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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
Jul 1, 2021 (view filing)Jun 301 dayHansen Kent ACFO & EVPPPurchase+296$5.07+$1.50K+0.5%58.4K after
Jul 1, 2021 (view filing)Jun 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+411$5.07+$2.08K0.0%1.94M after
Jul 2, 2021 (view filing)4:03 PM ETJun 302 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+12.0K$5.00+$60.0K+1.5%812.4K after4 lots
Jul 19, 2021 (view filing)Jul 154 daysHansen Kent ACFO & EVPPPurchase+297$5.05+$1.50K+0.5%58.7K after
Jul 19, 2021 (view filing)Jul 154 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+412$5.05+$2.08K0.0%1.94M after
Aug 2, 2021 (view filing)Jul 303 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+391$5.33+$2.08K0.0%1.94M after
Aug 2, 2021 (view filing)Jul 303 daysHansen Kent ACFO & EVPPPurchase+281$5.33+$1.50K+0.5%59.0K after
Aug 17, 2021 (view filing)Aug 134 daysHansen Kent ACFO & EVPPPurchase+278$5.38+$1.50K+0.5%59.3K after
Aug 17, 2021 (view filing)Aug 134 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+386$5.38+$2.08K0.0%1.94M after
Aug 20, 2021 (view filing)3:37 PM ETAug 182 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+8.52K$5.36+$45.7K+1.1%813.8K after4 lots
Aug 24, 2021 (view filing)4:02 PM ETAug 204 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+11.4K$5.27+$60.2K+1.4%815.6K after4 lots
Aug 30, 2021 (view filing)4:02 PM ETAug 264 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+5.00K$5.35+$26.8K+0.6%816.4K after3 lots
Aug 31, 2021 (view filing)Aug 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+371$5.61+$2.08K0.0%1.94M after
Aug 31, 2021 (view filing)Aug 301 dayHansen Kent ACFO & EVPPPurchase+267$5.61+$1.50K+0.5%59.5K after
Sep 10, 2021 (view filing)4:06 PM ETSep 82 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.0K$5.35+$53.5K+1.2%818.1K after4 lots
Sep 15, 2021 (view filing)4:11 PM ETSep 132 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+9.00K$5.35+$48.1K+1.1%819.5K after4 lots
Sep 16, 2021 (view filing)Sep 16Same dayHansen Kent ACFO & EVPPPurchase+276$5.43+$1.50K+0.5%59.8K after
Sep 16, 2021 (view filing)Sep 16Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+383$5.43+$2.08K0.0%1.91M after
Sep 20, 2021 (view filing)4:01 PM ETSep 16-174 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+30.0K$5.28+$158.5K+3.8%824.7K after6 lots
Sep 24, 2021 (view filing)4:37 PM ETSep 22-232 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+44.1K$5.26+$232.3K+5.6%832.4K after6 lots
Oct 4, 2021 (view filing)Oct 13 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+384$5.41+$2.08K0.0%1.91M after
Oct 4, 2021 (view filing)Oct 13 daysHansen Kent ACFO & EVPPPurchase+277$5.41+$1.50K+0.5%60.1K after
Oct 18, 2021 (view filing)Oct 153 daysHansen Kent ACFO & EVPPPurchase+265$5.64+$1.49K+0.4%60.4K after
Oct 18, 2021 (view filing)Oct 153 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+369$5.64+$2.08K0.0%1.92M after
Nov 2, 2021 (view filing)Oct 294 daysHansen Kent ACFO & EVPPPurchase+269$5.57+$1.50K+0.4%60.6K after
Nov 2, 2021 (view filing)Oct 294 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+373$5.57+$2.08K0.0%1.92M after
Nov 16, 2021 (view filing)Nov 151 dayHansen Kent ACFO & EVPPPurchase+273$5.49+$1.50K+0.5%60.9K after
Nov 16, 2021 (view filing)Nov 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+379$5.49+$2.08K0.0%1.92M after
Nov 16, 2021 (view filing)4:04 PM ETNov 12-154 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+17.8K$5.40+$96.4K+2.2%836.0K after6 lots
Nov 22, 2021 (view filing)4:23 PM ETNov 18-194 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+2.4%840.1K after6 lots
Nov 24, 2021 (view filing)4:25 PM ETNov 22-232 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$110.0K+2.4%844.2K after6 lots
Nov 29, 2021 (view filing)4:22 PM ETNov 24-265 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.46+$109.2K+2.4%848.2K after6 lots
Dec 2, 2021 (view filing)Nov 302 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+273$5.48+$1.50K+0.4%61.2K after
Dec 2, 2021 (view filing)Nov 302 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+380$5.48+$2.08K0.0%1.92M after
Dec 2, 2021 (view filing)4:28 PM ETNov 30-Dec 12 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+15.2K$5.45+$82.8K+1.8%851.3K after6 lots
Dec 6, 2021 (view filing)4:14 PM ETDec 2-34 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.29+$105.7K+2.4%855.4K after6 lots
Dec 8, 2021 (view filing)4:01 PM ETDec 6-72 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+4.56K$5.06+$23.1K+0.8%602.3K after4 lots
Dec 10, 2021 (view filing)4:03 PM ETDec 8-92 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.0K$5.24+$52.5K+1.7%603.6K after4 lots
Dec 15, 2021 (view filing)4:02 PM ETDec 13-142 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.48+$109.5K+2.4%862.6K after6 lots
Dec 17, 2021 (view filing)Dec 161 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+377$5.52+$2.08K0.0%1.92M after
Dec 17, 2021 (view filing)Dec 161 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+271$5.52+$1.50K+0.3%88.3K after
Dec 17, 2021 (view filing)4:02 PM ETDec 152 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+300$5.44+$1.63K0.0%4.74M after
Dec 21, 2021 (view filing)4:20 PM ETDec 17-204 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.49+$109.7K+2.4%866.7K after6 lots
Dec 23, 2021 (view filing)4:08 PM ETDec 21-222 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+10.2K$5.50+$56.3K+1.2%868.8K after4 lots
Dec 28, 2021 (view filing)4:01 PM ETDec 23-275 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+19.1K$5.50+$105.0K+2.2%872.7K after6 lots
Dec 30, 2021 (view filing)4:02 PM ETDec 28-292 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+20.0K$5.50+$109.9K+2.3%876.8K after6 lots
Jan 3, 2022 (view filing)Dec 30, 20214 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+377$5.52+$2.08K0.0%1.92M after
Jan 3, 2022 (view filing)Dec 30, 20214 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+271$5.52+$1.50K+0.3%88.6K after
Jan 3, 2022 (view filing)4:03 PM ETDec 30-31, 20214 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+1.77K$5.45+$9.64K0.0%4.79M after2 lots
Jan 19, 2022 (view filing)Jan 145 daysHansen Kent ACFO & EVPPPurchase+276$5.42+$1.50K+0.3%88.9K after