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KWY

KINGSWAY (KWY) stock: insider trades, news & valuation

Financials · Net selling
Close · Oct 9, 2026 $9.40 -0.9% on the day -37.5% over 12 months 52-week range $8.61 – $16.13

Share price and insider trades

KWY closeInsider buyInsider sale
810121518NovDecJan 2026FebMarAprMayJunJulAugSepOctBought $2,500 on 2026-04-15 · John Taylor Maloney FitzgeraldBought $4,048 on 2026-02-27 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,055 on 2026-08-31 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,055 on 2026-06-30 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,055 on 2025-10-30 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,056 on 2026-09-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,057 on 2026-03-30 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,058 on 2026-05-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,059 on 2026-07-30 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,059 on 2026-02-17 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,060 on 2025-10-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,060 on 2025-12-31 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,064 on 2025-12-16 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,064 on 2025-11-17 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,065 on 2025-11-28 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,066 on 2026-02-02 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,066 on 2026-04-30 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,066 on 2026-08-17 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,068 on 2026-06-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,070 on 2026-03-13 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,070 on 2026-07-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $4,076 on 2026-01-15 · John Taylor Maloney Fitzgerald, Kent A HansenBought $6,965 on 2026-05-28 · Joshua HorowitzBought $7,605 on 2026-08-20 · Joshua HorowitzBought $11,993 on 2026-09-30 · John Taylor Maloney Fitzgerald, Joshua Horowitz, Kent A HansenBought $12,675 on 2026-08-18 · Joshua HorowitzBought $25,214 on 2026-09-28 · Joshua HorowitzBought $41,730 on 2026-05-29 · John Taylor Maloney Fitzgerald, Joshua Horowitz, Kent A HansenSold $50,700 on 2026-05-21 · John Taylor Maloney FitzgeraldSold $51,500 on 2026-05-19 · John Taylor Maloney FitzgeraldSold $52,150 on 2026-05-20 · John Taylor Maloney FitzgeraldBought $69,215 on 2026-08-19 · Joshua HorowitzSold $102,525 on 2025-12-29 · Kent A HansenSold $133,491 on 2025-12-16 · Associates, L.p. StilwellSold $246,131 on 2025-12-22 · Stilwell Value LlcSold $256,000 on 2025-12-09 · Stilwell Activist Fund, L.P.Sold $399,600 on 2025-12-23 · John Taylor Maloney FitzgeraldSold $438,643 on 2025-12-15 · Associates, L.p. StilwellSold $448,700 on 2025-12-08 · Stilwell Activist Fund, L.P.Sold $864,000 on 2025-12-11 · Stilwell Activist Fund, L.P.Sold $1,000,000 on 2026-08-13 · Joseph Stilwell
Bought, 12 months$145K
Sold, 12 months$4.0M
Insiders buying1
Insiders selling6

KINGSWAY insider trading at a glance (Oct 9, 2026): in the past 12 months, 1 insider bought $145K and 6 sold $4.0M of KWY stock on the open market.

KWY insider buying and selling by quarter

Open-market purchases (green, above the line) and sales (red, below), by trade date.

Q3 2025: $4K bought (2 trades)$4KQ3 2025Q4 2025: $24K bought (12 trades)$24KQ4 2025: $2.9M sold (8 trades)Q4 2025Q1 2026: $24K bought (12 trades)$24KQ1 2026Q2 2026: $67K bought (13 trades)$67KQ2 2026: $154K sold (3 trades)Q2 2026Q3 2026: $147K bought (17 trades)$147KQ3 2026: $1.0M sold (3 trades)Q3 2026Q4 2026
QuarterBoughtPurchasesSoldSales
Q4 2026—0—0
Q3 2026$147K17$1.0M3
Q2 2026$67K13$154K3
Q1 2026$24K12—0
Q4 2025$24K12$2.9M8
Q3 2025$4K2—0

Valuation, profit and volume

P/E (trailing)n/aSector median 12.2
Market value$272MAsset Management
Profit margin-4.6%Revenue growth +33.2%
Volume vs. 50-day0.8×Last 5 sessions
Insiders' paper profit−$23KOn all tracked purchases -8.8%

Summary

Over the past 12 months, 1 KINGSWAY Corp insider reported open-market purchases totaling $145K, while 6 insiders reported sales totaling $4.0M. Among insiders with enough purchase history to measure, Joshua Horowitz (Director) has the highest Insider Score at 40. 0 of 14 recorded sales were made under pre-scheduled Rule 10b5-1 trading plans, which are usually less informative than discretionary sales.

