Kingsway Corp. operates as a holding company, which engages in the ownership and operation of a collection of B2B and B2C services companies. It operates through the Extended Warranty and Kingsway Search Xcelerator segments. The Extended Warranty segment includes businesses in the automotive and HVAC markets such as IWS Acquisition Corporation, Geminus Holding Company, Inc., PWI Holdings, Inc., and Trinity Warranty Solutions LLC. The Kingsway Search Xcelerator segment is involved in the provision of various services and equipment sales, and includes subsidiaries such as Advanced Plumbing & Drain, LLC, CSuite Financial Partners, LLC, Digital Diagnostics, Inc., Efficient Plumbing, LLC, Image Solutions, LLC, M.L.C. Plumbing, LLC, Ravix Group, Inc., Roundhouse Electric & Equipment Co., Inc., Secure Nursing Service Inc., and Systems Products International, Inc. The company was founded on September 19, 1989 and is headquartered in Chicago, IL. |  |
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 | PresidentMr. John Taylor-Maloney Fitzgerald Executive VPMr. Kent A. Hansen President of Assigned Risk Solutions LtdMs. Leonia Rodrigues CEO of Maison Insurance Company & President of Maison Insurance CompanyMr. Douglas Neil Raucy President of Mendota Insurance CompanyMr. Stephen Joe Harrison |
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| Insider Trading |
Relationship |
Date |
Transaction |
Cost |
#Shares |
Value ($) |
#Shares Total |
SEC Form 4 |
| Hansen Kent A | CFO & EVP | Aug 31 '26 | Buy | 10.45 | 149 | 1,557 | 136,344 | Sep 01 05:03 PM | | Fitzgerald John Taylor Maloney | President and CEO | Aug 31 '26 | Buy | 10.45 | 239 | 2,498 | 1,426,907 | Sep 01 05:02 PM | | Horowitz Joshua | Director | Aug 19 '26 | Buy | 9.84 | 7,034 | 69,203 | 380,334 | Aug 20 06:37 PM | | Horowitz Joshua | Director | Aug 18 '26 | Buy | 9.75 | 1,300 | 12,675 | 373,300 | Aug 20 06:37 PM | | Horowitz Joshua | Director | Aug 20 '26 | Buy | 9.89 | 769 | 7,605 | 381,103 | Aug 20 06:37 PM | | Fitzgerald John Taylor Maloney | President and CEO | Aug 17 '26 | Buy | 9.87 | 254 | 2,507 | 1,426,668 | Aug 18 05:28 PM | | Hansen Kent A | CFO & EVP | Aug 17 '26 | Buy | 9.87 | 158 | 1,559 | 136,195 | Aug 18 05:25 PM | | Stilwell Joseph | Director | Aug 13 '26 | Sale | 10.00 | 100,000 | 1,000,000 | 267,018 | Aug 17 04:19 PM | | Hansen Kent A | CFO & EVP | Jul 30 '26 | Buy | 8.98 | 174 | 1,563 | 136,037 | Jul 31 04:26 PM | | Fitzgerald John Taylor Maloney | President and CEO | Jul 30 '26 | Buy | 8.98 | 278 | 2,496 | 1,426,414 | Jul 31 04:22 PM | | Hansen Kent A | CFO & EVP | Jul 15 '26 | Buy | 9.76 | 161 | 1,571 | 135,863 | Jul 16 04:44 PM | | Fitzgerald John Taylor Maloney | President and CEO | Jul 15 '26 | Buy | 9.76 | 256 | 2,499 | 1,426,136 | Jul 16 04:43 PM | | Hansen Kent A | CFO & EVP | Jun 30 '26 | Buy | 10.45 | 149 | 1,557 | 135,702 | Jul 01 04:37 PM | | Fitzgerald John Taylor Maloney | President and CEO | Jun 30 '26 | Buy | 10.45 | 239 | 2,498 | 1,425,880 | Jul 01 04:35 PM | | Hansen Kent A | CFO & EVP | Jun 15 '26 | Buy | 10.43 | 150 | 1,564 | 135,553 | Jun 15 08:54 PM | | Fitzgerald John Taylor Maloney | President