Company Analysis

Kingsway Corporation (KWY)

NYSE: KWY · Fire, Marine & Casualty Insurance · Chicago, IL · filing with the SEC since 1998
Grade3.6
◀ Past 3.7● Present 2.9▶ Future 4.4

Who runs Kingsway Corporation

Officers and directors as they report to the SEC on Forms 3, 4 and 5, named as filed
Chief executive, as filed
Fitzgerald John Taylor Maloney
President and CEO. First filing Apr 2016, latest Nov 3, 2026, 323 filings in all.
Officers reporting now
2
of 11 people with a filing in the last fifteen months
Directors reporting now
9
19 people on the record since 2012
Officerssales are open-market, Nov 3, 2025 to Nov 3, 2026
NameTitle as filedFirst filingLatest filingSales, 12 months
Fitzgerald John Taylor MaloneyPresident and CEOApr 2016Nov 3, 20264 · $600,000
Hansen Kent ACFO & EVPFeb 2020Nov 3, 20261 · $100,000
Directorssales are open-market, Nov 3, 2025 to Nov 3, 2026
NameRoleFirst filingLatest filingSales, 12 months
Horowitz JoshuadirectorApr 2025Sep 30, 2026none
Stilwell Activist Fund, L.P.directorSep 2018Aug 17, 20263 · $1.6M
Stilwell Activist Investments, L.P.directorSep 2018Aug 17, 2026none
Stilwell Associates L PdirectorSep 2018Aug 17, 20262 · $600,000
Stilwell JosephdirectorJan 2012Aug 17, 20263 · $1.0M
Stilwell Value LLCdirectorJan 2012Aug 17, 20261 · $200,000
Patinkin Adam JonathandirectorApr 2025May 20, 2026none
Hannon Gregory PauldirectorJan 2012Dec 19, 2025none
Kavanagh Terence MichaeldirectorJan 2012Dec 19, 2025none
Owners of more than 10% of a classsales are open-market, Nov 3, 2025 to Nov 3, 2026
NameRoleFirst filingLatest filingSales, 12 months
Stilwell Value Partners Vii, L.P.10% ownerDec 2018Aug 17, 2026none
Oakmont Capital Inc10% ownerSep 2014Dec 19, 2025none
Earlier names on the record8, newest filing first

A person is listed as reporting now after a filing in the last fifteen months. The record shows when someone last filed; it does not say why they stopped. Each name links to the filings on sec.gov.

SI Assistanton KWY · research, not advice