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KWY · Kingsway Corp
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KWY Kingsway (KWY) Insider Trading, Ownership & Congress Trades

Insurance · Fire, marine & casualty insurance · CIK 0001072627
Cluster · 3 insidersC-suite buying · 2
House members buying, 1 year
0
STOCK Act, US House only, disclosed up to 45 days after the trade
Funds added, last quarter
40
13F, latest reported quarter

What the filings say about KWY

Insiders, 180 days
-$941.5K net sold
3 buyers · 2 sellers · 0% of sales under a 10b5-1 plan

Kingsway insider trades (Form 4)

Form 4 buys and sells (codes P and S). Grants, option exercises and conversions excluded.

Over the last 180 days, KINGSWAY Corp insiders sold a net $941.5K of stock across 35 Form 4 purchases and sales, with 3 insiders buying. Source: SEC Form 4 filings, as of 2026-10-28.

Insider
Filed
Shares
Value
Since filing
CFO & EVP
BUY
2026-10-16 SEC
160
$1.6K
+3.0%
Context
  • 10 earlier Form 4 trades (code P or S) here by this insider (10 buys), the last on Sep 30, 2026.
  • -5.4% median (-5.1% mean) 90-day return after 5 previous buys.
  • The trade is 0.1% of the 136,832 shares held after it.
  • 2 other insiders bought within 30 days.
  • 40 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: CFO & EVP Hansen Kent A bought about $1.6K of KWY on Oct 16, 2026; 2 other insiders bought within 30 days and 40 funds added in the latest 13F quarter.
BUY
2026-10-16 SECtraded 2026-10-15
357
$3.5K
+3.0%
Context
  • 13 earlier Form 4 trades (code P or S) here by this insider (10 buys, 3 sales), the last on Sep 30, 2026.
  • -5.4% median (-5.1% mean) 90-day return after 5 previous buys.
  • The trade is 0.0% of the 1,427,787 shares held after it.
  • 2 other insiders bought within 30 days.
  • 40 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: President and CEO Fitzgerald John Taylor Maloney bought about $3.5K of KWY on Oct 15, 2026; 2 other insiders bought within 30 days and 40 funds added in the latest 13F quarter.
CFO & EVP
BUY
2026-09-30 SEC
169
$1.6K
+6.4%
Context
  • 9 earlier Form 4 trades (code P or S) here by this insider (9 buys), the last on Sep 15, 2026.
  • -5.4% median (-5.1% mean) 90-day return after 5 previous buys.
  • The trade is 0.1% of the 136,672 shares held after it.
  • 2 other insiders bought within 30 days.
  • 40 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: CFO & EVP Hansen Kent A bought about $1.6K of KWY on Sep 30, 2026; 2 other insiders bought within 30 days and 40 funds added in the latest 13F quarter.
BUY
2026-09-30 SEC
269
$2.5K
+6.4%
Context
  • 12 earlier Form 4 trades (code P or S) here by this insider (9 buys, 3 sales), the last on Sep 15, 2026.
  • -5.4% median (-5.1% mean) 90-day return after 5 previous buys.
  • The trade is 0.0% of the 1,427,430 shares held after it.
  • 2 other insiders bought within 30 days.
  • 40 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: President and CEO Fitzgerald John Taylor Maloney bought about $2.5K of KWY on Sep 30, 2026; 2 other insiders bought within 30 days and 40 funds added in the latest 13F quarter.
BUY
2026-09-30 SEC
858
$7.9K
+6.4%
Context
  • 6 earlier Form 4 trades (code P or S) here by this insider (6 buys), the last on Sep 28, 2026.
  • +1.2% median (+1.2% mean) 90-day return after 2 previous buys.
  • The trade is 0.2% of the 384,678 shares held after it.
  • 2 other insiders bought within 30 days.
  • 40 funds added in the 13F quarter to Jun 30, 2026.
Insider activity: Director Horowitz Joshua bought about $7.9K of KWY on Sep 30, 2026; 2 other insiders bought within 30 days and 40 funds added in the latest 13F quarter.
35 transactions on record
Since filing: total return from the first close after the filing to the latest close, dividend-adjusted. Not a forecast.
Context lines are counts over the filings above and returns from our own price history, never a price level. Not investment advice.
Showing the latest few. to see 30 more transactions and use the screener and CSV export. We store only your email; there is no password.
Seven facts, ranked against the sector · Rank is not a forecast
Insiders
net -$941.5K over 180 days
-$852.1K over 90 days · -$1.0M of it by a 10%+ holder
more than 65% of Insurance
Congress
no House purchase disclosed in the last 12 months
Funds
40 funds bought in last quarter
below 85% of Insurance
Revenue
+23.4% year over year
more than 74% of Insurance
Margin
-7.6% net margin
below 89% of Insurance
Buybacks
$345.0K repurchased, FY to 2025-12-31
below 99% of Insurance
Short interest
9.7% of the float short (float per yahoo 2026-10-27) · 33.8 days to cover · settled 2026-10-15
more than 79% of Insurance
What changed in the last 30 days
Oct 16President and CEO Fitzgerald John Taylor Maloney bought $6.0K (2 trades, Sep 30 to Oct 15)
Oct 16CFO & EVP Hansen Kent A bought $3.1K (2 trades, Sep 30 to Oct 16)
Sep 30Director Horowitz Joshua bought $33.1K (2 trades, Sep 28 to Sep 30)