and CEO | Jun 15 '26 | Buy | 10.43 | 240 | 2,503 | 1,455,874 | Jun 15 08:51 PM | | Hansen Kent A | CFO & EVP | May 29 '26 | Buy | 10.03 | 156 | 1,565 | 135,403 | Jun 01 05:48 PM | | Fitzgerald John Taylor Maloney | President and CEO | May 29 '26 | Buy | 10.03 | 250 | 2,508 | 1,455,634 | Jun 01 05:42 PM | | Horowitz Joshua | Director | May 29 '26 | Buy | 9.91 | 3,800 | 37,660 | 372,000 | Jun 01 05:23 PM | | Horowitz Joshua | Director | May 28 '26 | Buy | 9.95 | 700 | 6,965 | 368,200 | Jun 01 05:23 PM | | Fitzgerald John Taylor Maloney | President and CEO | May 21 '26 | Sale | 10.13 | 5,000 | 50,675 | 29,100 | May 22 04:11 PM | | John T. Fitzgerald | Officer | May 21 '26 | Proposed Sale | 10.23 | 5,000 | 51,150 | | May 21 05:18 PM | | Fitzgerald John Taylor Maloney | President and CEO | May 20 '26 | Sale | 10.43 | 5,000 | 52,144 | 29,100 | May 21 05:05 PM | | Fitzgerald John Taylor Maloney | President and CEO | May 19 '26 | Sale | 10.30 | 5,000 | 51,506 | 29,100 | May 21 05:05 PM | | John T. Fitzgerald | Officer | May 20 '26 | Proposed Sale | 10.24 | 5,000 | 51,200 | | May 20 06:29 PM | | John T. Fitzgerald | Officer | May 19 '26 | Proposed Sale | 10.44 | 5,000 | 52,200 | | May 19 05:19 PM | | Fitzgerald John Taylor Maloney | President and CEO | May 15 '26 | Buy | 10.85 | 230 | 2,496 | 1,461,641 | May 19 04:05 PM | | Hansen Kent A | CFO & EVP | May 15 '26 | Buy | 10.85 | 144 | 1,562 | 135,247 | May 19 04:04 PM | | Hansen Kent A | CFO & EVP | Apr 30 '26 | Buy | 10.93 | 143 | 1,563 | 135,103 | May 04 05:20 PM | | Fitzgerald John Taylor Maloney | President and CEO | Apr 30 '26 | Buy | 10.93 | 229 | 2,503 | 1,461,411 | May 04 05:19 PM | | Fitzgerald John Taylor Maloney | President and CEO | Apr 15 '26 | Buy | 11.85 | 211 | 2,500 | 1,461,182 | Apr 15 06:02 PM | | Hansen Kent A | CFO & EVP | Mar 30 '26 | Buy | 10.22 | 153 | 1,564 | 120,260 | Mar 31 04:05 PM | | Fitzgerald John Taylor Maloney | President and CEO | Mar 30 '26 | Buy | 10.22 | 244 | 2,494 | 1,460,971 | Mar 31 04:04 PM | | Fitzgerald John Taylor Maloney | President and CEO | Mar 13 '26 | Buy | 10.71 | 234 | 2,506 | 1,460,727 | Mar 16 04:00 PM | | Hansen Kent A | CFO & EVP | Mar 13 '26 | Buy | 10.71 | 146 | 1,564 | 120,107 | Mar 16 03:59 PM | | Hansen Kent A | CFO & EVP | Feb 27 '26 | Buy | 12.34 | 126 | 1,555 | 119,961 | Mar 02 05:42 PM | | Fitzgerald John Taylor Maloney | President and CEO | Feb 27 '26 | Buy | 12.34 | 202 | 2,493 | 1,460,493 | Mar 02 05:42 PM | | Hansen Kent A | CFO & EVP | Feb 17 '26 | Buy | 12.19 | 128 | 1,560 | 119,835 | Feb 18 04:38 PM | | Fitzgerald John Taylor Maloney | President and CEO | Feb 17 '26 | Buy | 12.19 | 205 | 2,499 | 1,460,291 | Feb 18 04:38 PM | | Fitzgerald John Taylor Maloney | President and CEO | Feb 02 '26 | Buy | 13.69 | 183 | 2,505 | 1,460,086 | Feb 02 06:45 PM | | Hansen Kent A | CFO & EVP | Feb 02 '26 | Buy | 13.69 | 114 | 1,561 | 119,707 | Feb 02 06:41 PM | | Fitzgerald John Taylor Maloney | President and CEO | Jan 15 '26 | Buy | 13.54 | 185 | 2,505 | 1,459,903 | Jan 29 06:39 PM | | Hansen Kent A | CFO & EVP | Jan 15 '26 | Buy | 13.54 | 116 | 1,571 | 119,593 | Jan 29 06:33 PM | | Hansen