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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
Sep 16, 2026 (view filing)6:12 PM ETSep 151 dayHansen Kent ACFO & EVPPPurchase+159$9.82+$1.56K+0.1%136.5K after
Sep 16, 2026 (view filing)6:10 PM ETSep 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+254$9.82+$2.49K0.0%1.43M after
Sep 1, 2026 (view filing)5:03 PM ETAug 311 dayHansen Kent ACFO & EVPPPurchase+149$10.45+$1.56K+0.1%136.3K after
Sep 1, 2026 (view filing)5:02 PM ETAug 311 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+239$10.45+$2.50K0.0%1.43M after
Aug 20, 2026 (view filing)6:37 PM ETAug 18-202 daysHorowitz JoshuaDirectorPPurchase+9.10K$9.83+$89.5K+2.4%381.1K after3 lots
Aug 18, 2026 (view filing)5:28 PM ETAug 171 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+254$9.87+$2.51K0.0%1.43M after
Aug 18, 2026 (view filing)5:25 PM ETAug 171 dayHansen Kent ACFO & EVPPPurchase+158$9.87+$1.56K+0.1%136.2K after
Aug 17, 2026 (view filing)4:19 PM ETAug 134 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−100.0K$10.00−$1.00M−23.2%330.7K after3 lots
Jul 31, 2026 (view filing)4:26 PM ETJul 301 dayHansen Kent ACFO & EVPPPurchase+174$8.98+$1.56K+0.1%136.0K after
Jul 31, 2026 (view filing)4:22 PM ETJul 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+278$8.98+$2.50K0.0%1.43M after
Jul 16, 2026 (view filing)4:44 PM ETJul 151 dayHansen Kent ACFO & EVPPPurchase+161$9.76+$1.57K+0.1%135.9K after
Jul 16, 2026 (view filing)4:43 PM ETJul 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+256$9.76+$2.50K0.0%1.43M after
Jul 1, 2026 (view filing)4:37 PM ETJun 301 dayHansen Kent ACFO & EVPPPurchase+149$10.45+$1.56K+0.1%135.7K after
Jul 1, 2026 (view filing)4:35 PM ETJun 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+239$10.45+$2.50K0.0%1.43M after
Jun 15, 2026 (view filing)Jun 15Same dayHansen Kent ACFO & EVPPPurchase+150$10.43+$1.56K+0.1%135.6K after
Jun 15, 2026 (view filing)Jun 15Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+240$10.43+$2.50K0.0%1.46M after
Jun 1, 2026 (view filing)May 28-294 daysHorowitz JoshuaDirectorPPurchase+4.50K$9.92+$44.6K+1.2%372.0K after2 lots
Jun 1, 2026 (view filing)May 293 daysHansen Kent ACFO & EVPPPurchase+156$10.03+$1.56K+0.1%135.4K after
Jun 1, 2026 (view filing)May 293 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+250$10.03+$2.51K0.0%1.46M after
May 22, 2026 (view filing)May 211 dayFitzgerald John Taylor MaloneyPresident and CEOSSale−5.00K$10.14−$50.7K−14.7%29.1K after
May 21, 2026 (view filing)May 19-202 daysFitzgerald John Taylor MaloneyPresident and CEOSSale−10.0K$10.37−$103.7K−25.6%29.1K after2 lots
May 19, 2026 (view filing)May 154 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+230$10.85+$2.50K0.0%1.46M after
May 19, 2026 (view filing)May 154 daysHansen Kent ACFO & EVPPPurchase+144$10.85+$1.56K+0.1%135.2K after
May 4, 2026 (view filing)Apr 304 daysHansen Kent ACFO & EVPPPurchase+143$10.93+$1.56K+0.1%135.1K after
May 4, 2026 (view filing)Apr 304 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+229$10.93+$2.50K0.0%1.46M after
Apr 15, 2026 (view filing)Apr 15Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+211$11.85+$2.50K0.0%1.46M after
Mar 31, 2026 (view filing)Mar 301 dayHansen Kent ACFO & EVPPPurchase+153$10.22+$1.56K+0.1%120.3K after
Mar 31, 2026 (view filing)Mar 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+244$10.22+$2.49K0.0%1.46M after
Mar 16, 2026 (view filing)Mar 133 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+234$10.71+$2.51K0.0%1.46M after
Mar 16, 2026 (view filing)Mar 133 daysHansen Kent ACFO & EVPPPurchase+146$10.71+$1.56K+0.1%120.1K after
Mar 2, 2026 (view filing)Feb 273 daysHansen Kent ACFO & EVPPPurchase+126$12.34+$1.55K+0.1%120.0K after
Mar 2, 2026 (view filing)Feb 273 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+202$12.34+$2.49K0.0%1.46M after
Feb 18, 2026 (view filing)Feb 171 dayHansen Kent ACFO & EVPPPurchase+128$12.19+$1.56K+0.1%119.8K after
Feb 18, 2026 (view filing)Feb 171 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+205$12.19+$2.50K0.0%1.46M after
Feb 2, 2026 (view filing)Feb 2Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+183$13.69+$2.51K0.0%1.46M after
Feb 2, 2026 (view filing)Feb 2Same dayHansen Kent ACFO & EVPPPurchase+114$13.69+$1.56K+0.1%119.7K after
Jan 29, 2026 (view filing)Jan 1514 daysLateFitzgerald John Taylor MaloneyPresident and CEOPPurchase+185$13.54+$2.50K0.0%1.46M after
Jan 29, 2026 (view filing)Jan 1514 daysLateHansen Kent ACFO & EVPPPurchase+116$13.54+$1.57K+0.1%119.6K after
Jan 5, 2026 (view filing)Dec 31, 20255 daysHansen Kent ACFO & EVPPPurchase+115$13.58+$1.56K+0.1%119.5K after
Jan 5, 2026 (view filing)Dec 31, 20255 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+184$13.58+$2.50K0.0%1.46M after
Dec 31, 2025 (view filing)Dec 292 daysHansen Kent ACFO & EVPSSale−7.50K$13.67−$102.5K−5.5%128.8K after
Dec 29, 2025 (view filing)4:01 PM ETDec 227 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−19.2K$12.80−$246.1K−6.0%300.0K after
Dec 29, 2025 (view filing)Dec 236 daysFitzgerald John Taylor MaloneyPresident and CEOSSale−30.0K$13.32−$399.6K−2.0%1.46M after
Dec 18, 2025 (view filing)Dec 162 daysHansen Kent ACFO & EVPPPurchase+122$12.82+$1.56K+0.1%136.5K after
Dec 18, 2025 (view filing)Dec 162 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+195$12.82+$2.50K0.0%1.49M after
Dec 17, 2025 (view filing)4:30 PM ETDec 15-162 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−44.7K$12.80−$572.2K−7.7%534.7K after2 lots
Dec 15, 2025 (view filing)6:30 PM ETDec 114 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−67.5K$12.80−$864.0K−10.4%579.4K after
Dec 10, 2025 (view filing)6:13 PM ETDec 8-92 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−55.0K$12.81−$704.7K−7.8%646.9K after2 lots
Dec 2, 2025 (view filing)Nov 284 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+192$13.03+$2.50K0.0%1.49M after
Dec 2, 2025 (view filing)Nov 284 daysHansen Kent ACFO & EVPPPurchase+120$13.03+$1.56K+0.1%136.3K after