{"transactions":[{"id":770435,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Nonqualified Stock Option","published_at":"2026-05-20T11:00:49.000Z","date":"2026-05-18","kind":"grant","planned":false,"acquired":true,"shares":200000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"The option consists of tranches with different exercise prices. An aggregate of 200,000 options have an exercise price of $20 per share, of which 100,000 vested on the grant date and 100,000 will vest on the first anniversary of the\ngrant date. The remaining 200,000 options have an exercise price of $30 per share, with 100,000 vesting on the second anniversary of the grant date and 100,000 vesting on the third anniversary of the grant date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"Represents a 10-year stock option to purchase an aggregate of 400,000 shares of common stock. The option vests as follows: (i) 100,000 shares vested on the grant date at an exercise price of $20 per share; (ii) 100,000 shares will vest\non the first anniversary of the grant date at an exercise price of $20 per share; (iii) 100,000 shares will vest on the second anniversary of the grant date at an exercise price of $30 per share; and (iv) 100,000 shares will vest on the third\nanniversary of the grant date at an exercise price of $30 per share. Vesting is subject to the reporting person's continued service through each applicable vesting date."}],"balance_after":200000,"derivative":{"exercise_price":30,"exercise_date":"2028-05-18","expiration_date":"2036-05-18","underlying":"Common Stock","underlying_shares":200000},"source":{"system":"sec-edgar","filing":"0001072627-26-000034","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262726000034/form4.xml","form_type":"4"}},{"id":770434,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Nonqualified Stock Option","published_at":"2026-05-20T11:00:49.000Z","date":"2026-05-18","kind":"grant","planned":false,"acquired":true,"shares":200000,"price":0,"value":0.0,"ownership":{"direct":true},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"The option consists of tranches with different exercise prices. An aggregate of 200,000 options have an exercise price of $20 per share, of which 100,000 vested on the grant date and 100,000 will vest on the first anniversary of the\ngrant date. The remaining 200,000 options have an exercise price of $30 per share, with 100,000 vesting on the second anniversary of the grant date and 100,000 vesting on the third anniversary of the grant date."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"Represents a 10-year stock option to purchase an aggregate of 400,000 shares of common stock. The option vests as follows: (i) 100,000 shares vested on the grant date at an exercise price of $20 per share; (ii) 100,000 shares will vest\non the first anniversary of the grant date at an exercise price of $20 per share; (iii) 100,000 shares will vest on the second anniversary of the grant date at an exercise price of $30 per share; and (iv) 100,000 shares will vest on the third\nanniversary of the grant date at an exercise price of $30 per share. Vesting is subject to the reporting person's continued service through each applicable vesting date."}],"balance_after":200000,"derivative":{"exercise_price":20,"exercise_date":"2026-05-18","expiration_date":"2036-05-18","underlying":"Common Stock","underlying_shares":200000},"source":{"system":"sec-edgar","filing":"0001072627-26-000034","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":4,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262726000034/form4.xml","form_type":"4"}},{"id":963486,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Stock Option (Right to Buy)","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":false,"shares":500000,"price":0,"value":0.0,"ownership":{"direct":false,"nature":"by David Capital Partners Special Situation Fund, LP"},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F5","text":"DCP Special entered into an option agreement, dated March 31, 2025, with Oakmont Capital Inc., to acquire 500,000 shares of common stock at an exercise price of $8.25 per share, which option was originally exercisable in whole, and not in part, on December 29, 2025 and which was set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F5","text":"DCP Special entered into an option agreement, dated March 31, 2025, with Oakmont Capital Inc., to acquire 500,000 shares of common stock at an exercise price of $8.25 per share, which option was originally exercisable in whole, and not in part, on December 29, 2025 and which was set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F5","text":"DCP Special entered into an option agreement, dated March 31, 2025, with Oakmont Capital Inc., to acquire 500,000 shares of common stock at an exercise price of $8.25 per share, which option was originally exercisable in whole, and not in part, on December 29, 2025 and which was set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."}],"balance_after":0,"derivative":{"exercise_price":8.25,"exercise_date":"2025-12-17","expiration_date":"2025-12-29","underlying":"Common Stock","underlying_shares":500000},"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":7,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":963485,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Stock Option (Right to Buy)","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":false,"shares":540000,"price":0,"value":0.0,"ownership":{"direct":false,"nature":"by David Capital Partners Special Situation Fund, LP"},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."}],"balance_after":0,"derivative":{"exercise_price":8.25,"exercise_date":"2025-12-17","expiration_date":"2025-12-29","underlying":"Common Stock","underlying_shares":540000},"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":6,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":963484,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Stock Option (Right to Buy)","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":false,"shares":275000,"price":0,"value":0.0,"ownership":{"direct":false,"nature":"by David Capital Partners Fund, LP"},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.exercise_date","element":"exerciseDate","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F4","text":"DCP Fund and DCP Special entered into an option agreement, dated March 31, 2025, with Stilwell Value LLC, to acquire 275,000 and 540,000 shares of common stock, respectively, at an exercise price of $8.25 per share, which options were originally exercisable by DCP Fund and DCP Special together in whole, and not in part, on December 29, 2025 and which were set to expire at 5:00 p.m. Eastern Time on December 29, 2025. The option agreement was amended on December 17, 2025, so that the options became exercisable at any time prior to 5:00 p.m. Eastern Time on December 29, 2025."