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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
Nov 19, 2025 (view filing)Nov 172 daysHansen Kent ACFO & EVPPPurchase+123$12.70+$1.56K+0.1%136.2K after
Nov 19, 2025 (view filing)Nov 172 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+197$12.70+$2.50K0.0%1.49M after
Nov 3, 2025 (view filing)Oct 304 daysHansen Kent ACFO & EVPPPurchase+111$14.08+$1.56K+0.1%136.1K after
Nov 3, 2025 (view filing)Oct 304 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+177$14.08+$2.49K0.0%1.49M after
Oct 17, 2025 (view filing)Oct 152 daysHansen Kent ACFO & EVPPPurchase+98$15.92+$1.56K+0.1%136.0K after
Oct 17, 2025 (view filing)Oct 152 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+157$15.92+$2.50K0.0%1.49M after
Oct 2, 2025 (view filing)Sep 302 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+171$14.63+$2.50K0.0%1.49M after
Oct 2, 2025 (view filing)Sep 302 daysHansen Kent ACFO & EVPPPurchase+107$14.63+$1.57K+0.1%135.9K after
Sep 18, 2025 (view filing)4:40 PM ETSep 16-172 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−68.0K$14.45−$982.6K−10.3%590.4K after6 lots
Sep 16, 2025 (view filing)Sep 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+174$14.36+$2.50K0.0%1.53M after
Sep 16, 2025 (view filing)Sep 151 dayHansen Kent ACFO & EVPPPurchase+109$14.36+$1.57K+0.1%135.8K after
Sep 10, 2025 (view filing)6:36 PM ETSep 82 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−25.0K$14.41−$360.3K−3.9%610.7K after3 lots
Sep 2, 2025 (view filing)Aug 294 daysHansen Kent ACFO & EVPPPurchase+107$14.49+$1.55K+0.1%135.7K after
Sep 2, 2025 (view filing)Aug 294 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+173$14.49+$2.51K0.0%1.53M after
Aug 26, 2025 (view filing)5:38 PM ETAug 224 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−75.0K$14.18−$1.06M−10.8%618.2K after3 lots
Aug 20, 2025 (view filing)7:20 PM ETAug 182 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−71.4K$14.04−$1.00M−10.0%640.7K after6 lots
Aug 18, 2025 (view filing)Aug 18Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+176$14.16+$2.49K0.0%1.53M after
Aug 18, 2025 (view filing)Aug 18Same dayHansen Kent ACFO & EVPPPurchase+111$14.16+$1.57K+0.1%135.6K after
Jul 31, 2025 (view filing)Jul 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+174$14.42+$2.51K0.0%1.53M after
Jul 31, 2025 (view filing)Jul 301 dayHansen Kent ACFO & EVPPPurchase+108$14.42+$1.56K+0.1%135.5K after
Jul 16, 2025 (view filing)Jul 151 dayHansen Kent ACFO & EVPPPurchase+108$14.49+$1.56K+0.1%135.4K after
Jul 16, 2025 (view filing)Jul 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+172$14.49+$2.49K0.0%1.53M after
Jul 1, 2025 (view filing)5:52 PM ETJun 27-304 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−161.2K$14.01−$2.26M−19.6%662.3K after6 lots
Jul 1, 2025 (view filing)Jul 1Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+179$14.02+$2.51K0.0%1.53M after
Jul 1, 2025 (view filing)Jul 1Same dayHansen Kent ACFO & EVPPPurchase+111$14.02+$1.56K+0.1%135.2K after
Jun 16, 2025 (view filing)Jun 133 daysHansen Kent ACFO & EVPPPurchase+114$13.77+$1.57K+0.1%135.1K after
Jun 16, 2025 (view filing)Jun 133 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+181$13.77+$2.49K0.0%1.53M after
Jun 2, 2025 (view filing)May 303 daysHansen Kent ACFO & EVPPPurchase+24$12.82+$307.680.0%135.0K after
Jun 2, 2025 (view filing)May 303 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+195$12.82+$2.50K0.0%1.53M after
May 19, 2025 (view filing)May 154 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+247$10.12+$2.50K0.0%1.53M after
May 19, 2025 (view filing)May 154 daysHansen Kent ACFO & EVPPPurchase+31$10.12+$313.720.0%135.0K after
May 1, 2025 (view filing)Apr 301 dayHansen Kent ACFO & EVPPPurchase+36$8.71+$313.560.0%135.0K after
May 1, 2025 (view filing)Apr 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+287$8.71+$2.50K0.0%1.53M after
Apr 16, 2025 (view filing)Apr 151 dayHansen Kent ACFO & EVPPPurchase+39$8.02+$312.780.0%134.9K after
Mar 31, 2025 (view filing)Mar 283 daysHansen Kent ACFO & EVPPPurchase+38$8.20+$311.60.0%134.9K after
Mar 31, 2025 (view filing)Mar 283 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+305$8.20+$2.50K0.0%1.53M after
Mar 27, 2025 (view filing)7:15 PM ETMar 261 dayStilwell Joseph and 5 othersDirector, 10% OwnerSSale−1.00M$8.00−$8.00M−58.8%701.9K after4 lots
Mar 17, 2025 (view filing)Mar 143 daysHansen Kent ACFO & EVPPPurchase+42$7.35+$308.70.0%134.9K after
Mar 17, 2025 (view filing)Mar 143 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+340$7.35+$2.50K0.0%1.53M after
Mar 4, 2025 (view filing)Mar 31 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+315$7.95+$2.50K0.0%1.53M after
Mar 4, 2025 (view filing)Mar 31 dayHansen Kent ACFO & EVPPPurchase+40$7.95+$3180.0%134.8K after
Feb 18, 2025 (view filing)Feb 144 daysHansen Kent ACFO & EVPPPurchase+39$8.03+$313.170.0%134.8K after
Feb 18, 2025 (view filing)Feb 144 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+311$8.03+$2.50K0.0%1.53M after
Jan 31, 2025 (view filing)Jan 301 dayHansen Kent ACFO & EVPPPurchase+37$8.33+$308.210.0%134.7K after
Jan 31, 2025 (view filing)Jan 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+300$8.33+$2.50K0.0%1.53M after
Jan 17, 2025 (view filing)Jan 161 dayHansen Kent ACFO & EVPPPurchase+38$8.30+$315.40.0%134.7K after
Jan 17, 2025 (view filing)Jan 161 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchase+301$8.30+$2.50K0.0%1.53M after
Jan 2, 2025 (view filing)Dec 31, 20242 daysHansen Kent ACFO & EVPPPurchase+37$8.47+$313.390.0%134.7K after
Jan 2, 2025 (view filing)Dec 31, 20242 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchase+297$8.47+$2.52K0.0%1.53M after
Dec 20, 2024 (view filing)3:21 PM ETDec 18-192 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−590.0K$8.43−$4.97M−51.0%567.6K after4 lots