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KINGSWAY Corp

KWY
Exchange
NYSE
Industry
Fire, Marine & Casualty Insurance
SEC CIK
0001072627

In the last 90 days, KINGSWAY Corp insiders filed 13 open-market purchases and 1 sale; 72 institutions reported holding it in 13F filings for Q2 2026, worth $125.9M in total; no superinvestor holds it.

Open-market trades, last 90 days

Open-market purchases (P) and sales (S) by KINGSWAY Corp insiders, counted by Form 4 filing. Trades with a flagged price and duplicate filings are left out.

Open-market buys
13 filings
3 insiders, $113.8K in total
Open-market sells
1 filing
1 insider, $1.00M in total
Insiders trading
4
Net value
−$886.2K
Purchases minus sales

Insider roster

Directors, officers and 10% owners who have filed a Form 4 for KINGSWAY Corp, current and former, most recent filer first. Last reported holding is the position after the last non-derivative trade in their latest filing.

Insider roster for KINGSWAY Corp
NameTitleLast reported holdingLast filingFilings, past year
Hansen Kent ACFO & EVP136,503Sep 16, 202625
Fitzgerald John Taylor MaloneyPresident and CEO1,427,161Sep 16, 202630
Horowitz JoshuaDirector381,103IndirectAug 20, 20263
Stilwell Associates, L.P.10% Owner330,718IndirectAug 17, 20266
Stilwell JosephDirector, 10% Owner330,718IndirectAug 17, 20266
Stilwell Value LLC10% Owner330,718IndirectAug 17, 20266
Stilwell Value Partners VII, L.P.10% Owner330,718IndirectAug 17, 20266
Stilwell Activist Fund, L.P.10% Owner330,718IndirectAug 17, 20266
Stilwell Activist Investments, L.P.10% Owner330,718IndirectAug 17, 20266
Patinkin Adam JonathanDirector1,524,000IndirectMay 20, 20262
Oakmont Capital Inc10% Owner1,987,830Dec 19, 20251
Kavanagh Terence MichaelDirector1,987,830IndirectDec 19, 20251
Hannon Gregory PaulDirector1,987,830IndirectDec 19, 20251
Levine DouglasDirector1,157,671May 12, 20250
Frischer Charles LDirector1,600,898Feb 18, 20250

Insider trades

Each row adds up one type of transaction in one Form 4 filing. Only open-market purchases (P) and sales (S) are shown by default; use the filters to see grants, option exercises and other codes.