}],"balance_after":0,"derivative":{"exercise_price":8.25,"exercise_date":"2025-12-17","expiration_date":"2025-12-29","underlying":"Common Stock","underlying_shares":275000},"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":5,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":963483,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Common Stock","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":true,"shares":500000,"price":8.25,"value":4125000.0,"ownership":{"direct":false,"nature":"by David Capital Partners Special Situation Fund, LP"},"footnotes":[{"field":"ownership.nature","element":"natureOfOwnership","label":"F2","text":"David Capital Partners, LLC, as the investment manager and general partner of David Capital Partners Special Situation Fund, LP (\"DCP Special\"), may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Special. Due to his position as managing partner of David Capital Partners, LLC, Mr. Patinkin may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Special. David Capital Partners, LLC and Mr. Patinkin expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein."}],"balance_after":1524000,"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":3,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":963482,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Common Stock","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":true,"shares":540000,"price":8.25,"value":4455000.0,"ownership":{"direct":false,"nature":"by David Capital Partners Special Situation Fund, LP"},"footnotes":[{"field":"ownership.nature","element":"natureOfOwnership","label":"F2","text":"David Capital Partners, LLC, as the investment manager and general partner of David Capital Partners Special Situation Fund, LP (\"DCP Special\"), may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Special. Due to his position as managing partner of David Capital Partners, LLC, Mr. Patinkin may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Special. David Capital Partners, LLC and Mr. Patinkin expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein."}],"balance_after":1024000,"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":2,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":963481,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Common Stock","published_at":"2025-12-18T21:25:54.000Z","date":"2025-12-17","kind":"other","planned":false,"acquired":true,"shares":275000,"price":8.25,"value":2268750.0,"ownership":{"direct":false,"nature":"by David Capital Partners Fund, LP"},"footnotes":[{"field":"ownership.nature","element":"natureOfOwnership","label":"F1","text":"David Capital Partners, LLC, as the investment manager and general partner of David Capital Partners Fund, LP (\"DCP Fund\"), may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Fund. Due to his position as managing partner of David Capital Partners, LLC, Mr. Patinkin may be deemed to be a beneficial owner of the shares of common stock disclosed as directly owned by DCP Fund. David Capital Partners, LLC and Mr. Patinkin expressly disclaim such beneficial ownership except to the extent of their pecuniary interest therein."}],"balance_after":1023000,"source":{"system":"sec-edgar","filing":"0001072627-25-000047","document":"form4.xml","document_sequence":1,"table":"nonDerivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000107262725000047/form4.xml","form_type":"4"}},{"id":1154092,"issuer":{"id":5976,"kind":"organization","name":"KINGSWAY Corp","symbol":"KWY"},"owners":[{"id":45766,"kind":"person","name":"Patinkin Adam Jonathan","position":1,"cik":"0002063594","reported_name":"Patinkin Adam Jonathan","relationship":{"director":true}}],"security":"Class D Prerred Stock","published_at":"2025-05-09T20:15:42.000Z","date":"2025-05-07","kind":"grant","planned":false,"acquired":true,"shares":26000,"price":25,"value":650000.0,"ownership":{"direct":false,"nature":"David Capital Partners Special Situation Fund, LP"},"footnotes":[{"field":"derivative.exercise_price","element":"conversionOrExercisePrice","label":"F1","text":"The shares of 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 into shares of Common Stock, par value $0.01 per share, of the Company (the \"Common Stock\") at a conversion basis equal to 2.63158 shares of Common Stock for each share of Class D Preferred Stock, subject to customary adjustments. All outstanding shares of Class D Preferred Stock shall be redeemed by the Company on May 8, 2032."},{"field":"derivative.expiration_date","element":"expirationDate","label":"F1","text":"The shares of 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 into shares of Common Stock, par value $0.01 per share, of the Company (the \"Common Stock\") at a conversion basis equal to 2.63158 shares of Common Stock for each share of Class D Preferred Stock, subject to customary adjustments. All outstanding shares of Class D Preferred Stock shall be redeemed by the Company on May 8, 2032."},{"field":"derivative.underlying_shares","element":"underlyingSecurityShares","label":"F1","text":"The shares of 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 into shares of Common Stock, par value $0.01 per share, of the Company (the \"Common Stock\") at a conversion basis equal to 2.63158 shares of Common Stock for each share of Class D Preferred Stock, subject to customary adjustments. All outstanding shares of Class D Preferred Stock shall be redeemed by the Company on May 8, 2032."}],"balance_after":26000,"derivative":{"exercise_price":9.5,"exercise_date":"2025-05-08","expiration_date":"2032-05-08","underlying":"Common Stock","underlying_shares":68421.08},"source":{"system":"sec-edgar","filing":"0001127602-25-013848","document":"form4.xml","document_sequence":1,"table":"derivative","row_type":"transaction","position":1,"url":"https://www.sec.gov/Archives/edgar/data/1072627/000112760225013848/form4.xml","form_type":"4"}}]}