KWY Kingsway (KWY) Insider Trading, Ownership & Congress Trades
What the filings say about KWY
Kingsway insider trades (Form 4)
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.
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.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.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.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.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.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.
Who owns KWY: institutional holders (13F)
Congress trades in KWY
Activist and 5% holders (13D/13G)
KWY planned insider sales (Form 144)
KWY mutual fund holders (N-PORT)
KWY financials
| FY Dec 2025 | $135.0M |
| FY Dec 2024 | $109.4M |
| FY Dec 2023 | $103.2M |
| FY Dec 2022 | $93.3M |
| FY Dec 2021 | $91.9M |
| Jun 2026 | $39.4M |
| Mar 2026 | $39.0M |
| Dec 2025 | $38.6M |
| Sep 2025 | $37.2M |
| Jun 2025 | $30.9M |
| Mar 2025 | $28.3M |
| Dec 2024 | $29.6M |
| Sep 2024 | $27.1M |
| FY Dec 2025 | -0.0% |
| FY Dec 2024 | -0.0% |
| FY Dec 2023 | +0.0% |
| FY Dec 2022 | +16.2% |
| FY Dec 2021 | +2.0% |
| Jun 2026 | +0.4% |
| Mar 2026 | -5.8% |
| Dec 2025 | +22.5% |
| Sep 2025 | -6.5% |
| Jun 2025 | -10.2% |
| Mar 2025 | -10.9% |
| Dec 2024 | +23.0% |
| Sep 2024 | -8.5% |
| FY Dec 2025 | n/a |
| FY Dec 2024 | $566.0K |
| FY Dec 2023 | -$26.7M |
| FY Dec 2022 | -$15.1M |
| FY Dec 2021 | -$6.7M |
| Jun 2026 | $754.0K |
| Mar 2026 | -$398.0K |
| Dec 2025 | n/a |
| Sep 2025 | $1.3M |
| Jun 2025 | $400.0K |
| Mar 2025 | -$1.9M |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
| FY Dec 2025 | 4.66x |
| FY Dec 2024 | 6.84x |
| FY Dec 2023 | 1.60x |
| FY Dec 2022 | 6.51x |
| FY Dec 2021 | n/a |
| Jun 2026 | 5.25x |
| Mar 2026 | 5.41x |
| Dec 2025 | 4.66x |
| Sep 2025 | 4.25x |
| Jun 2025 | 3.34x |
| Mar 2025 | 10.91x |
| Dec 2024 | 6.84x |
| Sep 2024 | 5.88x |
| FY Dec 2025 | -0.00x |
| FY Dec 2024 | 0.02x |
| FY Dec 2023 | -0.59x |
| FY Dec 2022 | -0.14x |
| FY Dec 2021 | -0.06x |
| Jun 2026 | 0.04x |
| Mar 2026 | 0.03x |
| Dec 2025 | -0.00x |
| Sep 2025 | -0.00x |
| Jun 2025 | -0.02x |
| Mar 2025 | -0.02x |
| Dec 2024 | 0.02x |
| Sep 2024 | 0.00x |
| FY Dec 2025 | -0.1% |
| FY Dec 2024 | -0.0% |
| FY Dec 2023 | +0.1% |
| FY Dec 2022 | +302.9% |
| FY Dec 2021 | n/a |
| Jun 2026 | +27.3% |
| Mar 2026 | +8.7% |
| Dec 2025 | -0.1% |
| Sep 2025 | -13.9% |
| Jun 2025 | -9.2% |
| Mar 2025 | -5.3% |
| Dec 2024 | -0.0% |
| Sep 2024 | -155.6% |
| FY Dec 2025 | -0.0% |
| FY Dec 2024 | -0.0% |
| FY Dec 2023 | +0.0% |
| FY Dec 2022 | +4.0% |
| FY Dec 2021 | +0.4% |
| Jun 2026 | +1.9% |
| Mar 2026 | +0.4% |
| Dec 2025 | -0.0% |
| Sep 2025 | -0.9% |
| Jun 2025 | -0.9% |
| Mar 2025 | -0.4% |
| Dec 2024 | -0.0% |
| Sep 2024 | -16.6% |
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | -4.4% |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
| FY Dec 2025 | -1.9% |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | -0.1% |
| Mar 2026 | -0.9% |
| Dec 2025 | -1.9% |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | 9.66x |
| FY Dec 2022 | 8.71x |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
| FY Dec 2025 | $451.9M |
| FY Dec 2024 | $282.8M |
| FY Dec 2023 | $273.0M |
| FY Dec 2022 | $230.0M |
| FY Dec 2021 | $215.7M |
| Jun 2026 | $361.5M |
| Mar 2026 | $365.8M |
| Dec 2025 | $451.9M |
| Sep 2025 | $483.6M |
| Jun 2025 | $419.1M |
| Mar 2025 | $271.2M |
| Dec 2024 | $282.8M |
| Sep 2024 | $282.2M |
| FY Dec 2025 | n/a |
| FY Dec 2024 | +0.2% |
| FY Dec 2023 | -11.2% |
| FY Dec 2022 | -7.8% |
| FY Dec 2021 | -5.1% |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | +0.2% |
| Sep 2024 | -0.1% |
| FY Dec 2025 | n/a |
| FY Dec 2024 | n/a |
| FY Dec 2023 | n/a |
| FY Dec 2022 | n/a |
| FY Dec 2021 | n/a |
| Jun 2026 | n/a |
| Mar 2026 | n/a |
| Dec 2025 | n/a |
| Sep 2025 | n/a |
| Jun 2025 | n/a |
| Mar 2025 | n/a |
| Dec 2024 | n/a |
| Sep 2024 | n/a |
Method
| 2025-12 | 2024-12 | 2023-12 | 2022-12 | |
|---|---|---|---|---|
| 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 | -0.35 | 0.89 | 0.98 |
| 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 |
KWY Stock Sonar score 6/7 axes
Find similar shapesCompareKWY ranks highest on insider conviction (78th percentile) and growth (74th), and lowest on financial health (9th), among Insurance peers.
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.