KWY stock news and SEC filings

Recent 8-K filings and headlines. Tone is scored from the headline wording; “Policy” marks regulatory, trade or government topics.

Insider transactions

Open-market purchases and sales.

Filed Insider Type Shares Price Value Since Score
Sep 30SEC Joshua HorowitzDirector Buy 2,717383,820 held (+1%) $9.28 $25K +1.3% 40
Sep 30SEC Joshua HorowitzDirector Buy 858384,678 held (+0%) $9.23 $8K +1.8% 40
Sep 30SEC John Taylor Maloney FitzgeraldCEO, President Buy 2691,427,430 held (+0%) $9.30 $3K +1.1% —
Sep 30SEC Kent A HansenCFO Buy 169136,672 held (+0%) $9.30 $2K +1.1% —
Sep 16SEC John Taylor Maloney FitzgeraldCEO, President Buy 2541,427,161 held (+0%) $9.82 $2K -4.3% —
Sep 16SEC Kent A HansenCFO Buy 159136,503 held (+0%) $9.82 $2K -4.3% —
Sep 1SEC John Taylor Maloney FitzgeraldCEO, President Buy 2391,426,907 held (+0%) $10.45 $2K -10.0% —
Sep 1SEC Kent A HansenCFO Buy 149136,344 held (+0%) $10.45 $2K -10.0% —
Aug 20SEC Joshua HorowitzDirector Buy 7,034380,334 held (+2%) $9.84 $69K -4.5% 40
Aug 20SEC Joshua HorowitzDirector Buy 1,300373,300 held (+0%) $9.75 $13K -3.6% 40
Aug 20SEC Joshua HorowitzDirector Buy 769381,103 held (+0%) $9.89 $8K -5.0% 40
Aug 18SEC John Taylor Maloney FitzgeraldCEO, President Buy 2541,426,668 held (+0%) $9.87 $3K -4.8% —
Aug 18SEC Kent A HansenCFO Buy 158136,195 held (+0%) $9.87 $2K -4.8% —
Aug 17SEC Joseph StilwellDirector Sell 40,850330,718 held (−11%) $10.00 $408K -6.0% —
Aug 17SEC Joseph StilwellDirector Sell 32,982267,018 held (−11%) $10.00 $330K -6.0% —
Aug 17SEC Joseph StilwellDirector Sell 26,1682,228,803 held (−1%) $10.00 $262K -6.0% —
Jul 31SEC John Taylor Maloney FitzgeraldCEO, President Buy 2781,426,414 held (+0%) $8.98 $2K +4.7% —
Jul 31SEC Kent A HansenCFO Buy 174136,037 held (+0%) $8.98 $2K +4.7% —
Jul 16SEC John Taylor Maloney FitzgeraldCEO, President Buy 2561,426,136 held (+0%) $9.76 $2K -3.7% —
Jul 16SEC Kent A HansenCFO Buy 161135,863 held (+0%) $9.76 $2K -3.7% —
Jul 1SEC John Taylor Maloney FitzgeraldCEO, President Buy 2391,425,880 held (+0%) $10.45 $2K -10.0% —
Jul 1SEC Kent A HansenCFO Buy 149135,702 held (+0%) $10.45 $2K -10.0% —
Jun 15SEC John Taylor Maloney FitzgeraldCEO, President Buy 2401,455,874 held (+0%) $10.43 $3K -9.9% —
Jun 15SEC Kent A HansenCFO Buy 150135,553 held (+0%) $10.43 $2K -9.9% —
Jun 1SEC Joshua HorowitzDirector Buy 3,800372,000 held (+1%) $9.91 $38K -5.1% 40
Jun 1SEC Joshua HorowitzDirector Buy 700368,200 held (+0%) $9.95 $7K -5.5% 40
Jun 1SEC John Taylor Maloney FitzgeraldCEO, President Buy 2501,455,634 held (+0%) $10.03 $3K -6.3% —
Jun 1SEC Kent A HansenCFO Buy 156135,403 held (+0%) $10.03 $2K -6.3% —
May 22SEC John Taylor Maloney FitzgeraldCEO, President Sell 5,00029,100 held (−15%) $10.14 $51K -7.3% —
May 21SEC John Taylor Maloney FitzgeraldCEO, President Sell 5,00029,100 held (−15%) $10.43 $52K -9.9% —
May 21SEC John Taylor Maloney FitzgeraldCEO, President Sell 5,00029,100 held (−15%) $10.30 $52K -8.7% —
May 19SEC John Taylor Maloney FitzgeraldCEO, President Buy 2301,461,641 held (+0%) $10.85 $2K -13.4% —
May 19SEC Kent A HansenCFO Buy 144135,247 held (+0%) $10.85 $2K -13.4% —
May 4SEC John Taylor Maloney FitzgeraldCEO, President Buy 2291,461,411 held (+0%) $10.93 $3K -14.0% —
