As of April 22, 2026, the three largest insider holders of SKWD are James Charles Hays (Director, 1.98Mn shares), Corp Westaim (TenPercentOwner, 1.92Mn shares), James Charles Hays (Director, 669.31K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| James Charles Hays | - | 0 | 1,975,851 | 12 Jun, 2023 |
| Corp Westaim | - | 1,919,639 | 0 | 13 May, 2024 |
| James Charles Hays | - | 0 | 669,311 | 09 Dec, 2024 |
| David Christopher Ben Ibeson | Ceo Apollo | 266,867 | 79,708 | 05 Jan, 2026 |
| James Charles Hays | - | 174,061 | 0 | 05 Jan, 2026 |
| Andrew S Robinson | Chairman Ceo, Skyward Group | 167,674 | 0 | 27 Feb, 2026 |
| Mark W Haushill | Evp Cfo, Skyward Group | 136,412 | 0 | 27 Feb, 2026 |
| James Richard Slaughter | Cuo Apollo | 55,475 | 12,724 | 05 Jan, 2026 |
| Robert E. Creager | - | 53,033 | 0 | 09 May, 2025 |
| John A Iii Burkhart | President, Us Pc | 34,817 | 0 | 27 Feb, 2026 |
| Dan Pk Bodnar | Chief Information Officer | 26,465 | 0 | 27 Feb, 2026 |
| Leslie Shaunty | General Counsel Secretary | 26,104 | 0 | 10 Mar, 2025 |
| Sean W Duffy | Evp Chief Claims Officer | 17,963 | 0 | 27 Feb, 2026 |
| Sandip A Kapadia | Head Of Actuarial | 17,041 | 0 | 27 Feb, 2026 |
| Thomas N Schmitt | Cpo, Skyward Group | 16,523 | 0 | 27 Feb, 2026 |
| Anthony J Kuczinski | - | 11,903 | 0 | 04 Mar, 2026 |
| Marcia A Dall | - | 8,433 | 0 | 09 May, 2025 |
| Kirby Hill | Chairman, Captives Programs | 8,249 | 0 | 15 May, 2025 |
| Taryn Leonie Mcharg | Cfo Apollo | 7,764 | 0 | 05 Jan, 2026 |
| Katharine Terry | - | 6,780 | 0 | 09 May, 2025 |
| Michael J. Morrissey | - | 3,519 | 0 | 09 May, 2025 |
| Gena L Ashe | - | 3,513 | 0 | 09 May, 2025 |
| Chase M Clark | Chief Underwriting Officer | 3,279 | 0 | 10 Mar, 2025 |
| Christopher Locke Peirce | - | 3,200 | 0 | 03 Mar, 2026 |
| Taryn Leonie Mcharg | Cfo Apollo | 0 | 100 | 03 Mar, 2026 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 27 Feb, 2026 | Anthony J Kuczinski | Common Stock | A | 2,000 | $46.88 | 8,903 | D | P |
| 02 Mar, 2026 | Anthony J Kuczinski | Common Stock | A | 2,000 | $48.79 | 10,903 | D | P |
| 03 Mar, 2026 | Anthony J Kuczinski | Common Stock | A | 1,000 | $48.13 | 11,903 | D | P |
| 02 Mar, 2026 | Christopher Locke Peirce | Common Stock | A | 3,200 | $47.30 | 3,200 | D | P |
| 27 Feb, 2026 | Taryn Leonie Mcharg | Common Stock | A | 100 | $46.71 | 100 | I | P |
| 27 Feb, 2026 | Taryn Leonie Mcharg | Common Stock | A | 100 | $46.49 | 100 | I | P |
| 25 Feb, 2026 | Patricia A. Ryan | 2026 LTIP - RSUs | A | 1,442 | $0.00 | 1,442 | D | A |
| 25 Feb, 2026 | Sandip A Kapadia | Common Stock | A | 2,343 | $0.00 | 17,888 | D | M |
| 25 Feb, 2026 | John A Iii Burkhart | Common Stock | A | 4,198 | $0.00 | 36,469 | D | M |
| 25 Feb, 2026 | Dan Pk Bodnar | Common Stock | A | 2,343 | $0.00 | 27,341 | D | M |
| 25 Feb, 2026 | Thomas N Schmitt | Common Stock | A | 2,929 | $0.00 | 17,676 | D | M |
| 27 Feb, 2026 | Andrew S Robinson | Common Stock | A | 10,821 | $46.57 | 156,395 | D | P |
| 25 Feb, 2026 | Mark W Haushill | Common Stock | A | 4,392 | $0.00 | 137,848 | D | M |
| 25 Feb, 2026 | Andrew S Robinson | Common Stock | A | 17,575 | $0.00 | 152,490 | D | M |
| 25 Feb, 2026 | Sean W Duffy | Common Stock | A | 3,318 | $0.00 | 19,354 | D | M |
| 26 Feb, 2026 | Sandip A Kapadia | Common Stock | D | 847 | $45.89 | 17,041 | D | F |
| 26 Feb, 2026 | Dan Pk Bodnar | Common Stock | D | 876 | $45.89 | 26,465 | D | F |
| 25 Feb, 2026 | Patricia A. Ryan | 2026 LTIP - PSUs | A | 1,442 | $0.00 | 1,442 | D | A |
| 25 Feb, 2026 | Taryn Leonie Mcharg | 2026 MIP - RSUs | A | 37,854 | $0.00 | 37,854 | D | A |
| 26 Feb, 2026 | John A Iii Burkhart | Common Stock | D | 1,652 | $45.89 | 34,817 | D | F |