Company · CIK 0001072627 · SIC 6331 — Fire, Marine & Casualty Insurance · NYSE

KINGSWAY Corp · KWY

Insider activity reported against this company. All insider holders · Files at: FGNX. On EDGAR ↗

Period1M 3M 6M 1Y 2Y All datashares as filed — not split-adjusted

Open-market activity at this companybuys $15.0M · 533sales $1.3M · 2net $13.7M

Open-market trades as an insider elsewherebuys $0 · 0sales $11.1M · 5net −$11.1M

Reported at this company — common stock

Trade	Reported (ET)	Insider	Shares	Avg price	Total	Owned after	Δ stake	Flags
Sep 15, 2026 PForm 4 →	Sep 16, 6:12 pm EDT	Kent A HansenCFO & EVP	159	$9.82	$1,561	136,503	+0.12%
Sep 15, 2026 PForm 4 →	Sep 16, 6:10 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	254	$9.82	$2,494	1,427,161	+0.02%
Aug 31, 2026 PForm 4 →	Sep 1, 5:03 pm EDT	Kent A HansenCFO & EVP	149	$10.45	$1,557	136,344	+0.11%
Aug 31, 2026 PForm 4 →	Sep 1, 5:02 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	239	$10.45	$2,498	1,426,907	+0.02%
Aug 18, 2026 PForm 4 →	Aug 20, 6:37 pm EDT	Joshua HorowitzDirector	9,103	$9.83	$89,484	381,103	+2.45%
Aug 17, 2026 PForm 4 →	Aug 18, 5:28 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	254	$9.87	$2,507	1,426,668	+0.02%
Aug 17, 2026 PForm 4 →	Aug 18, 5:25 pm EDT	Kent A HansenCFO & EVP	158	$9.87	$1,559	136,195	+0.12%
Aug 13, 2026 SForm 4 →	Aug 17, 4:19 pm EDT	Joseph Stilwell +5Director, 10% Owner	100,000	$10.00	$1,000,000	330,718	−23.2%
Jul 30, 2026 PForm 4 →	Jul 31, 4:26 pm EDT	Kent A HansenCFO & EVP	174	$8.98	$1,563	136,037	+0.13%
Jul 30, 2026 PForm 4 →	Jul 31, 4:22 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	278	$8.98	$2,496	1,426,414	+0.02%
Jul 15, 2026 PForm 4 →	Jul 16, 4:44 pm EDT	Kent A HansenCFO & EVP	161	$9.76	$1,571	135,863	+0.12%
Jul 15, 2026 PForm 4 →	Jul 16, 4:43 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	256	$9.76	$2,499	1,426,136	+0.02%
Jun 30, 2026 PForm 4 →	Jul 1, 4:37 pm EDT	Kent A HansenCFO & EVP	149	$10.45	$1,557	135,702	+0.11%
Jun 30, 2026 PForm 4 →	Jul 1, 4:35 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	239	$10.45	$2,498	1,425,880	+0.02%
Jun 15, 2026 FForm 4 →	Jun 17, 5:42 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	30,233	$10.12	$305,958	1,425,641	—
Jun 15, 2026 PForm 4 →	Jun 15, 8:54 pm EDT	Kent A HansenCFO & EVP	150	$10.43	$1,565	135,553	+0.11%
Jun 15, 2026 PForm 4 →	Jun 15, 8:51 pm EDT	John Taylor Maloney FitzgeraldPresident and CEO, Director	240	$10.43	$2,503	1,455,874	+0.02%
Feb 28, 2019 PForm 4 →	Feb 28, 4:43 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	908	$2.29	$2,084	929,146	+0.10%	plan?
Feb 28, 2019 PForm 4 →	Feb 28, 4:35 pm EST	William August Hickey Jr.CFO, EVP and SEC	654	$2.29	$1,501	317,278	+0.21%	plan?
Feb 15, 2019 PForm 4 →	Feb 15, 4:33 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	788	$2.65	$2,085	928,238	+0.08%	plan?
Feb 15, 2019 PForm 4 →	Feb 15, 4:28 pm EST	William August Hickey Jr.CFO, EVP and SEC	566	$2.65	$1,497	316,624	+0.18%	plan?
Jan 31, 2019 PForm 4 →	Feb 1, 12:07 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	894	$2.33	$2,085	927,450	+0.10%	plan?
