undamentalytics Newsletter
Sign in

Kingsway Corp insider trading

Every open-market purchase and sale by Kingsway Corp's officers, directors and largest shareholders since November 4, 2021, and what the share price did next.

Insider purchases, 5 years $272,297 58 trades by 3 insiders 3 months later: median −5.8% (−12.4% vs S&P 500) Insider sales, 5 years $4M 12 trades by 6 insiders 3 months later: median −13.3% (−11.9% vs S&P 500)
Insider purchase Insider sale Marker size reflects trade value. Weekly closes adjusted for splits; may be delayed.
DateInsiderTrade SharesPriceValue 1M after 3M after 6M after

From insiders' Form 4 filings with the SEC: open-market purchases and sales only (awards, option exercises and shares withheld for tax are excluded), combined to one line per insider per day. "Plan" marks trades the filing says were made under a pre-set Rule 10b5-1 trading plan, which are scheduled in advance. Price changes run from the close on the trade date; hover a figure for the change relative to the S&P 500. Past moves don't predict future ones.

Does following Kingsway Corp’s insiders pay?

From July 11, 2012 to September 30, 2026, 16 insiders reported 284 open-market purchases and 33 sales not made under a pre-set plan in Kingsway Corp. Twelve months after each purchase was reported, the shares were −8.8% against the S&P 500 on average (median −4.9%), over 174 purchases with a full year of prices; 37% beat the index. After sales, the shares moved −24.1% against the index over 12 months (a negative figure means selling was the right call). Buying each purchase the day after it was reported, an equal amount each, held 12 months or until that insider reported a sale, would have turned $10,000 on April 4, 2014 into $6,893 by November 2, 2026, −2.9% a year. It held shares 65% of the time; the S&P 500 on those same days, with Treasury bills otherwise, made $19,985 (+5.7% a year), and held throughout $49,996 (+13.7%).

$0$20.0k$40.0k 2014201620182020202220242026 $50.0k$20.0k$6.9k
Copying Kingsway Corp's insidersS&P 500, same days investedS&P 500, held throughout $10,000 copying every open-market purchase by Kingsway Corp's insiders from April 4, 2014, before costs and taxes, marked weekly. Uninvested money earns the Treasury bill rate; the portfolio held shares 65% of the time.
InsiderRolePurchases12 months after their purchasesBeat the S&P 500Sales12 months after their salesLatest report
Stilwell Joseph Director 75 −41.2% (61) 16% 4 −31.3% (3) August 17, 2026
Fitzgerald John Taylor Maloney President and CEO 63 −6.3% (39) 21% 3 — May 22, 2026
Stilwell Value LLC Director 25 +43.1% (9) 89% 4 +17.3% (3) December 29, 2025
Stilwell Activist Fund, L.P. Director 20 +51.8% (11) 100% 3 −48.0% (1) December 15, 2025
Stilwell Associates, L.P. Director 16 +57.3% (8) 100% 3 −41.7% (2) December 17, 2025
Hannon Gregory Paul Director 13 −6.0% (6) 50% 5 −33.3% (5) June 22, 2023
Kavanagh Terence Michael Director 13 −6.0% (6) 50% 5 −33.3% (5) June 22, 2023
Schaevitz Gary Director 17 −46.1% (14) 0% 0 — December 22, 2017
Stilwell Value Partners VII, L.P. Director 11 +48.5% (6) 100% 2 −52.8% (2) September 18, 2025
Frischer Charles L Director 9 +4.9% (9) 33% 0 — September 14, 2023
Stilwell Activist Investments, L.P. Director 6 +54.7% (4) 100% 3 +11.6% (3) July 2, 2024
Swets Larry G Jr CEO and President 7 −26.9% (1) 0% 0 — November 21, 2016
Levine Douglas Director 5 — — 0 — March 21, 2019
Horowitz Joshua Director 3 — — 0 — September 30, 2026
Hansen Kent A CFO & EVP 0 — — 1 — December 31, 2025
Oakmont Capital Inc 10% owner 1 — — 0 — May 6, 2019

Moves are the shares’ return including dividends minus the S&P 500’s, from the close on the first trading day after each report; the number of trades with a finished 12-month window is in brackets. Green means the trade went the insider’s way (a purchase ahead of the index, a sale followed by the shares trailing it). A trade reported both by a director or officer and by a fund or company they are linked to counts once here, under the person. Purchases count only where the share price actually traded was at least $5. These figures describe what the shares did, not why anyone traded. Insiders across all companies.

When several insiders traded Kingsway Corp

Months when 2 or more insiders became net buyers, or 3 or more net sellers, of Kingsway Corp in reports dated in the 91 days before the month end, and how the stock did against the S&P 500 from that month end. After the 6 buying crowds with six months of prices, it averaged −10.3% against the index. After 3 selling crowds, −19.8%. One company's history is too short to judge by; the test across every company is the better guide.

MonthCrowd3 months on, vs S&P 5006 months12 months
December 31, 20254 selling−18.4%−32.8%not yet
August 29, 20253 selling−15.6%−21.6%−49.1%
June 30, 20233 selling−4.1%−5.0%−24.7%
April 28, 20232 buying−14.0%−17.2%−19.9%
June 30, 20212 buying+4.8%−3.5%+24.6%
August 31, 20172 buying−22.9%−34.4%−75.3%
March 31, 20172 buying+1.2%−2.4%−47.2%
October 31, 20162 buying+3.8%−8.0%−27.0%
December 31, 20142 buying+0.7%+3.8%−18.9%

Colours show whether the crowd was right: green when buyers were followed by a rise above the index, or sellers by a fall below it. Total returns from the month end; past patterns are not a forecast.

← Back to Kingsway Corp · Funds · Politicians