InsiderTrades

Form 4 for KWY KINGSWAY Corp

Accepted 2025-12-19 00:00:00 ET · period of report 2025-12-17 · accession 0001104659-25-123359 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
DI 2025-12-19 2025-12-17 KWY Hannon Gregory Paul Dir X - OptEx $8.25 -500.0K 1.99M -20% -$4.12M
DI 2025-12-19 2025-12-17 KWY Hannon Gregory Paul Dir X - OptEx $0.00 -500.0K 0 -100% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2025-12-17 X D 500,000 $8.25 1,987,830 I By Oakmont Capital Inc — — (F1) 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.
2 Derivative Stock Option (obligation to sell) 2025-12-17 X D 500,000 $0.00 0 I By Oakmont Capital Inc. $8.25 · — to 2025-12-29 500,000 Common Stock (F1) 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.