KFS

KINGSWAY FINANCIAL SERVICES INC

Fire, Marine & Casualty InsuranceNYSEAccelerated filer<br>Smaller reporting company

Total Trades

255

Buys

224

Sells

30

Largest Trade

$1M+

Insiders

8

Institutional Funds

54

Inst. Value

$1M+

Activist Filings

29

Insider Trades

InsiderTitleTypeValueSharesPriceDate
Hansen Kent ACFO & EVPBUY$1K–$15K126$12.34Mar 2, 2026
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K202$12.34Mar 2, 2026
Hansen Kent ACFO & EVPBUY$1K–$15K128$12.19Feb 18, 2026
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K205$12.19Feb 18, 2026
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K183$13.69Feb 2, 2026
Hansen Kent ACFO & EVPBUY$1K–$15K114$13.69Feb 2, 2026
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K185$13.54Jan 29, 2026
Hansen Kent ACFO & EVPBUY$1K–$15K116$13.54Jan 29, 2026
Hansen Kent ACFO & EVPBUY$1K–$15K115$13.58Jan 5, 2026
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K184$13.58Jan 5, 2026
Hansen Kent ACFO & EVPSELL$100K–$500K8K$13.67Dec 31, 2025
Fitzgerald John Taylor MaloneyPresident and CEOSELL$100K–$500K30K$13.32Dec 29, 2025
Stilwell JosephDirectorSELL$100K–$500K19K$12.80Dec 29, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K122$12.82Dec 18, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K195$12.82Dec 18, 2025
Stilwell JosephDirectorSELL$500K+45K$12.80Dec 17, 2025
Stilwell JosephDirectorSELL$500K+68K$12.80Dec 15, 2025
Stilwell JosephDirectorSELL$500K+55K$12.81Dec 10, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K192$13.03Dec 2, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K120$13.03Dec 2, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K123$12.70Nov 19, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K197$12.70Nov 19, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K111$14.08Nov 3, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K177$14.08Nov 3, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K171$14.63Oct 2, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K107$14.63Oct 2, 2025
Stilwell JosephDirectorSELL$500K+68K$14.45Sep 18, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K174$14.36Sep 16, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K109$14.36Sep 16, 2025
Stilwell JosephDirectorSELL$100K–$500K25K$14.41Sep 10, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K107$14.49Sep 2, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K173$14.49Sep 2, 2025
STILWELL JOSEPHDirectorSELL$1M+75K$14.18Aug 26, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K174$14.42Jul 31, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K108$14.42Jul 31, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K108$14.49Jul 16, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K172$14.49Jul 16, 2025
STILWELL JOSEPHDirectorSELL$1M+161K$14.01Jul 1, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K179$14.02Jul 1, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K111$14.02Jul 1, 2025
Hansen Kent ACFO & EVPBUY$1K–$15K114$13.77Jun 16, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K181$13.77Jun 16, 2025
Hansen Kent ACFO & EVPBUY<$1K24$12.82Jun 2, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K195$12.82Jun 2, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K247$10.12May 19, 2025
Hansen Kent ACFO & EVPBUY<$1K31$10.12May 19, 2025
Hansen Kent ACFO & EVPBUY<$1K36$8.71May 1, 2025
Fitzgerald John Taylor MaloneyPresident and CEOBUY$1K–$15K287$8.71May 1, 2025
Hansen Kent ACFO & EVPBUY<$1K39$8.02Apr 16, 2025
Hansen Kent ACFO & EVPBUY<$1K38$8.20Mar 31, 2025
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Institutional Ownership

13F filings as of Dec 31, 2025 · 54 funds holding

Activist & 5%+ Owners

SC 13D/13G filings — investors holding 5%+ of outstanding shares

Capricorn Fund Managers Ltd

SC 13G · Feb 5, 2026

6.6%

1.9M shares

Mirabella Financial Services LLP

SC 13G/A · Jan 9, 2026

6.8%

2.0M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Dec 19, 2025

12.7%

3.7M shares

David Capital Partners, LLC

SC 13D/A · Dec 18, 2025

9.0%

2.6M shares

Palm Management (US) LLC

SC 13D/A · Dec 18, 2025

1.4%

404K shares

Oakmont Capital Inc.

SC 13D/A · Dec 18, 2025

8.2%

2.4M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Dec 16, 2025

18.8%

5.5M shares

6.8%

2.0M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Aug 19, 2025

19.9%

5.8M shares

Charles Frischer

SC 13D/A · May 14, 2025

6.8%

1.9M shares

Stilwell Activist Fund, L.P.

SC 13D/A · May 12, 2025

21.7%

6.0M shares

Oakmont Capital Inc.

SC 13D/A · Apr 9, 2025

10.4%

2.9M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Apr 3, 2025

21.6%

6.0M shares

Palm Management (US) LLC

SC 13D · Apr 2, 2025

1.3%

368K shares

David Capital Partners, LLC

SC 13D · Apr 2, 2025

9.2%

2.5M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Mar 27, 2025

21.6%

6.0M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Feb 14, 2025

25.2%

7.0M shares

Mirabella Financial Services LLP

SC 13G · Jan 31, 2025

5.8%

1.6M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Dec 20, 2024

24.9%

6.9M shares

David Capital Partners, LLC

SC 13G/A · Jan 12, 2024

3.2%

900K shares

Stilwell Activist Fund, L.P.

SC 13D/A · Nov 21, 2023

26.9%

7.6M shares

Stilwell Activist Fund, L.P.

SC 13D/A · May 11, 2023

28.9%

7.6M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Mar 14, 2023

30.4%

7.6M shares

David Capital Partners, LLC

SC 13G/A · Jan 12, 2023

7.9%

1.9M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Jan 4, 2023

32.1%

7.8M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Jul 18, 2022

32.2%

7.8M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Jun 22, 2022

32.2%

7.8M shares

Stilwell Activist Fund, L.P.

SC 13D/A · Mar 28, 2022

31.1%

7.5M shares

David Capital Partners, LLC

SC 13G/A · Jan 12, 2022

8.8%

2.1M shares

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