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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
Jun 24, 2022 (view filing)Jun 22-232 daysOakmont Capital Inc10% OwnerPPurchaseCommoon Stock+44.4K$5.31+$235.4K+1.8%2.51M after2 lots
Jun 27, 2022 (view filing)4:01 PM ETJun 234 daysStilwell Joseph and 5 othersDirector, 10% OwnerPPurchase+500$5.34+$2.67K0.0%5.05M after
Jun 28, 2022 (view filing)Jun 24-274 daysHannon Gregory PaulDirectorPPurchaseCommoon Stock+10.3K$5.37+$55.4K+0.4%2.57M after2 lots
Jun 28, 2022 (view filing)Jun 24-274 daysKavanagh Terence MichaelDirectorPPurchaseCommoon Stock+10.3K$5.37+$55.4K+0.4%2.56M after2 lots
Jun 28, 2022 (view filing)Jun 24-274 daysOakmont Capital Inc10% OwnerPPurchaseCommoon Stock+10.3K$5.37+$55.4K+0.4%2.52M after2 lots
Jul 1, 2022 (view filing)Jun 29-302 daysKavanagh Terence MichaelDirectorPPurchaseCommoon Stock+54.0K$5.67+$306.1K+2.1%2.61M after2 lots
Jul 1, 2022 (view filing)Jun 29-302 daysHannon Gregory PaulDirectorPPurchaseCommoon Stock+54.0K$5.67+$306.1K+2.1%2.62M after2 lots
Jul 1, 2022 (view filing)Jun 29-302 daysOakmont Capital Inc10% OwnerPPurchaseCommoon Stock+54.0K$5.67+$306.1K+2.1%2.58M after2 lots
Jul 1, 2022 (view filing)Jul 1Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+363$5.73+$2.08K0.0%1.92M after
Jul 1, 2022 (view filing)Jul 1Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+261$5.73+$1.50K+0.3%91.9K after
Jul 18, 2022 (view filing)Jul 18Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+343$6.07+$2.08K0.0%1.92M after
Jul 18, 2022 (view filing)Jul 18Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+246$6.07+$1.49K+0.3%92.2K after
Aug 4, 2022 (view filing)Aug 22 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+236$6.33+$1.49K+0.3%92.4K after
Aug 4, 2022 (view filing)Aug 22 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+328$6.33+$2.08K0.0%1.92M after
Aug 16, 2022 (view filing)Aug 151 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+276$7.53+$2.08K0.0%1.92M after
Aug 16, 2022 (view filing)Aug 151 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+199$7.53+$1.50K+0.2%92.6K after
Aug 31, 2022 (view filing)Aug 301 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+293$7.11+$2.08K0.0%1.92M after
Aug 31, 2022 (view filing)Aug 301 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+210$7.11+$1.49K+0.2%92.8K after
Sep 19, 2022 (view filing)Sep 154 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+302$6.90+$2.08K0.0%1.88M after
Sep 19, 2022 (view filing)Sep 154 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+217$6.90+$1.50K+0.2%93.0K after
Oct 4, 2022 (view filing)Oct 31 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+211$7.11+$1.50K+0.2%93.2K after
Oct 4, 2022 (view filing)Oct 31 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+293$7.11+$2.08K0.0%1.88M after
Oct 14, 2022 (view filing)Oct 14Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+250$5.98+$1.50K+0.3%93.5K after
Oct 14, 2022 (view filing)Oct 14Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+348$5.98+$2.08K0.0%1.88M after
Nov 1, 2022 (view filing)Oct 311 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+216$6.94+$1.50K+0.2%93.7K after
Nov 1, 2022 (view filing)Oct 311 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+300$6.94+$2.08K0.0%1.88M after
Nov 16, 2022 (view filing)Nov 16Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+290$7.18+$2.08K0.0%1.88M after
Nov 16, 2022 (view filing)Nov 16Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+208$7.18+$1.49K+0.2%93.9K after
Nov 30, 2022 (view filing)Nov 30Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+284$7.31+$2.08K0.0%1.88M after
Nov 30, 2022 (view filing)Nov 30Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+205$7.31+$1.50K+0.2%94.1K after
Dec 6, 2022 (view filing)Dec 2-64 daysFrischer Charles LDirectorPPurchaseCommoon Stock+7.00K$7.22+$50.5K+0.4%1.57M after2 lots
Dec 8, 2022 (view filing)Dec 71 dayFrischer Charles LDirectorPPurchaseCommoon Stock+11.7K$7.13+$83.6K+0.7%1.58M after
Dec 9, 2022 (view filing)Dec 81 dayFrischer Charles LDirectorPPurchaseCommoon Stock+3.46K$7.13+$24.6K+0.2%1.58M after
Dec 16, 2022 (view filing)Dec 16Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+285$7.30+$2.08K0.0%1.88M after
Dec 16, 2022 (view filing)Dec 16Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+205$7.30+$1.50K+0.2%105.7K after
Jan 3, 2023 (view filing)4:54 PM ETDec 29-30, 20225 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−6.65K$8.02−$53.3K−0.7%953.9K after2 lots
Jan 3, 2023 (view filing)4:54 PM ETDec 29, 20225 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−708.3K$0.00$0–0 afterDerivative
Jan 4, 2023 (view filing)Jan 31 dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+258$8.06+$2.08K0.0%1.88M after
Jan 4, 2023 (view filing)Jan 31 dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+186$8.06+$1.50K+0.2%105.9K after
Jan 17, 2023 (view filing)Jan 17Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+252$8.25+$2.08K0.0%1.88M after
Jan 17, 2023 (view filing)Jan 17Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+181$8.25+$1.49K+0.2%106.1K after
Jan 30, 2023 (view filing)Jan 30Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+186$8.06+$1.50K+0.2%106.3K after
Jan 30, 2023 (view filing)Jan 30Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+258$8.06+$2.08K0.0%1.88M after
Feb 15, 2023 (view filing)Feb 15Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+168$8.88+$1.49K+0.2%106.5K after
Feb 15, 2023 (view filing)Feb 15Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+234$8.88+$2.08K0.0%1.88M after
Mar 1, 2023 (view filing)Mar 1Same dayFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+216$9.61+$2.08K0.0%1.88M after
Mar 1, 2023 (view filing)Mar 1Same dayHansen Kent ACFO & EVPPPurchaseCommoon Stock+156$9.61+$1.50K+0.1%106.6K after
Mar 15, 2023 (view filing)4:01 PM ETMar 13-142 daysStilwell Joseph and 5 othersDirector, 10% OwnerSSale−160.7K$9.01−$1.45M−14.9%919.7K after8 lots
Mar 20, 2023 (view filing)Mar 164 daysHansen Kent ACFO & EVPPPurchaseCommoon Stock+184$8.98+$1.65K+0.2%106.8K after
Mar 20, 2023 (view filing)Mar 164 daysFitzgerald John Taylor MaloneyPresident and CEOPPurchaseCommoon Stock+249$8.98+$2.24K0.0%1.88M after