Kent A | CFO & EVP | Dec 31 '25 | Buy | 13.58 | 115 | 1,562 | 119,477 | Jan 05 04:16 PM | | Fitzgerald John Taylor Maloney | President and CEO | Dec 31 '25 | Buy | 13.58 | 184 | 2,499 | 1,459,718 | Jan 05 04:10 PM | | Hansen Kent A | CFO & EVP | Dec 29 '25 | Sale | 13.67 | 7,500 | 102,508 | 128,850 | Dec 31 04:12 PM | | Fitzgerald John Taylor Maloney | President and CEO | Dec 23 '25 | Sale | 13.32 | 30,000 | 399,714 | 1,459,534 | Dec 29 04:27 PM | | Stilwell Joseph | Director | Dec 22 '25 | Sale | 12.80 | 19,229 | 246,131 | 300,000 | Dec 29 04:01 PM | | Hansen Kent A | Officer | Dec 29 '25 | Proposed Sale | 14.00 | 7,500 | 105,000 | | Dec 29 11:39 AM | | John T. Fitzgerald | Officer | Dec 23 '25 | Proposed Sale | 13.28 | 30,000 | 398,400 | | Dec 23 04:58 PM | | Hansen Kent A | CFO & EVP | Dec 16 '25 | Buy | 12.82 | 122 | 1,564 | 136,472 | Dec 18 04:30 PM | | Fitzgerald John Taylor Maloney | President and CEO | Dec 16 '25 | Buy | 12.82 | 195 | 2,500 | 1,489,534 | Dec 18 04:29 PM | | Stilwell Joseph | Director | Dec 15 '25 | Sale | 12.80 | 34,269 | 438,660 | 545,135 | Dec 17 04:30 PM | | Stilwell Joseph | Director | Dec 16 '25 | Sale | 12.80 | 10,429 | 133,491 | 534,706 | Dec 17 04:30 PM | | Stilwell Joseph | Director | Dec 11 '25 | Sale | 12.80 | 67,500 | 864,000 | 579,404 | Dec 15 06:30 PM | | Stilwell Joseph | Director | Dec 08 '25 | Sale | 12.82 | 35,000 | 448,700 | 666,904 | Dec 10 06:13 PM | | Stilwell Joseph | Director | Dec 09 '25 | Sale | 12.80 | 20,000 | 256,000 | 646,904 | Dec 10 06:13 PM | | Fitzgerald John Taylor Maloney | President and CEO | Nov 28 '25 | Buy | 13.03 | 192 | 2,502 | 1,489,339 | Dec 02 04:42 PM | | Hansen Kent A | CFO & EVP | Nov 28 '25 | Buy | 13.03 | 120 | 1,564 | 136,350 | Dec 02 04:39 PM | | Hansen Kent A | CFO & EVP | Nov 17 '25 | Buy | 12.70 | 123 | 1,562 | 136,230 | Nov 19 04:06 PM | | Fitzgerald John Taylor Maloney | President and CEO | Nov 17 '25 | Buy | 12.70 | 197 | 2,502 | 1,489,147 | Nov 19 04:04 PM | | Hansen Kent A | CFO & EVP | Oct 30 '25 | Buy | 14.08 | 111 | 1,563 | 136,107 | Nov 03 04:19 PM | | Fitzgerald John Taylor Maloney | President and CEO | Oct 30 '25 | Buy | 14.08 | 177 | 2,492 | 1,488,950 | Nov 03 04:17 PM | | Hansen Kent A | CFO & EVP | Oct 15 '25 | Buy | 15.92 | 98 | 1,560 | 135,996 | Oct 17 05:44 PM | | Fitzgerald John Taylor Maloney | President and CEO | Oct 15 '25 | Buy | 15.92 | 157 | 2,499 | 1,488,773 | Oct 17 05:41 PM | | Fitzgerald John Taylor Maloney | President and CEO | Sep 30 '25 | Buy | 14.63 | 171 | 2,502 | 1,488,616 | Oct 02 05:01 PM | | Hansen Kent A | CFO & EVP | Sep 30 '25 | Buy | 14.63 | 107 | 1,565 | 135,898 | Oct 02 04:59 PM | | Stilwell Joseph | Director | Sep 17 '25 | Sale | 14.47 | 48,000 | 694,560 | 457,181 | Sep 18 04:40 PM | | Stilwell Joseph | Director | Sep 16 '25 | Sale | 14.40 | 20,000 | 288,000 | 462,236 | Sep 18 04:40 PM | | Fitzgerald John Taylor Maloney | President and CEO | Sep 15 '25 | Buy | 14.36 | 174 | 2,499 | 1,530,745 | Sep 16 05:57 PM | | Hansen Kent A | CFO & EVP | Sep 15 '25 | Buy | 14.36 | 109 | 1,565 | 135,791 | Sep 16 05:53 PM |
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