KWYNYSEFire, Marine & Casualty InsuranceFiscal year ends December 31
KINGSWAY Corp
Financials through Q2 FY2026, quarter ended Jun 30, 2026Last filing: 10-Q on Aug 6, 2026
$9.64+0.05 (+0.52%)
Close on Oct 19, 2026
- Market cap
- $275.87M
- P/E (TTM)
- –
- Dividend yield
- –
Ownership
Institutional holdings as of Jun 30, 2026, from 13F filings
Held by institutions
41.8%
12M of 29M shares
Institutional holders
73
10 new, 10 sold out
Net institutional buying
-0M
In Q2 2026
Insider trades, 12 months
52 buys · 14 sales
Net sold $3.78M
Shares held by institutions
Holders of more than 5%
Latest Schedule 13D (active) or 13G (passive) filed by each holder
| Holder | Shares | % of class | Filing | As of |
|---|---|---|---|---|
| Stilwell Activist Investments, L.P. | 6,863,027 | 24.90% | 13D (active) amendment | Dec 18, 2024 |
| Stilwell Value LLC | 5,968,290 | 21.60% | 13D (active) amendment | Mar 26, 2025 |
| Stilwell Associates L P | 5,968,290 | 21.60% | 13D (active) amendment | Mar 31, 2025 |
| Stilwell Joseph | 5,788,271 | 19.90% | 13D (active) amendment | Aug 7, 2025 |
| Stilwell Activist Fund, L.P. | 3,703,073 | 12.70% | 13D (active) amendment | Dec 17, 2025 |
| Adam J. Patinkin | 3,015,421 | 10.30% | 13D (active) amendment | May 18, 2026 |
| 1272562 Ontario Inc. | 2,886,119 | 10.36% | 13D (active) amendment | Mar 31, 2025 |
| David Capital Partners, LLC | 2,547,000 | 9.20% | 13D (active) | Mar 26, 2025 |
| E.J.K. Holdings Inc. | 2,386,119 | 8.24% | 13D (active) amendment | Dec 17, 2025 |
| Greenhaven Road Investment Management, L.P. | 1,970,536 | 6.80% | 13G (passive) | Oct 30, 2025 |
| Charles Frischer | 1,863,324 | 6.80% | 13D (active) amendment | Apr 11, 2025 |
Top institutional holders
13F holdings as of Jun 30, 2026
| Holder | Shares | % of KWY | Value | Change | % of portfolio |
|---|---|---|---|---|---|
| Stilwell Value LLC | 3,363,450 | 11.63% | $35.05M | – | 20.10% |
| Greenhaven Road Investment Management, L.P. | 1,696,149 | 5.86% | $17.67M | −155,627 | 11.47% |
| Capricorn Fund Managers Ltd | 1,410,526 | 4.88% | $14.70M | −374,367 | 1.16% |
| BlackRock, Inc. | 1,262,514 | 4.36% | $13.16M | +121,926 | 0.00% |
| Vanguard Capital Management LLC | 856,359 | 2.96% | $8.92M | +122,000 | 0.00% |
| Geode Capital Management, LLC | 515,740 | 1.78% | $5.38M | +37,425 | 0.00% |
| Belpointe Asset Management LLC | 358,511 | 1.24% | $3.74M | −2,000 | 0.12% |
| Renaissance Technologies LLC | 302,815 | 1.05% | $3.16M | −16,855 | 0.00% |
| State Street Corp | 297,996 | 1.03% | $3.11M | −5,812 | 0.00% |
| Bard Associates Inc | 279,274 | 0.97% | $2.91M | +1,416 | 0.65% |
| Goldman Sachs Group Inc | 183,860 | 0.64% | $1.92M | +59,093 | 0.00% |
| Northern Trust Corp | 170,484 | 0.59% | $1.78M | +2,949 | 0.00% |
| Vanguard Portfolio Management LLC | 149,208 | 0.52% | $1.55M | +24,443 | 0.00% |
| Vanguard Fiduciary Trust Co | 148,164 | 0.51% | $1.54M | +9,038 | 0.00% |
| Annandale Capital, LLC | 128,200 | 0.44% | $1.34K | – | 0.18% |
| Citadel Advisors LLC | 114,832 | 0.40% | $1.20M | +56,026 | 0.00% |
| United Capital Financial Advisers, LLC | 82,832 | 0.29% | $863.11K | New | 0.00% |
| Squarepoint Ops LLC | 75,937 | 0.26% | $791.26K | +2,174 | 0.00% |
| Steward Partners Investment Advisory, LLC | 72,517 | 0.25% | $755.63K | +4,364 | 0.00% |
| Charles Schwab Investment Management Inc | 70,285 | 0.24% | $732.37K | +17,364 | 0.00% |
Institutional buying and selling by quarter
Positions opened, added to, reduced and closed by 13F filers
