4//SEC Filing
Horowitz Joshua 4
Accession 0001104659-25-122549
CIK 0001072627other
Filed
Dec 17, 7:00 PM ET
Accepted
Dec 18, 4:15 PM ET
Size
14.3 KB
Accession
0001104659-25-122549
Insider Transaction Report
Form 4
Horowitz Joshua
Director
Transactions
- Exercise of In-Money
Common Stock
2025-12-17$8.25/sh+22,500$185,625→ 32,500 total - Exercise of In-Money
Common Stock
2025-12-17$8.25/sh+252,500$2,083,125→ 367,500 total(indirect: by Palm Global Small Cap Master Fund LP) - Exercise of In-Money
Stock Option (Right to Buy)
2025-12-17−22,500→ 0 totalExercise: $8.25Exp: 2025-12-29→ Common Stock (22,500 underlying) - Exercise of In-Money
Stock Option (Right to Buy)
2025-12-17−252,500→ 0 total(indirect: by Palm Global Small Cap Master Fund LP)Exercise: $8.25Exp: 2025-12-29→ Common Stock (252,500 underlying)
Holdings
- 14,000(indirect: Palm Global Small Cap Master Fund LP)
Class D Preferred Stock
Exercise: $9.50From: 2025-05-08Exp: 2032-05-08→ Common Stock (36,842.4 underlying)
Footnotes (3)
- [F1]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.
- [F2]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.
- [F3]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.
Documents
Issuer
KINGSWAY FINANCIAL SERVICES INC
CIK 0001072627
Entity typeother
Related Parties
1- filerCIK 0001612424
Filing Metadata
- Form type
- 4
- Filed
- Dec 17, 7:00 PM ET
- Accepted
- Dec 18, 4:15 PM ET
- Size
- 14.3 KB