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$KFS All transactions

KINGSWAY FINANCIAL SERVICES INC

X

$ Value

$2.1M

Shares

252,500

Price

$8

Filed

Dec 18

Insider

Name

Horowitz Joshua

Title

CIK

0001612424

Roles

Director

Transaction Details

Transaction Date

2025-12-17

Code

X

Table

Non-Derivative

Ownership

Indirect

Equity Swap

No

Shares After

367,500

Footnotes

The shares of Class D Preferred Stock, par value $0.01 per share (the "Class D Preferred Stock"), of Kingsway Financial Services Inc. (the "Company") have a stated value of $25 per share and are convertible at any time, at the holder's option, into shares of Common Stock, par value $0.01 per share, of the Company (the "Common Stock") at an initial conversion price of $9.50 per share (or 2.6316 shares of Common Stock for each share of Class D Preferred Stock), subject to customary adjustments. The Company has the option to redeem 25% of the outstanding shares of Class D Preferred Stock for cash upon the occurrence of certain events. All then-outstanding shares of Class D Preferred Stock shall be redeemed by the Company for cash on May 8, 2032. | Palm Management (US) LLC, as the investment manager of Palm Global Small Cap Master Fund LP ("Palm Global"), may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Due to his positions as a portfolio manager and special limited partner of Palm Global and as an employee of Palm Management (US) LLC, Mr. Horowitz may be deemed to be a beneficial owner of the securities disclosed as directly owned by Palm Global. Palm Management (US) LLC and Mr. Horowitz expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein. | On March 31, 2025, Mr. Horowitz and Palm Global entered into an option agreement with Stilwell Value LLC, (the "Option Agreement") to acquire 22,500 and 252,500 shares of Common Stock, respectively, at an exercise price of $8.25 per share, which Option Agreement was amended on December 17, 2025, to allow for the early exercise of the options. The options had an expiration of December 29, 2025 at 5:00 p.m. Eastern Time.

Filing Info

Accession No.

0001104659-25-122549

Form Type

4

Issuer CIK

0001072627

Horowitz Joshua's History

Date Ticker Type Value
2026-02-26 BRN $5K
2026-01-26 BKTI A $0
2026-01-01 LMB M $0
2026-01-01 LMB M $0
2026-01-01 LMB A $0
2025-12-17 KFS X $186K
2025-12-17 KFS X $2.1M
2025-12-17 KFS X $0
2025-12-17 KFS X $0
2025-12-10 BRN A

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