Kingsway (KWY) CFO adds shares via Employee Share Purchase Plan buy

Rhea-AI Filing Summary

Kingsway Corp CFO and EVP Kent A. Hansen reported an open-market purchase of company stock through the Kingsway America Inc. Employee Share Purchase Plan. He acquired 150 shares of common stock at $10.43 per share.

Following this transaction, he directly owns 135,553 shares of Kingsway common stock. These 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, as described in the footnotes.

Insider Trade Summary

Net Buyer: 150 shares ($1,565)

Net Buy 1 txn

Insider Hansen Kent A

Role CFO & EVP

Bought 150 shs ($2K)

Type	Security	Shares	Price	Value
Purchase	Common Stock	150	$10.43	$2K

Holdings After Transaction: Common Stock — 135,553 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: 150 shares Purchase price: $10.43 per share Shares owned after transaction: 135,553 shares +2 more

5 metrics

Shares purchased 150 shares Open-market purchase on June 15, 2026

Purchase price $10.43 per share Employee Share Purchase Plan acquisition

Shares owned after transaction 135,553 shares Direct Kingsway common stock holdings post-purchase

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

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

Key Terms

Employee Share Purchase Plan, restricted stock, open market

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.

restricted stock financial

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

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.

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)
06/15/2026

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	06/15/2026		P		150(1)	A	$10.43	135,553(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	06/15/2026
	** 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 insider transaction did Kingsway Corp (KWY) report for Kent A. Hansen?

Kent A. Hansen, Kingsway Corp’s CFO and EVP, reported buying 150 shares of common stock. The shares were acquired as an open-market purchase under the company’s Employee Share Purchase Plan, where eligible employees contribute salary and may receive matching company contributions.

How many Kingsway Corp (KWY) shares does Kent A. Hansen hold after this Form 4?

After the reported transaction, Kent A. Hansen directly holds 135,553 Kingsway common shares. This total includes previously granted restricted stock awards noted in the footnotes, reflecting his combined direct ownership position following the 150-share purchase at $10.43 per share.

At what price did Kent A. Hansen buy Kingsway Corp (KWY) shares?

He purchased 150 Kingsway common shares at an average price of $10.43 per share. The acquisition was executed as an open-market purchase through the Kingsway America Inc. Employee Share Purchase Plan administered via a registered stockbroker.

What is the Kingsway America Inc. Employee Share Purchase Plan (ESPP)?

The Kingsway America Inc. ESPP allows eligible employees to contribute up to 5% of adjusted salary each payroll period. After 12 months’ employment, the company matches 100% of contributions, and combined funds are used to buy Kingsway Corporation shares on the open market.

What restricted stock grants are included in Kent A. Hansen’s Kingsway (KWY) holdings?

His reported 135,553-share position includes 6,909 restricted shares granted on December 4, 2024. It also includes 14,568 restricted shares granted on March 17, 2026, according to the footnote describing components of his total common stock holdings.