Insider trades
Filed (ET)Trade dateFiling delayInsiderTransactionSharesAvg priceValueHolding changeFlags
Jan 19, 2022 (view filing)Jan 145 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+384$5.42+$2.08K0.0%1.92M after
Feb 1, 2022 (view filing)Jan 284 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+282$5.31+$1.50K+0.3%89.2K after
Feb 1, 2022 (view filing)Jan 284 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+392$5.31+$2.08K0.0%1.92M after
Feb 18, 2022 (view filing)Feb 171 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+285$5.26+$1.50K+0.3%89.4K after
Feb 18, 2022 (view filing)Feb 171 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+396$5.26+$2.08K0.0%1.92M after
Mar 1, 2022 (view filing)Feb 281 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+292$5.13+$1.50K+0.3%89.7K after
Mar 1, 2022 (view filing)Feb 281 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+406$5.13+$2.08K0.0%1.92M after
Mar 8, 2022 (view filing)4:01 PM ETMar 4-74 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+3.3%618.2K after4 lots
Mar 10, 2022 (view filing)4:02 PM ETMar 8-92 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.0K$5.39+$53.9K+0.2%4.81M after3 lots
Mar 14, 2022 (view filing)4:08 PM ETMar 10-114 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+11.2K$5.50+$61.7K+1.8%621.4K after3 lots
Mar 16, 2022 (view filing)Mar 16Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+272$5.51+$1.50K+0.3%90.0K after
Mar 16, 2022 (view filing)Mar 16Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+378$5.51+$2.08K0.0%1.92M after
Mar 16, 2022 (view filing)4:01 PM ETMar 14-152 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.5K$5.50+$57.8K+1.7%622.9K after3 lots
Mar 18, 2022 (view filing)4:02 PM ETMar 16-172 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+3.3%625.9K after4 lots
Mar 22, 2022 (view filing)4:03 PM ETMar 18-214 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+12.8K$5.50+$70.4K+0.3%4.86M after3 lots
Mar 24, 2022 (view filing)4:03 PM ETMar 22-232 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+3.3%630.7K after4 lots
Mar 28, 2022 (view filing)4:02 PM ETMar 24-254 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+3.3%632.2K after3 lots
Mar 30, 2022 (view filing)4:10 PM ETMar 28-292 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+13.0K$5.50+$71.4K+1.5%899.8K after2 lots
Apr 1, 2022 (view filing)4:01 PM ETMar 30-312 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+35.0K$5.50+$192.5K+5.8%635.4K after5 lots
Apr 4, 2022 (view filing)Apr 13 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+266$5.63+$1.50K+0.3%90.3K after
Apr 4, 2022 (view filing)Apr 13 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+369$5.63+$2.08K0.0%1.92M after
Apr 20, 2022 (view filing)Apr 191 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+276$5.43+$1.50K+0.3%90.6K after
Apr 20, 2022 (view filing)Apr 191 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+383$5.43+$2.08K0.0%1.92M after
May 4, 2022 (view filing)May 31 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+263$5.70+$1.50K+0.3%90.8K after
May 4, 2022 (view filing)May 31 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+365$5.70+$2.08K0.0%1.92M after
May 13, 2022 (view filing)4:02 PM ETMay 11-122 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.43+$108.5K+2.2%918.2K after6 lots
May 17, 2022 (view filing)4:10 PM ETMay 13-164 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.40+$108.1K+2.2%922.4K after6 lots
May 18, 2022 (view filing)May 171 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+278$5.40+$1.50K+0.3%91.1K after
May 18, 2022 (view filing)May 171 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+386$5.40+$2.08K0.0%1.92M after
May 19, 2022 (view filing)4:02 PM ETMay 17-182 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.38+$107.5K+2.2%926.7K after6 lots
May 24, 2022 (view filing)4:05 PM ETMay 20-234 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+9.59K$5.32+$51.0K+1.0%928.8K after5 lots
May 26, 2022 (view filing)May 26Same dayFrischer Charles LDirectorPPurchaseCommoon Stock+10.5K$5.40+$56.7K+5.8%193.0K after
May 26, 2022 (view filing)4:03 PM ETMay 242 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.0K$5.39+$53.9K+1.1%930.9K after3 lots
May 31, 2022 (view filing)May 274 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+384$5.42+$2.08K0.0%1.92M after
May 31, 2022 (view filing)May 274 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+276$5.42+$1.50K+0.3%91.4K after
May 31, 2022 (view filing)4:01 PM ETMay 26-275 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.5K$5.39+$56.6K+1.1%933.1K after4 lots
Jun 2, 2022 (view filing)Jun 2Same dayFrischer Charles LDirectorPPurchaseCommoon Stock+27.0K$5.40+$145.8K+14.0%220.0K after
Jun 2, 2022 (view filing)4:01 PM ETMay 31-Jun 12 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.39+$107.8K+2.2%937.4K after6 lots
Jun 6, 2022 (view filing)4:02 PM ETJun 2-34 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+15.9K$5.40+$85.6K+1.7%940.7K after6 lots
Jun 8, 2022 (view filing)4:03 PM ETJun 6-72 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+16.5K$5.40+$89.1K+1.8%944.3K after6 lots
Jun 9, 2022 (view filing)Jun 9Same dayFrischer Charles LDirectorPPurchaseCommoon Stock+11.0K$5.35+$58.9K+5.0%231.0K after
Jun 10, 2022 (view filing)4:01 PM ETJun 8-92 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+26.0K$5.36+$139.5K+2.8%949.8K after6 lots
Jun 14, 2022 (view filing)4:03 PM ETJun 10-134 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+11.4K$5.29+$60.4K+1.8%659.4K after4 lots
Jun 16, 2022 (view filing)4:02 PM ETJun 14-152 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+16.3K$5.30+$86.5K+1.7%955.5K after6 lots
Jun 17, 2022 (view filing)Jun 161 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+279$5.36+$1.50K+0.3%91.6K after
Jun 17, 2022 (view filing)Jun 161 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+388$5.36+$2.08K0.0%1.92M after
Jun 21, 2022 (view filing)4:01 PM ETJun 16-175 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+9.78K$5.30+$51.8K+1.5%663.4K after4 lots
Jun 23, 2022 (view filing)4:02 PM ETJun 21-222 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+15.3K$5.31+$81.3K+0.3%5.05M after7 lots
Jun 24, 2022 (view filing)Jun 22-232 daysKavanagh Terence MichaelDirectorPPurchaseCommoon Stock+44.4K$5.31+$235.4K+1.8%2.55M after2 lots
Jun 24, 2022 (view filing)Jun 22-232 daysHannon Gregory PaulDirectorPPurchaseCommoon Stock+44.3K$5.31+$235.0K+1.8%2.56M after2 lots