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$KFS All transactions

KINGSWAY FINANCIAL SERVICES INC

X

$ Value

$4.1M

Shares

500,000

Price

$8

Filed

Dec 19

Insider

Name

Kavanagh Terence Michael

Title

CIK

0001538185

Roles

Director

Transaction Details

Transaction Date

2025-12-17

Code

X

Table

Non-Derivative

Ownership

Indirect

Equity Swap

No

Shares After

1,987,830

Footnotes

On March 31, 2025, Oakmont Capital Inc. ("Oakmont") entered into an Option Agreement with David Capital Partners Special Situation Fund, LP ("DCPSS"), pursuant to which Oakmont granted DCPSS an option to purchase 500,000 shares of common stock, par value $0.01 per share (the "Common Stock"), of Kingsway Financial Services Inc. (the "Company") at an exercise price of $8.25 per share. The Option Agreement was set to expire at 5:00 p.m. Eastern Time on December 29, 2025, and was amended on December 17, 2025 so that the option became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025. | The shares of Class B Preferred Stock of the Company have a stated value of $25 per share and are convertible at any time into shares of Common Stock at a conversion basis equal to 2.63158 shares of Common Stock for each share of Class B Preferred Stock, subject to customary adjustments. All outstanding shares of Class B Preferred Stock shall be redeemed by the Company on September 24, 2031. | The shares of Class C Preferred Stock of the Company have a stated value of $25 per share and are convertible at any time into shares of Common Stock at a conversion basis equal to 2.63158 shares of Common Stock for each share of Class C Preferred Stock, subject to customary adjustments. All outstanding shares of Class C Preferred Stock shall be redeemed by the Company on February 12, 2032.

Filing Info

Accession No.

0001104659-25-123361

Form Type

4

Issuer CIK

0001072627

Kavanagh Terence Michael's History

Date Ticker Type Value
2025-12-17 KFS X $4.1M
2025-12-17 KFS X $0

Other Insiders at KFS (90d)

Insider Bought Sold Last
Fitzgerald John Taylor Maloney
President and CEO
$18K 2026-04-15
Hansen Kent A
CFO & EVP
$9K 2026-03-30