Jan 31, 2019 PForm 4 →	Feb 1, 11:57 am EST	William August Hickey Jr.CFO, EVP and SEC	644	$2.33	$1,502	316,058	+0.20%	plan?
Jan 31, 2019 PForm 4 →	Feb 1, 11:50 am EST	Hassan BaqarVice President	428	$2.33	$998	160,512	+0.27%	plan?
Jan 15, 2019 PForm 4 →	Jan 16, 11:50 am EST	John Taylor Maloney FitzgeraldCEO & President, Director	918	$2.27	$2,083	926,556	+0.10%	plan?
Jan 15, 2019 PForm 4 →	Jan 16, 11:34 am EST	William August Hickey Jr.CFO, EVP and SEC	662	$2.27	$1,502	315,414	+0.21%	plan?
Jan 15, 2019 PForm 4 →	Jan 16, 11:27 am EST	Hassan BaqarVice President	442	$2.27	$1,003	160,084	+0.28%	plan?
Dec 28, 2018 PForm 4 →	Jan 2, 2019, 3:55 pm EST	Joseph Stilwell +5Director, 10% Owner	563,614	$2.57	$1,451,284	280,000	—	plan?
Dec 28, 2018 PForm 4 →	Dec 31, 10:50 am EST	John Taylor Maloney FitzgeraldCEO & President, Director	906	$2.30	$2,083	925,611	+0.10%	plan?
Dec 28, 2018 PForm 4 →	Dec 31, 10:46 am EST	William August Hickey Jr.CFO, EVP and SEC	652	$2.30	$1,499	314,752	+0.21%	plan?
Dec 28, 2018 PForm 4 →	Dec 31, 10:39 am EST	Hassan BaqarVice President	434	$2.30	$998	159,642	+0.27%	plan?
Dec 17, 2018 PForm 4 →	Dec 17, 12:18 pm EST	William August Hickey Jr.CFO, EVP and Secretary	658	$2.27	$1,497	314,100	+0.21%	plan?
Dec 17, 2018 PForm 4 →	Dec 17, 12:11 pm EST	Hassan BaqarVice President	440	$2.27	$1,001	159,208	+0.28%	plan?
Dec 11, 2018 PForm 4 →	Dec 11, 3:17 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	4,320	$2.30	$9,931	923,789	+0.47%	plan?
Dec 10, 2018 PForm 4 →	Dec 10, 4:09 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	5,000	$2.30	$11,499	919,469	+0.55%	plan?
Dec 7, 2018 PForm 4 →	Dec 7, 3:53 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	5,000	$2.39	$11,930	914,469	+0.55%	plan?
Dec 6, 2018 PForm 4 →	Dec 6, 6:08 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	5,000	$2.28	$11,402	909,496	+0.55%	plan?
Dec 3, 2018 PForm 4 →	Dec 3, 3:17 pm EST	John Taylor Maloney FitzgeraldCEO and President, Director	847	$2.46	$2,082	904,496	+0.09%	plan?
Dec 3, 2018 PForm 4 →	Dec 3, 3:11 pm EST	William August Hickey Jr.CFO, EVP and SEC	610	$2.46	$1,499	313,442	+0.19%	plan?
Dec 3, 2018 PForm 4 →	Dec 3, 3:06 pm EST	Hassan BaqarVice President	406	$2.46	$998	158,768	+0.26%	plan?
Nov 30, 2018 PForm 4 →	Dec 6, 1:08 pm EST	Douglas LevineDirector	11,100	$2.40	$26,640	1,065,886	+1.05%	plan? late
Nov 16, 2018 PForm 4 →	Nov 20, 11:57 am EST	John Taylor Maloney FitzgeraldCEO and President, Director	761	$2.74	$2,082	903,649	+0.08%	plan?
Nov 16, 2018 PForm 4 →	Nov 20, 11:50 am EST	William August Hickey Jr.CFO, EVP and SEC	550	$2.74	$1,505	312,832	+0.18%	plan?
Nov 16, 2018 PForm 4 →	Nov 20, 11:45 am EST	Hassan BaqarVice President	366	$2.74	$1,001	158,362	+0.23%	plan?
Nov 14, 2018 PForm 4 →	Nov 16, 1:41 pm EST	Joseph Stilwell +4Director, 10% Owner	20,000	$2.72	$54,433	3,033,596	+0.66%	plan?
Oct 31, 2018 PForm 4 →	Oct 31, 3:28 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	763	$2.73	$2,082	902,888	+0.08%	plan?
Oct 31, 2018 PForm 4 →	Oct 31, 3:22 pm EDT	William August Hickey Jr.CFO, EVP and SEC	548	$2.73	$1,495	312,282	+0.18%	plan?
Oct 31, 2018 PForm 4 →	Oct 31, 3:17 pm EDT	Hassan BaqarVice President	366	$2.73	$999	157,996	+0.23%	plan?