Watch KWY

A free account keeps a watchlist and can send one email a day when insiders, funds or Congress file on the names in it. No password and no card.

The year, with the filings on it
Total return over 12 months. Each marker is a filing; hover or tap one for the detail.
-33.8%12M
-43%-28%-14%+0%2025-102025-122026-022026-042026-062026-082026-10 2026-08-13 · Stilwell Joseph sold $408.5K2026-08-13 · Stilwell Joseph sold $329.8K2026-08-13 · Stilwell Joseph sold $261.7K2026-08-19 · Horowitz Joshua bought $69.2K2026-05-20 · Fitzgerald John Taylor Maloney sold $52.1K2026-05-19 · Fitzgerald John Taylor Maloney sold $51.5K2026-05-21 · Fitzgerald John Taylor Maloney sold $50.7K2026-05-29 · Horowitz Joshua bought $37.7K2026-09-28 · Horowitz Joshua bought $25.2K2026-08-18 · Horowitz Joshua bought $12.7K2026-09-30 · Horowitz Joshua bought $7.9K2026-08-20 · Horowitz Joshua bought $7.6K2026-05-28 · Horowitz Joshua bought $7.0K2026-10-15 · Fitzgerald John Taylor Maloney bought $3.5K2026-05-29 · Fitzgerald John Taylor Maloney bought $2.5K2026-08-17 · Fitzgerald John Taylor Maloney bought $2.5K2026-06-15 · Fitzgerald John Taylor Maloney bought $2.5K2026-09-30 · Fitzgerald John Taylor Maloney bought $2.5K2026-07-15 · Fitzgerald John Taylor Maloney bought $2.5K2026-08-31 · Fitzgerald John Taylor Maloney bought $2.5K2026-06-30 · Fitzgerald John Taylor Maloney bought $2.5K2026-07-30 · Fitzgerald John Taylor Maloney bought $2.5K2026-05-15 · Fitzgerald John Taylor Maloney bought $2.5K2026-09-15 · Fitzgerald John Taylor Maloney bought $2.5K2026-09-30 · Hansen Kent A bought $1.6K2026-07-15 · Hansen Kent A bought $1.6K2026-05-29 · Hansen Kent A bought $1.6K2026-06-15 · Hansen Kent A bought $1.6K2026-07-30 · Hansen Kent A bought $1.6K2026-05-15 · Hansen Kent A bought $1.6K2026-09-15 · Hansen Kent A bought $1.6K2026-08-17 · Hansen Kent A bought $1.6K2026-10-16 · Hansen Kent A bought $1.6K2026-06-30 · Hansen Kent A bought $1.6K2026-08-31 · Hansen Kent A bought $1.6K
Insider buyInsider sell
Indexed to 100, dividend-adjusted, not a price chart. When a name files heavily, the largest trades are drawn first.

