in the ESPP transaction?

The reported purchase price was $10.03 per Kingsway Common Stock share. The 156 shares were acquired on the open market under the Employee Share Purchase Plan, which aggregates employee and company matching contributions to buy shares.

What is the Kingsway (KFS) Employee Share Purchase Plan mentioned in the Form 4?

The Kingsway America Inc. Employee Share Purchase Plan lets eligible employees contribute up to 5% of adjusted salary. After 12 months’ employment, the company matches 100% of those contributions, and both amounts are used to buy Kingsway shares on the open market.

What restricted stock grants does Kingsway (KFS) CFO Kent Hansen hold?

Kent Hansen’s holdings include 6,909 shares of restricted stock granted on December 4, 2024 and 14,568 shares of restricted stock granted on March 17, 2026. These awards form part of his equity-based compensation from Kingsway.