Oct 15, 2018 PForm 4 →	Oct 15, 7:54 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	773	$2.70	$2,085	902,125	+0.09%	plan?
Oct 15, 2018 PForm 4 →	Oct 15, 7:49 pm EDT	William August Hickey Jr.EVP, CFO and SEC	558	$2.70	$1,505	311,734	+0.18%	plan?
Oct 15, 2018 PForm 4 →	Oct 15, 7:44 pm EDT	Hassan BaqarVice President	370	$2.70	$998	157,630	+0.24%	plan?
Oct 1, 2018 PForm 4 →	Oct 1, 12:12 pm EDT	William August Hickey Jr.CFO, EVP and Secretary	534	$2.81	$1,499	311,176	+0.17%	plan?
Oct 1, 2018 PForm 4 →	Oct 1, 12:05 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	743	$2.81	$2,086	901,352	+0.08%	plan?
Oct 1, 2018 PForm 4 →	Oct 1, 11:48 am EDT	Hassan BaqarVice President	356	$2.81	$1,000	157,260	+0.23%	plan?
Sep 25, 2018 PForm 4 →	Sep 27, 1:12 pm EDT	Joseph Stilwell +4Director, 10% Owner	13,800	$2.95	$40,710	3,013,596	+0.46%	plan?
Sep 21, 2018 PForm 4 →	Sep 25, 1:47 pm EDT	Joseph Stilwell +4Director, 10% Owner	27,900	$2.95	$82,415	3,001,452	+0.94%	plan?
Sep 19, 2018 PForm 4 →	Sep 21, 1:34 pm EDT	Joseph Stilwell +4Director, 10% Owner	9,100	$2.96	$26,899	2,976,900	+0.31%	plan?
Sep 17, 2018 PForm 4 →	Sep 17, 1:57 pm EDT	Larry G Swets Jr.Director	190	$3.06	$580	963,273	+0.02%	plan?
Sep 17, 2018 PForm 4 →	Sep 17, 12:57 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	656	$3.06	$2,004	900,609	+0.07%	plan?
Sep 17, 2018 PForm 4 →	Sep 17, 12:47 pm EDT	William August Hickey Jr.CFO, EVP and SEC	490	$3.06	$1,497	310,642	+0.16%	plan?
Sep 17, 2018 PForm 4 →	Sep 17, 12:40 pm EDT	Hassan BaqarVice President	328	$3.06	$1,002	156,904	+0.21%	plan?
Sep 13, 2018 PForm 4 →	Sep 17, 3:49 pm EDT	Joseph Stilwell +4Director, 10% Owner	75,000	$2.85	$213,750	2,968,892	+2.59%	plan?
Sep 11, 2018 PForm 4 →	Sep 13, 5:18 pm EDT	Joseph Stilwell +4Director, 10% Owner	343,101	$2.72	$932,742	2,902,892	+13.4%	plan?
Sep 11, 2018 PForm 4 →	Sep 12, 11:38 am EDT	John Taylor Maloney FitzgeraldCEO and President, Director	10,000	$2.70	$27,000	899,953	+1.12%	plan?
Sep 10, 2018 PForm 4 →	Sep 12, 6:24 pm EDT	Joseph Stilwell +4Director, 10% Owner	69,112	$2.63	$181,771	2,600,963	+2.73%	plan?
Sep 10, 2018 PForm 4 →	Sep 10, 7:32 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	13,700	$2.45	$33,515	889,953	+1.56%	plan?
Sep 10, 2018 PForm 4 →	Sep 10, 7:19 pm EDT	Douglas LevineDirector	101,900	$2.42	$246,681	1,054,786	+10.7%	plan?
Sep 5, 2018 ADForm 4 →	Sep 7, 5:00 pm EDT	John Taylor Maloney FitzgeraldCEO and President, Director	1,000,000	—	—	876,253	—	plan?
Sep 5, 2018 DFForm 4 →	Sep 7, 5:00 pm EDT	Larry G Swets Jr.Director	1,135,215	$2.55	$261,502	963,083	—	plan?
Aug 30, 2018 PForm 4 →	Aug 31, 11:53 am EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	624	$2.67	$1,668	876,253	+0.07%	plan?
Aug 30, 2018 PForm 4 →	Aug 31, 11:45 am EDT	Larry G Swets Jr.CEO, Director	780	$2.67	$2,084	2,098,298	+0.04%	plan?
Aug 30, 2018 PForm 4 →	Aug 31, 11:35 am EDT	William August Hickey Jr.CFO, EVP and Secretary	562	$2.67	$1,502	310,152	+0.18%	plan?
Aug 30, 2018 PForm 4 →	Aug 31, 11:29 am EDT	Hassan BaqarVice President	374	$2.67	$999	156,576	+0.24%	plan?
Aug 15, 2018 PForm 4 →	Aug 15, 4:33 pm EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	522	$3.19	$1,667	875,629	+0.06%	plan?
