Kavanagh Terence Michael has filed 21 insider transactions across 1 company since March 2023.
Most recent transaction: a transaction of 500000 shares of KINGSWAY FINANCIAL SERVICES INC ($KFS) on December 17, 2025.
Activity breakdown: 3 open-market purchases and 9 sales.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Dec. 17, 2025 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | X | Common Stock | 500000 | $8.25 | 2,022,580.0000 | 28,956,152 | 19.82% | 1.73% |
| Dec. 17, 2025 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | X | Stock Option (obligation to sell) | 500000 | $0.00 | 0.0000 | 28,956,152 | 100.00% | 1.73% |
| Sept. 24, 2024 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | A | Class B Preferred Stock | 80000 | $25.00 | 80,000.0000 | 0 | 9999.99% | 0.00% |
| Feb. 13, 2025 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | A | Class C Preferred Stock | 40000 | $25.00 | 40,000.0000 | 0 | 9999.99% | 0.00% |
| Sept. 24, 2024 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | A | Class B Preferred Stock | 80000 | $25.00 | 80,000.0000 | 0 | 9999.99% | 0.00% |
| June 20, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 17063 | $8.88 | 2,527,478.0000 | 0 | 0.67% | 0.00% |
| June 21, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 4898 | $8.75 | 2,522,580.0000 | 0 | 0.19% | 0.00% |
| June 15, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 15000 | $8.65 | 2,556,552.0000 | 0 | 0.58% | 0.00% |
| June 16, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 12011 | $8.74 | 2,544,541.0000 | 0 | 0.47% | 0.00% |
| June 13, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 15131 | $8.60 | 2,571,552.0000 | 0 | 0.58% | 0.00% |
| June 12, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 24762 | $8.72 | 2,586,683.0000 | 0 | 0.95% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | X | Series B Warrant | 463394 | $0.00 | 0.0000 | 0 | 100.00% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | X | Common Stock | 463394 | $5.00 | 2,611,445.0000 | 0 | 21.57% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | P | Common Stock | 125 | $9.01 | 2,148,051.0000 | 0 | 0.01% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | P | Common Stock | 1750 | $9.02 | 2,147,926.0000 | 0 | 0.08% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 125 | $9.03 | 2,148,051.0000 | 0 | 0.01% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 6000 | $8.96 | 2,148,051.0000 | 0 | 0.28% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | P | Common Stock | 6000 | $9.05 | 2,146,176.0000 | 0 | 0.28% | 0.00% |
| March 23, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | S | Common Stock | 1750 | $9.02 | 2,148,051.0000 | 0 | 0.08% | 0.00% |
| March 21, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | C | Class A convertible preferred share, series 1 | 13143 | $0.00 | 0.0000 | 0 | 100.00% | 0.00% |
| March 21, 2023 | KINGSWAY FINANCIAL SERVICES INC | $KFS | Kavanagh Terence Michael | Director | C | Common Stock | 82144 | $0.00 | 2,148,051.0000 | 0 | 3.98% | 0.00% |