Kingsway Financial Services Inc. (KFS) Insider Trading

Over the last 3 months, KFS insiders made 7 open-market buys and 0 sales, a net purchase of $15K (SEC Form 4). Multiple insiders bought within days of each other (cluster buying). Over the last 6 months, 49 institutions increased and 45 reduced their position (13F).

Insider Activity

Sentiment
100/100
Buys (3m)
7
Sells (3m)
0
Net (3m)
$14.7K
Insiders buyingCluster buying
Insider trades by month Buys Sells
Dec
Jan
Feb
Mar
Apr
May
Context3-month price -18.9%Institutions mixed (13F)
DateInsiderTypeSharesPrice
May 4, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy229$10.93
May 4, 2026Hansen Kent Aofficer: CFO & EVPBuy143$10.93
Apr 15, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy211$11.85
Apr 8, 2026Hansen Kent Aofficer: CFO & EVPGrant14,568$11.02
Mar 31, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy244$10.22
Mar 31, 2026Hansen Kent Aofficer: CFO & EVPBuy153$10.22
Mar 16, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy234$10.71
Mar 16, 2026Hansen Kent Aofficer: CFO & EVPBuy146$10.71
Mar 2, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy202$12.34
Mar 2, 2026Hansen Kent Aofficer: CFO & EVPBuy126$12.34
Feb 18, 2026Hansen Kent Aofficer: CFO & EVPBuy128$12.19
Feb 18, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy205$12.19
Feb 2, 2026Hansen Kent Aofficer: CFO & EVPBuy114$13.69
Feb 2, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy183$13.69
Jan 29, 2026Hansen Kent Aofficer: CFO & EVPBuy116$13.54
Jan 29, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy185$13.54
Jan 5, 2026Hansen Kent Aofficer: CFO & EVPBuy115$13.58
Jan 5, 2026Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy184$13.58
Dec 31, 2025Hansen Kent Aofficer: CFO & EVPSell7,500$13.67
Dec 31, 2025Hansen Kent Aofficer: CFO & EVPTax2,919$12.83
Dec 31, 2025Hansen Kent Aofficer: CFO & EVPTax3,004$12.83
Dec 31, 2025Hansen Kent Aofficer: CFO & EVPTax3,565$12.83
Dec 29, 2025Stilwell Josephdirector, 10 percent owner: Sell19,229$12.80
Dec 29, 2025Fitzgerald John Taylor Maloneydirector, officer: President and CEOSell30,000$13.32
Dec 18, 2025Fitzgerald John Taylor Maloneydirector, officer: President and CEOBuy195$12.82
Dec 18, 2025Hansen Kent Aofficer: CFO & EVPBuy122$12.82
Dec 17, 2025Stilwell Josephdirector, 10 percent owner: Sell34,269$12.80
Dec 17, 2025Stilwell Josephdirector, 10 percent owner: Sell10,429$12.80
Dec 15, 2025Stilwell Josephdirector, 10 percent owner: Sell67,500$12.80
Dec 10, 2025Stilwell Josephdirector, 10 percent owner: Sell20,000$12.80

Source: KFS SEC Form 4 filings, latest May 4, 2026. For informational purposes only — not investment advice.

Institutional activity (13F)

How institutions changed their KFS positions over the last 6 months (SEC Form 13F).

Increased
49
New positions
21
Reduced
45
Sold out
16
Largest moves
InstitutionActionSharesFiled
STILWELL VALUE LLCReduced3.4MJan 29, 2026
STILWELL VALUE LLCUnchanged3.4MMay 6, 2026
MIRABELLA FINANCIAL SERVICES LLPIncreased2.2MDec 15, 2025
MIRABELLA FINANCIAL SERVICES LLPReduced2.0MFeb 17, 2026
GREENHAVEN ROAD INVESTMENT MANAGEMENT, L.P.Increased1.9MFeb 13, 2026
GREENHAVEN ROAD INVESTMENT MANAGEMENT, L.P.Reduced1.9MMay 15, 2026
CAPRICORN FUND MANAGERS LTDNew Position1.8MApr 24, 2026
BLACKROCK, INC.Increased1.2MFeb 12, 2026
BLACKROCK, INC.Reduced1.1MMay 13, 2026
VANGUARD GROUP INCIncreased995KJan 29, 2026
VANGUARD CAPITAL MANAGEMENT LLCNew Position734KMay 15, 2026
GEODE CAPITAL MANAGEMENT, LLCIncreased478KMay 15, 2026
GEODE CAPITAL MANAGEMENT, LLCIncreased470KFeb 9, 2026
BELPOINTE ASSET MANAGEMENT LLCIncreased361KApr 28, 2026
BELPOINTE ASSET MANAGEMENT LLCReduced356KJan 27, 2026

Source: SEC Form 13F filings. For informational purposes only — not investment advice.