Kingsway (NYSE: KFS) CEO makes charitable gift of 6,257 shares

Rhea-AI Filing Summary

KINGSWAY Corp President and CEO John Taylor Maloney reported a bona fide charitable gift of 6,257 shares of common stock on May 27, 2026 at a value of $9.99 per share. After the gift, he directly holds 1,455,384 shares, including 400,000 restricted shares granted on March 31, 2021, and reports additional indirect holdings through three family trusts.

Insights

Insider trading analyst

CEO’s Form 4 shows a charitable stock gift, not a market sale.

The filing shows Kingsway Corp President and CEO John Taylor Maloney made a bona fide charitable gift of 6,257 common shares at an indicated value of $9.99 per share. Gift transactions (code G) are non‑market dispositions and do not reflect an active decision to sell shares in the open market.

Following the gift, Maloney’s direct holdings total 1,455,384 shares of common stock, which include 400,000 restricted shares granted on March 31, 2021. The filing also lists indirect ownership of 29,100 shares in each of three trusts. Given the scale of remaining holdings and the charitable nature of the transfer, this appears to be a routine estate or philanthropic action with limited informational value for near‑term stock sentiment.

Insider Trade Summary

6,257 shares gifted

Mixed 4 txns

Insider Fitzgerald John Taylor Maloney

Role President and CEO

Type	Security	Shares	Price	Value
Gift	Common Stock	6,257	$9.99	$63K
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--
holding	Common Stock	--	--	--

Holdings After Transaction: Common Stock — 1,455,384 shares (Direct, null); Common Stock — 29,100 shares (Indirect, Trust-GEF)

Footnotes (1)

1. Charitable gift. Includes 400,000 shares of restricted stock granted on March 31, 2021.

Key Figures

Gifted shares: 6,257 shares Per-share value of gift: $9.99/share Direct holdings after gift: 1,455,384 shares +2 more

5 metrics

Gifted shares 6,257 shares Bona fide charitable gift on May 27, 2026

Per-share value of gift $9.99/share Reported transaction value for gifted common stock

Direct holdings after gift 1,455,384 shares Common stock directly owned following the transaction

Restricted stock included 400,000 shares Restricted stock granted March 31, 2021, included in direct holdings

Indirect trust holdings 29,100 shares per trust Common stock held in each of three family trusts

Key Terms

bona fide gift, restricted stock, indirect ownership, trust

4 terms

bona fide gift financial

"transaction_code_description": "Bona fide gift"

A bona fide gift is a genuine, voluntary transfer of money, property, or benefits from one party to another made without expectation of repayment, services, or hidden conditions. Investors care because such gifts can affect company disclosures, related‑party transaction rules, tax treatment, and perceived conflicts of interest; think of it like someone giving you a present with no strings attached — but on a corporate scale, auditors and regulators need to verify it really is unconditional.

restricted stock financial

"Includes 400,000 shares of restricted stock granted on March 31, 2021."

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.

indirect ownership financial

""ownership_type": "indirect", "ownership_code": "I""

trust financial

"nature_of_ownership": "Trust-MPF""

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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^*

Fitzgerald John Taylor Maloney

(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)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	President and CEO

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
05/27/2026

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	05/27/2026		G		6,257(1)	D	$9.99	1,455,384(2)	D
Common Stock								29,100	I	Trust-GEF
Common Stock								29,100	I	Trust-LTF
Common Stock								29,100	I	Trust-MPF

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. Charitable gift.

2. Includes 400,000 shares of restricted stock granted on March 31, 2021.

	/s/ Debra S. Rouse, attorney-in-fact for John Taylor Maloney Fitzgerald	05/29/2026
	** 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) CEO John Taylor Maloney report in this Form 4?

He reported a bona fide charitable gift of 6,257 shares of Kingsway common stock on May 27, 2026. This is a non-market transfer to charity, not an open-market sale or purchase, and is treated as a disposition for reporting purposes.

How many Kingsway shares did the CEO gift and at what indicated value?

The CEO gifted 6,257 common shares valued at $9.99 per share in the Form 4. That value reflects the per-share figure reported in the filing and is used to calculate the transaction’s notional dollar amount for disclosure.

How many Kingsway (KFS) shares does the CEO hold after the charitable gift?

After the gift, the CEO directly holds 1,455,384 common shares of Kingsway stock. The filing notes this direct stake includes 400,000 restricted shares granted on March 31, 2021, providing context on how much is subject to vesting conditions.

Does the Kingsway CEO have indirect ownership through trusts?

Yes. The Form 4 lists indirect ownership of 29,100 shares of Kingsway common stock in each of three trusts identified as Trust‑MPF, Trust‑LTF, and Trust‑GEF. These entries disclose holdings through family-related trust structures.

Is the Kingsway CEO’s gift considered a buy or sell transaction?

The transaction is coded as a G (bona fide gift), categorized as a disposition rather than a buy or sell. Gifts transfer shares without receiving payment, so they do not represent an open-market trade or a view on Kingsway’s share price.

What is notable about the restricted stock in the Kingsway CEO’s holdings?

The CEO’s direct holdings of 1,455,384 shares include 400,000 restricted shares granted on March 31, 2021. Restricted stock typically vests over time, so this detail highlights that a significant portion of his stake is tied to long-term incentives.