Who owns KWY: institutional holders (13F)

13F holdings, latest reported quarter
3,363,450 sh
$35.0M
$14.7M
1,262,514 sh
$13.2M

Congress trades in KWY

No Congress trades reported
No House member has disclosed a trade in this stock. See what Congress is buying.

Activist and 5% holders (13D/13G)

No 5%+ ownership filings
Nobody has filed for crossing 5%. That is a fact, not missing data.

KWY planned insider sales (Form 144)

No planned-sale notices
No insider has filed to sell. Watch this after a run-up.

KWY mutual fund holders (N-PORT)

Funds ranked by the share of their own portfolio in this stock (N-PORT).
Ultra-Small Company Market Fund
$312.6K position · as of 2026-06-30
0.2%
iShares Micro-Cap ETF
$753.5K position · as of 2026-06-30
0.0%
1290 VT Micro Cap Portfolio
$50.4K position · as of 2026-06-30
0.0%
PD Small-Cap Growth Index Portfolio
$21.2K position · as of 2026-06-30
0.0%
iShares Russell 2000 Growth ETF
$2.1M position · as of 2026-06-30
0.0%
Fidelity Small Cap Growth Index Fund
$210.5K position · as of 2026-06-30
0.0%
SEC N-PORT, monthly, about 60 days late · funds ≥ $10M · % is the share of the fund's own portfolio
Executive pay vs shareholder return · Mr. Fitzgerald
CEO pay, headline and as actually paid, against the company's return and its chosen peers' (DEF 14A).
FY
CEO total
Actually paid
Other execs, avg
TSR
Peer TSR
2025
$637.8K
$2.6M
$551.8K
+70%
n/a
2024
$637.2K
$592.2K
$762.2K
+54%
n/a
2023
$610.2K
$1.2M
$467.3K
+79%
n/a
Tagged by the company under SEC Item 402(v). Returns are cumulative from the start of the disclosure period. Green where the company beat its own peer group.
Live price
Daily candles from TradingView, under their licence. No filings marked.
Why this name is on the desk
3 insiders reported buying shares.
The record shows a net $941.5K sold by insiders over 180 days, 40 funds added last quarter. Each figure is a federal filing, dated the day it went public.
Same sector, ranked by filing activity
Sector by SEC SIC code

KWY financials

Revenue growth
+23.4%
XBRL, annual
Net margin
-7.6%
Ratios from the company's XBRL filings, latest filings
Revenue, TTM
$154.1M
four quarters, 2025-07-01 to 2026-06-30
Net margin, TTM
+2.7%
net income over revenue, 2025-07-01 to 2026-06-30
Free cash flow, TTM
n/a
capex not filed for the four quarters
Debt to equity
5.25x
long-term 2026-06-30 plus current 2026-06-30; equity 2026-06-30
Cash flow to debt
0.04x
TTM operating cash flow over long-term 2026-06-30 plus current 2026-06-30
Return on equity
+27.3%
TTM net income over average of 2025-06-30 and 2026-06-30
Return on assets
+1.9%
TTM net income over average of 2025-06-30 and 2026-06-30
Return on invested capital
n/a
pre-tax loss, no effective tax rate to apply
Return on capital employed
-0.1%
operating income (EBIT proxy) over average of 2025-06-30 and 2026-06-30 minus current liabilities
P/E, trailing
n/a
trailing loss, a multiple of a loss is not meaningful
Enterprise value
$347.2M
market value at close 2026-10-27 on 2026-08-06 shares, plus long-term 2026-06-30 plus current 2026-06-30, minus cash 2026-06-30
FCF yield
n/a
capex not filed for the four quarters
PEG, trailing
n/a
trailing loss, a multiple of a loss is not meaningful
Price as of 2026-10-27. Hover or tap a tile for its yearly and quarterly history.
Method
TTM is four consecutive fiscal quarters; Q4 is the year minus nine months when not filed. Returns use the average of opening and closing balances. EBIT is approximated by operating income. PEG uses trailing EPS growth.
Fundamentals
Annual figures from XBRL filings. Pick a past date to see them as known then.
2025-122024-122023-122022-12
Revenue$135.0M$109.4M$103.2M$93.3M
Operating income-$2.4M$2.2M$954.0K-$3.6M
Net income-$10.3K-$8.3K$24.0K$15.1M
EPS (diluted)-0.43-0.350.890.98
Operating cash flow-$3.0K$1.1M-$26.2M-$14.6M
Cash$8.3M$5.5M$9.1M$64.2M
Long-term debt$59.0M$57.5M$44.4M$102.1M
Buybacks$345.0K$2.5M$3.2M$0
SEC XBRL, fiscal years, as known on 2026-10-28