| Quarter | Holders | Shares held | % of shares | New / added | Reduced / closed | Shares bought | Shares sold |
|---|---|---|---|---|---|---|---|
| Q2 2026 | 73 | 12M | 41.8% | 10 / 30 | 20 / 10 | 1M | 1M |
| Q1 2026 | 75 | 12M | 42.3% | 14 / 22 | 22 / 12 | 3M | 2M |
| Q4 2025 | 74 | 12M | 42.3% | 8 / 26 | 23 / 4 | 1M | 2M |
| Q3 2025 | 70 | 14M | 47.5% | 10 / 30 | 14 / 5 | 1M | 0M |
| Q2 2025 | 65 | 13M | 45.6% | 13 / 29 | 14 / 12 | 1M | 2M |
| Q1 2025 | 64 | 14M | 48.1% | 9 / 18 | 22 / 3 | 2M | 1M |
| Q4 2024 | 59 | 13M | 44.1% | 10 / 21 | 14 / 6 | 2M | 1M |
| Q3 2024 | 55 | 12M | 40.2% | 9 / 22 | 10 / 2 | 1M | 0M |
| Q2 2024 | 49 | 11M | 39.3% | 7 / 18 | 16 / 6 | 1M | 1M |
| Q1 2024 | 48 | 12M | 42.1% | 3 / 17 | 15 / 1 | 0M | 0M |
| Q4 2023 | 46 | 12M | 41.1% | 4 / 22 | 11 / 6 | 0M | 1M |
| Q3 2023 | 48 | 12M | 42.5% | 8 / 16 | 16 / 4 | 2M | 0M |
Top mutual fund and ETF holders
Latest monthly portfolio reports (Form N-PORT)
| Fund | Shares | % of KWY | Value | % of fund | As of |
|---|---|---|---|---|---|
| Vanguard Total Stock Market Index Fund | 598,327 | 2.07% | $6.23M | 0.00% | Jun 30, 2026 |
| iShares Russell 2000 ETF | 537,407 | 1.86% | $5.60M | 0.01% | Jun 30, 2026 |
| Vanguard Extended Market Index Fund | 236,523 | 0.82% | $2.46M | 0.00% | Jun 30, 2026 |
| Fidelity Small Cap Index Fund | 230,974 | 0.80% | $2.06M | 0.01% | Jul 31, 2026 |
| iShares Russell 2000 Growth ETF | 203,396 | 0.70% | $2.12M | 0.01% | Jun 30, 2026 |
| Fidelity Extended Market Index Fund | 108,645 | 0.38% | $1.09M | 0.00% | May 31, 2026 |
| Vanguard Russell 2000 Index Fund | 108,575 | 0.38% | $1.08M | 0.01% | May 31, 2026 |
| iShares Micro-Cap ETF | 72,310 | 0.25% | $753.47K | 0.05% | Jun 30, 2026 |
| Schwab Small-Cap Index Fund | 53,713 | 0.19% | $478.58K | 0.01% | Jul 31, 2026 |
| Master Small Cap Index Series | 42,914 | 0.15% | $447.16K | 0.01% | Jun 30, 2026 |
| Fidelity Total Market Index Fund | 42,309 | 0.15% | $422.67K | 0.00% | May 31, 2026 |
| Fidelity Series Total Market Index Fund | 31,425 | 0.11% | $313.94K | 0.00% | May 31, 2026 |
| Ultra-Small Company Market Fund | 30,000 | 0.10% | $312.60K | 0.21% | Jun 30, 2026 |
| Nuveen Small Cap Blend Index Fund | 28,589 | 0.10% | $254.73K | 0.01% | Jul 31, 2026 |
| Goldman Sachs Absolute Return Tracker Fund | 26,056 | 0.09% | $271.50K | 0.00% | Jun 30, 2026 |
Officers, directors and major owners
People who filed Forms 3, 4 or 5 in the last two years
| Name | Role | Shares owned | % of shares | Latest filing |
|---|---|---|---|---|
| John Taylor Maloney Fitzgerald | President and CEO, Director | 1,514,730 | 5.24% | Sep 30, 2026 |
| Kent A. Hansen | CFO & EVP | 136,672 | 0.47% | Sep 30, 2026 |
| Joshua Horowitz | Director | 417,178 | 1.44% | Sep 30, 2026 |
| Joseph Stilwell | Director, 10% owner | 866,429 | 2.99% | Aug 17, 2026 |
| Adam Jonathan Patinkin | Director | 2,573,000 | 8.89% | May 20, 2026 |
| Gregory Paul Hannon | Director | 2,035,580 | 7.04% | Dec 19, 2025 |
| Terence Michael Kavanagh | Director | 2,022,580 | 6.99% | Dec 19, 2025 |
| Douglas Levine | Director | 1,456,973 | 5.04% | May 12, 2025 |
| Charles L. Frischer | Director | 1,852,998 | 6.40% | Feb 18, 2025 |
| Value LLC Stilwell | 10% owner | 834,068 | 2.88% | Aug 17, 2026 |
| Stilwell Activist Investments, L.P. | 10% owner | 1,634,769 | 5.65% | Aug 17, 2026 |
| Stilwell Activist Fund, L.P. | 10% owner | 534,068 | 1.85% | Aug 17, 2026 |
| Stilwell Associates, L.P. | 10% owner | 1,287,616 | 4.45% | Aug 17, 2026 |
| Stilwell Value Partners VII, L.P. | 10% owner | 1,321,585 | 4.57% | Aug 17, 2026 |