Aug 15, 2018 PForm 4 →	Aug 15, 4:27 pm EDT	Larry G Swets Jr.CEO, Director	652	$3.19	$2,082	2,097,518	+0.03%	plan?
Aug 15, 2018 PForm 4 →	Aug 15, 4:21 pm EDT	William August Hickey Jr.CFO, EVP and SEC	470	$3.19	$1,501	309,590	+0.15%	plan?
Aug 15, 2018 PForm 4 →	Aug 15, 4:15 pm EDT	Hassan BaqarVice Presdient	314	$3.19	$1,002	156,202	+0.20%	plan?
Jul 31, 2018 PForm 4 →	Aug 1, 10:57 am EDT	John Taylor Maloney FitzgeraldPresident & COO, Director	578	$2.88	$1,667	875,107	+0.07%	plan?
Jul 31, 2018 PForm 4 →	Aug 1, 10:49 am EDT	Larry G Swets Jr.CEO, Director	722	$2.88	$2,083	2,096,866	+0.03%	plan?
Jul 31, 2018 PForm 4 →	Aug 1, 10:40 am EDT	William August Hickey Jr.CFO,EVP and Secretary	520	$2.88	$1,500	309,120	+0.17%	plan?
Jul 31, 2018 PForm 4 →	Aug 1, 10:31 am EDT	Hassan BaqarVice President	346	$2.88	$998	155,888	+0.22%	plan?
Jul 13, 2018 PForm 4 →	Jul 17, 11:59 am EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	596	$2.79	$1,663	874,529	+0.07%	plan?
Jul 13, 2018 PForm 4 →	Jul 17, 11:43 am EDT	Larry G Swets Jr.CEO, Director	746	$2.79	$2,082	2,096,144	+0.04%	plan?
Jul 13, 2018 PForm 4 →	Jul 17, 11:34 am EDT	Hassan BaqarVice President	358	$2.79	$999	155,542	+0.23%	plan?
Jul 13, 2018 PForm 4 →	Jul 17, 11:17 am EDT	William August Hickey Jr.CFO and EVP	538	$2.79	$1,501	308,600	+0.17%	plan?
Jul 2, 2018 PForm 4 →	Jul 3, 5:03 pm EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	594	$2.81	$1,666	873,933	+0.07%	plan?
Jul 2, 2018 PForm 4 →	Jul 3, 4:55 pm EDT	Larry G Swets Jr.CEO, Director	743	$2.81	$2,084	2,095,398	+0.04%	plan?
Jul 2, 2018 PForm 4 →	Jul 3, 4:46 pm EDT	William August Hickey Jr.CFO and EVP	534	$2.81	$1,498	308,062	+0.17%	plan?
Jul 2, 2018 PForm 4 →	Jul 3, 4:40 pm EDT	Hassan BaqarVice President	358	$2.81	$1,004	155,184	+0.23%	plan?
Jun 18, 2018 PForm 4 →	Jun 18, 2:53 pm EDT	John Taylor Maloney FitzgeraldPresident & COO, Director	516	$3.23	$1,666	873,339	+0.06%	plan?
Jun 18, 2018 PForm 4 →	Jun 18, 2:48 pm EDT	Larry G Swets Jr.CEO, Director	645	$3.23	$2,083	2,094,655	+0.03%	plan?
Jun 18, 2018 PForm 4 →	Jun 18, 2:38 pm EDT	William August Hickey Jr.CFO and EVP	466	$3.23	$1,505	307,528	+0.15%	plan?
Jun 18, 2018 PForm 4 →	Jun 18, 2:29 pm EDT	Hassan BaqarVice President	310	$3.23	$1,001	154,826	+0.20%	plan?
May 30, 2018 PForm 4 →	May 30, 3:40 pm EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	384	$4.35	$1,670	872,823	+0.04%	plan?
May 30, 2018 PForm 4 →	May 30, 3:34 pm EDT	Larry G Swets Jr.CEO, Director	480	$4.35	$2,088	2,094,010	+0.02%	plan?
May 30, 2018 PForm 4 →	May 30, 3:26 pm EDT	William August Hickey Jr.CFO and EVP	344	$4.35	$1,496	307,062	+0.11%	plan?
May 30, 2018 PForm 4 →	May 30, 2:55 pm EDT	Hassan BaqarVice President	230	$4.35	$1,001	154,516	+0.15%	plan?
May 15, 2018 PForm 4 →	May 15, 3:19 pm EDT	John Taylor Maloney FitzgeraldPresident and COO, Director	398	$4.18	$1,664	872,439	+0.05%	plan?
May 15, 2018 PForm 4 →	May 15, 3:15 pm EDT	Larry G Swets Jr.CEO, Director	498	$4.18	$2,082	2,093,530	+0.02%	plan?
May 15, 2018 PForm 4 →	May 15, 3:09 pm EDT	William August Hickey Jr.CFO and EVP	358	$4.18	$1,497	306,718	+0.12%	plan?