May 4SEC Kent A HansenCFO Buy 143135,103 held (+0%) $10.93 $2K -14.0% —
Apr 15SEC John Taylor Maloney FitzgeraldCEO, President Buy 2111,461,182 held (+0%) $11.85 $3K -20.7% —
Mar 31SEC John Taylor Maloney FitzgeraldCEO, President Buy 2441,460,971 held (+0%) $10.22 $2K -8.0% —
Mar 31SEC Kent A HansenCFO Buy 153120,260 held (+0%) $10.22 $2K -8.0% —
Mar 16SEC John Taylor Maloney FitzgeraldCEO, President Buy 2341,460,727 held (+0%) $10.71 $3K -12.2% —
Mar 16SEC Kent A HansenCFO Buy 146120,107 held (+0%) $10.71 $2K -12.2% —
Mar 2SEC John Taylor Maloney FitzgeraldCEO, President Buy 2021,460,493 held (+0%) $12.34 $2K -23.8% —
Mar 2SEC Kent A HansenCFO Buy 126119,961 held (+0%) $12.34 $2K -23.8% —
Feb 18SEC John Taylor Maloney FitzgeraldCEO, President Buy 2051,460,291 held (+0%) $12.19 $2K -22.9% —
Feb 18SEC Kent A HansenCFO Buy 128119,835 held (+0%) $12.19 $2K -22.9% —
Feb 2SEC John Taylor Maloney FitzgeraldCEO, President Buy 1831,460,086 held (+0%) $13.69 $3K -31.3% —
Feb 2SEC Kent A HansenCFO Buy 114119,707 held (+0%) $13.69 $2K -31.3% —
Jan 29SEC John Taylor Maloney FitzgeraldCEO, President Buy 1851,459,903 held (+0%) $13.54 $3K -30.6% —
Jan 29SEC Kent A HansenCFO Buy 116119,593 held (+0%) $13.54 $2K -30.6% —
Jan 5SEC John Taylor Maloney FitzgeraldCEO, President Buy 1841,459,718 held (+0%) $13.58 $2K -30.8% —
Jan 5SEC Kent A HansenCFO Buy 115119,477 held (+0%) $13.58 $2K -30.8% —
Dec 31SEC Kent A HansenCFO Sell 7,500128,850 held (−6%) $13.67 $103K -31.2% —
Dec 29SEC John Taylor Maloney FitzgeraldCEO, President Sell 30,0001,459,534 held (−2%) $13.32 $400K -29.4% —
Dec 29SEC Stilwell Value Llc10% Owner Sell 19,229300,000 held (−6%) $12.80 $246K -26.6% —
Dec 18SEC John Taylor Maloney FitzgeraldCEO, President Buy 1951,489,534 held (+0%) $12.82 $2K -26.7% —
Dec 18SEC Kent A HansenCFO Buy 122136,472 held (+0%) $12.82 $2K -26.7% —
Dec 17SEC Associates, L.p. Stilwell10% Owner Sell 34,269545,135 held (−6%) $12.80 $439K -26.6% —
Dec 17SEC Associates, L.p. Stilwell10% Owner Sell 10,429534,706 held (−2%) $12.80 $133K -26.6% —
Dec 15SEC Stilwell Activist Fund, L.P.10% Owner Sell 67,500579,404 held (−10%) $12.80 $864K -26.6% —
Dec 10SEC Stilwell Activist Fund, L.P.10% Owner Sell 35,000666,904 held (−5%) $12.82 $449K -26.7% —
Dec 10SEC Stilwell Activist Fund, L.P.10% Owner Sell 20,000646,904 held (−3%) $12.80 $256K -26.6% —
Dec 2SEC John Taylor Maloney FitzgeraldCEO, President Buy 1921,489,339 held (+0%) $13.03 $3K -27.9% —
Dec 2SEC Kent A HansenCFO Buy 120136,350 held (+0%) $13.03 $2K -27.9% —
Nov 19SEC John Taylor Maloney FitzgeraldCEO, President Buy 1971,489,147 held (+0%) $12.70 $3K -26.0% —
Nov 19SEC Kent A HansenCFO Buy 123136,230 held (+0%) $12.70 $2K -26.0% —
Nov 3SEC John Taylor Maloney FitzgeraldCEO, President Buy 1771,488,950 held (+0%) $14.08 $2K -33.2% —
Nov 3SEC Kent A HansenCFO Buy 111136,107 held (+0%) $14.08 $2K -33.2% —
Oct 17SEC John Taylor Maloney FitzgeraldCEO, President Buy 1571,488,773 held (+0%) $15.92 $2K -41.0% —
Oct 17SEC Kent A HansenCFO Buy 98135,996 held (+0%) $15.92 $2K -41.0% —
Oct 2SEC John Taylor Maloney FitzgeraldCEO, President Buy 1711,488,616 held (+0%) $14.63 $3K -35.7% —
Oct 2SEC Kent A HansenCFO Buy 107135,898 held (+0%) $14.63 $2K -35.7% —