| Capital Inc Oakmont | 10% owner | 1,987,830 | 6.87% | Dec 19, 2025 |
Insider trades
Common stock transactions reported on Form 4, newest first
| Insider | Date | Transaction | Shares | Price | Value | Shares after |
|---|---|---|---|---|---|---|
| Kent A. Hansen CFO & EVP | Sep 30, 2026 | Buy | +169 | $9.30 | $1.57K | 136,672 |
| Joshua Horowitz Director | Sep 30, 2026 | Buy | +858 | $9.23 | $7.92K | 384,678 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Sep 30, 2026 | Buy | +269 | $9.30 | $2.50K | 1,427,430 |
| Joshua Horowitz Director | Sep 28, 2026 | Buy | +2,717 | $9.28 | $25.21K | 383,820 |
| Kent A. Hansen CFO & EVP | Sep 15, 2026 | Buy | +159 | $9.82 | $1.56K | 136,503 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Sep 15, 2026 | Buy | +254 | $9.82 | $2.49K | 1,427,161 |
| Kent A. Hansen CFO & EVP | Aug 31, 2026 | Buy | +149 | $10.45 | $1.56K | 136,344 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Aug 31, 2026 | Buy | +239 | $10.45 | $2.50K | 1,426,907 |
| Joshua Horowitz Director | Aug 20, 2026 | Buy | +769 | $9.89 | $7.61K | 381,103 |
| Joshua Horowitz Director | Aug 19, 2026 | Buy | +7,034 | $9.84 | $69.21K | 380,334 |
| Joshua Horowitz Director | Aug 18, 2026 | Buy | +1,300 | $9.75 | $12.68K | 373,300 |
| Kent A. Hansen CFO & EVP | Aug 17, 2026 | Buy | +158 | $9.87 | $1.56K | 136,195 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Aug 17, 2026 | Buy | +254 | $9.87 | $2.51K | 1,426,668 |
| Joseph Stilwell Director, 10% owner | Aug 13, 2026 | Sale | −32,982 | $10.00 | $329.82K | 267,018 |
| Joseph Stilwell Director, 10% owner | Aug 13, 2026 | Sale | −40,850 | $10.00 | $408.50K | 330,718 |
| Joseph Stilwell Director, 10% owner | Aug 13, 2026 | Sale | −26,168 | $10.00 | $261.68K | 2,228,803 |
| Kent A. Hansen CFO & EVP | Jul 30, 2026 | Buy | +174 | $8.98 | $1.56K | 136,037 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jul 30, 2026 | Buy | +278 | $8.98 | $2.50K | 1,426,414 |
| Kent A. Hansen CFO & EVP | Jul 15, 2026 | Buy | +161 | $9.76 | $1.57K | 135,863 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jul 15, 2026 | Buy | +256 | $9.76 | $2.50K | 1,426,136 |
| Kent A. Hansen CFO & EVP | Jun 30, 2026 | Buy | +149 | $10.45 | $1.56K | 135,702 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jun 30, 2026 | Buy | +239 | $10.45 | $2.50K | 1,425,880 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jun 15, 2026 | Tax withholding | −30,233 | $10.12 | $305.96K | 1,425,641 |
| Kent A. Hansen CFO & EVP | Jun 15, 2026 | Buy | +150 | $10.43 | $1.56K | 135,553 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jun 15, 2026 | Buy | +240 | $10.43 | $2.50K | 1,455,874 |
| Kent A. Hansen CFO & EVP | May 29, 2026 | Buy | +156 | $10.03 | $1.56K | 135,403 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 29, 2026 | Buy | +250 | $10.03 | $2.51K | 1,455,634 |
| Joshua Horowitz Director | May 29, 2026 | Buy | +3,800 | $9.91 | $37.66K | 372,000 |
| Joshua Horowitz Director | May 28, 2026 | Buy | +700 | $9.95 | $6.96K | 368,200 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 27, 2026 | Gift | −6,257 | $9.99 | $62.51K | 1,455,384 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 21, 2026 | Sale | −5,000 | $10.14 | $50.70K | 29,100 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 20, 2026 | Sale | −5,000 | $10.43 | $52.15K | 29,100 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 19, 2026 | Sale | −5,000 | $10.30 | $51.50K | 29,100 |
| Kent A. Hansen CFO & EVP | May 15, 2026 | Buy | +144 | $10.85 | $1.56K | 135,247 |