Reported at this company — derivatives (options, RSUs, warrants)

Trade	Reported (ET)	Insider	Shares	Avg price	Total	Owned after	Δ stake	Flags
Sep 30, 2016 PForm 4 →	Oct 3, 2:13 pm EDT	Joseph Stilwell +1Director, 10% Owner	571,826	$2.00	$1,143,652	576,132	—
Jun 1, 2016 PForm 4 →	Jun 6, 5:07 pm EDT	Joseph Stilwell +1Director, 10% Owner	48,174	$1.78	$85,750	576,132	—	late
Apr 20, 2016 AForm 4 →	Apr 25, 7:35 pm EDT	John Taylor Maloney FitzgeraldExecutive Vice President, Director	40,000	—	—	40,000	—	late
Aug 28, 2014 XForm 4 →	Apr 11, 2016, 11:41 am EDT	Gary SchaevitzDirector	2,000	$4.00	$8,000	0	—	late

Filed by this entity as an insider elsewhere — common stock

Trade	Reported (ET)	Company	Shares	Avg price	Total	Owned after	Δ stake	Flags
Mar 15, 2018 SForm 4 →	Mar 19, 6:11 pm EDT	1347 Property Insurance Holdings, Inc.PIH	424,572	$7.85	$3,332,890	0	−100%	plan?
Feb 28, 2018 SForm 4 →	Mar 1, 5:09 pm EST	1347 Property Insurance Holdings, Inc.PIH	60,000	$25.00	$1,500,000	0	−100%	plan?
Jan 2, 2018 SForm 4 →	Jan 16, 5:22 pm EST	1347 Property Insurance Holdings, Inc.PIH	60,000	$29.00	$1,740,000	0	−100%	plan? late
Oct 25, 2017 SForm 4 →	Oct 27, 6:53 am EDT	1347 Property Insurance Holdings, Inc.PIH	475,428	$7.85	$3,732,110	424,572	−52.8%	plan?
Dec 7, 2016 SForm 4 →	Dec 9, 5:06 pm EST	1347 Property Insurance Holdings, Inc.PIH	100,000	$7.57	$757,000	900,000	−10.0%	plan?
Feb 24, 2015 JForm 4 →	Feb 26, 8:17 pm EST	1347 Property Insurance Holdings, Inc.PIH	120,000	—	—	120,000	—	plan?

Filed by this entity as an insider elsewhere — derivatives (options, RSUs, warrants)

Trade	Reported (ET)	Company	Shares	Avg price	Total	Owned after	Δ stake	Flags
Jan 2, 2018 JForm 4 →	Jan 16, 5:22 pm EST	1347 Property Insurance Holdings, Inc.PIH	100,000	—	—	0	—	late
Feb 24, 2015 JForm 4 →	Feb 26, 8:17 pm EST	1347 Property Insurance Holdings, Inc.PIH	1,600,000	—	—	100,000	—