Insiders at KINGSWAY Corp

InsiderBoughtSoldLast filingScore
Stilwell Activist Fund, L.P.10% Owner — $1.6M Dec 15, 2025 —
Joseph StilwellDirector — $1.0M Aug 17, 2026 —
John Taylor Maloney FitzgeraldCEO, President $62K $554K Sep 30, 2026 —
Associates, L.p. Stilwell10% Owner — $572K Dec 17, 2025 —
Joshua HorowitzDirector $167K — Sep 30, 2026 40
Stilwell Value Llc10% Owner — $246K Dec 29, 2025 —
Kent A HansenCFO $38K $103K Sep 30, 2026 —

Insider activity at other Financials companies

Same sector, ranked by insider buying in the last 90 days.

  • JEFJefferies Financial Group Inc.$643M bought
  • CRBGCorebridge Financial, Inc.$185M bought
  • BBDBANK BRADESCO$99.3M bought
  • BPREBluerock Private Real Estate Fund$23.7M bought
  • CCDCalamos Dynamic Convertible & Income Fund$22.0M bought
  • GSHDGoosehead Insurance, Inc.$18.5M bought

KWY stock: common questions

Are KINGSWAY Corp insiders buying KWY stock?

In the past 12 months, 1 insiders reported open-market purchases of KWY worth $145K. The latest was Director Joshua Horowitz bought $25K of KWY at $9.28.

Are KINGSWAY Corp insiders selling KWY stock?

6 insiders reported sales worth $4.0M over the same period.

Where does this data come from?

Every transaction comes from Form 4 filings that insiders must submit to the SEC within two business days of a trade. We pull them from SEC EDGAR every night.

What is KWY's 52-week range?

Over the past year KWY has traded between $8.61 and $16.13. It last closed at $9.40 on Oct 9, 2026.