| John Taylor Maloney Fitzgerald President and CEO, Director | May 15, 2026 | Buy | +230 | $10.85 | $2.50K | 1,461,641 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Apr 30, 2026 | Buy | +229 | $10.93 | $2.50K | 1,461,411 |
| Kent A. Hansen CFO & EVP | Apr 30, 2026 | Buy | +143 | $10.93 | $1.56K | 135,103 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Apr 15, 2026 | Buy | +211 | $11.85 | $2.50K | 1,461,182 |
| Kent A. Hansen CFO & EVP | Mar 30, 2026 | Buy | +153 | $10.22 | $1.56K | 120,260 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Mar 30, 2026 | Buy | +244 | $10.22 | $2.49K | 1,460,971 |
| Kent A. Hansen CFO & EVP | Mar 17, 2026 | Award | +14,568 | $11.02 | $160.54K | 134,675 |
| Kent A. Hansen CFO & EVP | Mar 13, 2026 | Buy | +146 | $10.71 | $1.56K | 120,107 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Mar 13, 2026 | Buy | +234 | $10.71 | $2.51K | 1,460,727 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Feb 27, 2026 | Buy | +202 | $12.34 | $2.49K | 1,460,493 |
| Kent A. Hansen CFO & EVP | Feb 27, 2026 | Buy | +126 | $12.34 | $1.55K | 119,961 |
| Kent A. Hansen CFO & EVP | Feb 17, 2026 | Buy | +128 | $12.19 | $1.56K | 119,835 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Feb 17, 2026 | Buy | +205 | $12.19 | $2.50K | 1,460,291 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Feb 2, 2026 | Buy | +183 | $13.69 | $2.51K | 1,460,086 |
| Kent A. Hansen CFO & EVP | Feb 2, 2026 | Buy | +114 | $13.69 | $1.56K | 119,707 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Jan 15, 2026 | Buy | +185 | $13.54 | $2.50K | 1,459,903 |
| Kent A. Hansen CFO & EVP | Jan 15, 2026 | Buy | +116 | $13.54 | $1.57K | 119,593 |
| Kent A. Hansen CFO & EVP | Dec 31, 2025 | Buy | +115 | $13.58 | $1.56K | 119,477 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Dec 31, 2025 | Buy | +184 | $13.58 | $2.50K | 1,459,718 |
| Kent A. Hansen CFO & EVP | Dec 30, 2025 | Tax withholding | −3,565 | $12.83 | $45.74K | 125,285 |
| Kent A. Hansen CFO & EVP | Dec 30, 2025 | Tax withholding | −3,004 | $12.83 | $38.54K | 122,281 |
| Kent A. Hansen CFO & EVP | Dec 30, 2025 | Tax withholding | −2,919 | $12.83 | $37.45K | 119,362 |
| Kent A. Hansen CFO & EVP | Dec 29, 2025 | Sale | −7,500 | $13.67 | $102.53K | 128,850 |
| John Taylor Maloney Fitzgerald President and CEO, Director | Dec 23, 2025 | Sale | −30,000 | $13.32 | $399.60K | 1,459,534 |
| Value LLC Stilwell 10% owner | Dec 22, 2025 | Sale | −19,229 | $12.80 | $246.13K | 300,000 |
| Capital Inc Oakmont 10% owner | Dec 17, 2025 | Option exercise | −500,000 | $8.25 | $4.13M | 1,987,830 |
Awards, option exercises, tax withholding and gifts are shown alongside open-market buys and sales. Each name links to the filing on SEC EDGAR.
Planned insider sales
Notices of proposed sale filed on Form 144 before shares are sold
| Seller | Filed | Shares | Market value | Planned sale | Acquired through |
|---|---|---|---|---|---|
| T. Fitzgerald John Officer | May 21, 2026 | 5,000 | $51.15K | May 21, 2026 | Acquired as compensation -- Stock Options |
| T. Fitzgerald John Officer | May 20, 2026 | 5,000 | $51.20K | May 20, 2026 | Acquired as compensation -- Stock Options |
| T. Fitzgerald John Officer | May 19, 2026 | 5,000 | $52.20K | May 19, 2026 | Acquired as compensation -- Stock Options |
| Kent A. Hansen Officer | Dec 29, 2025 | 7,500 | $105.00K | Dec 29, 2025 | Stock Grants |
| T. Fitzgerald John Officer | Dec 23, 2025 | 30,000 | $398.40K | Dec 23, 2025 | Acquired as compensation -- Restricted Stock Units |