Kingsway Corporation (KWY) Insider Trading

Over the last 3 months, KWY insiders made 13 open-market buys and 3 sales, a net sale of -$890K (SEC Form 4). Multiple insiders bought within days of each other (cluster buying).

Insider Activity

Sentiment
10/100
Buys (3m)
13
Sells (3m)
3
Net (3m)
-$890.2K
Insiders buyingCluster buying
Insider trades by month Buys Sells
May
Jun
Jul
Aug
Context3-month price +4.5%
DateInsiderTypeSharesPrice
Aug 20, 2026Horowitz JoshuadirectorBuy769$9.89
Aug 20, 2026Horowitz JoshuadirectorBuy7,034$9.84
Aug 20, 2026Horowitz JoshuadirectorBuy1,300$9.75
Aug 18, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy254$9.87
Aug 18, 2026Hansen Kent Aofficer: CFO & EVPBuy158$9.87
Aug 17, 2026Stilwell Josephdirector, 10 percent owner: Sell40,850$10.00
Aug 17, 2026Stilwell Josephdirector, 10 percent owner: Sell26,168$10.00
Aug 17, 2026Stilwell Josephdirector, 10 percent owner: Sell32,982$10.00
Jul 31, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy278$8.98
Jul 31, 2026Hansen Kent Aofficer: CFO & EVPBuy174$8.98
Jul 16, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy256$9.76
Jul 16, 2026Hansen Kent Aofficer: CFO & EVPBuy161$9.76
Jul 1, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy239$10.45
Jul 1, 2026Hansen Kent Aofficer: CFO & EVPBuy149$10.45
Jun 17, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOTax30,233$10.12
Jun 15, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy240$10.43
Jun 15, 2026Hansen Kent Aofficer: CFO & EVPBuy150$10.43
Jun 1, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy250$10.03
Jun 1, 2026Hansen Kent Aofficer: CFO & EVPBuy156$10.03
Jun 1, 2026Horowitz JoshuadirectorBuy3,800$9.91
Jun 1, 2026Horowitz JoshuadirectorBuy700$9.95
May 22, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOSell5,000$10.13
May 21, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOSell5,000$10.30
May 20, 2026Patinkin Adam JonathandirectorGrant200,000$20.00
May 19, 2026Hansen Kent Aofficer: CFO & EVPBuy144$10.85
May 19, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy230$10.85

Source: KWY SEC Form 4 filings, latest Aug 20, 2026. For informational purposes only — not investment advice.