KWY Stock Sonar score 6/7 axes

Find similar shapesCompare

KWY ranks highest on insider conviction (78th percentile) and growth (74th), and lowest on financial health (9th), among Insurance peers.

ProfitHealthGrowthInsidersInstitutionsRisk
Profitability
57
Inputs
  • Return on equity+27.3% · 83 pct, sector of 116
  • Return on assets+1.9% · 38 pct, sector of 122
  • Return on invested capitalpre-tax loss, no effective tax rate to apply
  • Return on capital employed-0.1% · 51 pct, universe of 3,236
Financial health
9
Inputs
  • Debt to equity5.25x · 3 pct, sector of 104
  • Cash flow to debt0.04x · 16 pct, sector of 97
Growth
74
Inputs
  • Revenue growth, YoY+23.4% · 74 pct, sector of 134
  • Backlog growth, YoYno backlog line filed, or no year-earlier backlog
Insider conviction
78
Inputs
  • Net Form 4 buying (codes P and S), 180d-$941K · 64 pct, sector of 100
  • Insider buyers, 180d3 · 92 pct, sector of 101
Institutional and government
15
Inputs
  • Funds adding, latest quarter40 · 15 pct, sector of 108
  • Congress net buyers, 365dno Congress trades in 365 days
  • Federal contracts, 180dno federal contracts in 180 days
  • Lobbying spend, 4 quartersno lobbying filings in the last four quarters
Risk and compliance
11
Inputs
  • Short interest, % of float+9.7% · 12 pct, sector of 138
  • Recalls per $1B revenue, 3ynot measured for this sector, almost no peer has an event
  • EPA cases per $1B revenue, 5ynot measured for this sector, almost no peer has an event
  • New text in Risk Factors, latest 10-K+22.7% · 10 pct, sector of 110
1 not measured: US patents
  • US patents needs 1 of 2 inputs, 0 present: patent data not loaded yet

6 of 7 axes scored. Each is a percentile against sector peers (all companies when the sector is thin); higher is better. An unscored axis is unmeasured, not low. How it is scored

KWY filings, in plain words

Are Kingsway insiders buying or selling KWY?

In the 180 days to 2026-10-28, Kingsway insiders were net sellers, a net $941.5K: $212.9K of purchases and $1.2M of sales reported on Form 4, by 3 buyers and 2 sellers.

Read the full summary

In the 180 days to 2026-10-28, Kingsway insiders were net sellers of KWY, a net $941.5K across purchases and sales reported on Form 4 by 3 buyers and 2 sellers. Most of that figure, $1.0M, came from a holder of 10% or more rather than an officer or director. 3 different insiders reported purchases within the last 90 days, a cluster buy, which is rarer than a single purchase. None of the 6 insider sales was flagged as made under a Rule 10b5-1 plan. Each figure is counted from SEC and House filings as of 2026-10-28, dated the day the filing was made public.

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