Skyward Specialty Insurance's top three insider shareholders as of June 02, 2026 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 |
|---|---|---|---|---|
| Corp Westaim | - | 1,919,639 | 0 | 13 May, 2024 |
| Mark W Haushill | Evp Cfo, Skyward Group | 136,412 | 0 | 27 Feb, 2026 |
| Andrew S Robinson | Chairman Ceo, Skyward Group | 167,674 | 0 | 27 Feb, 2026 |
| Michael J. Morrissey | - | 3,519 | 0 | 09 May, 2025 |
| Marcia A Dall | - | 8,433 | 0 | 09 May, 2025 |
| Robert E. Creager | - | 53,033 | 0 | 09 May, 2025 |
| Gena L Ashe | - | 3,513 | 0 | 09 May, 2025 |
| James Charles Hays | - | 0 | 1,975,851 | 12 Jun, 2023 |
| Kirby Hill | Chairman, Captives Programs | 8,249 | 0 | 15 May, 2025 |
| Sean W Duffy | Evp Chief Claims Officer | 17,963 | 0 | 27 Feb, 2026 |
| John A Iii Burkhart | President, Us Pc | 34,817 | 0 | 27 Feb, 2026 |
| Katharine Terry | - | 6,780 | 0 | 09 May, 2025 |
| Sandip A Kapadia | Head Of Actuarial | 17,041 | 0 | 27 Feb, 2026 |
| Thomas N Schmitt | Cpo, Skyward Group | 16,523 | 0 | 27 Feb, 2026 |
| Leslie Shaunty | General Counsel Secretary | 26,104 | 0 | 10 Mar, 2025 |
| Dan Pk Bodnar | Chief Information Officer | 26,465 | 0 | 27 Feb, 2026 |
| Anthony J Kuczinski | - | 11,903 | 0 | 04 Mar, 2026 |
| Chase M Clark | Chief Underwriting Officer | 3,279 | 0 | 10 Mar, 2025 |
| David Christopher Ben Ibeson | Ceo Apollo | 266,867 | 79,708 | 05 Jan, 2026 |
| James Richard Slaughter | Cuo Apollo | 55,475 | 12,724 | 05 Jan, 2026 |
| Taryn Leonie Mcharg | Cfo Apollo | 7,764 | 0 | 05 Jan, 2026 |
| Christopher Locke Peirce | - | 3,200 | 0 | 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 | Mark W Haushill | Common Stock | A | 4,392 | $0.00 | 137,848 | D | M |
| 25 Feb, 2026 | Patricia A. Ryan | 2026 LTIP - RSUs | A | 1,442 | $0.00 | 1,442 | D | A |
| 25 Feb, 2026 | Dan Pk Bodnar | Common Stock | A | 2,343 | $0.00 | 27,341 | D | M |
| 25 Feb, 2026 | John A Iii Burkhart | Common Stock | A | 4,198 | $0.00 | 36,469 | D | M |
| 25 Feb, 2026 | Andrew S Robinson | Common Stock | A | 17,575 | $0.00 | 152,490 | D | M |
| 25 Feb, 2026 | Sandip A Kapadia | Common Stock | A | 2,343 | $0.00 | 17,888 | D | M |
| 25 Feb, 2026 | Thomas N Schmitt | Common Stock | A | 2,929 | $0.00 | 17,676 | D | M |
| 25 Feb, 2026 | Sean W Duffy | Common Stock | A | 3,318 | $0.00 | 19,354 | D | M |
| 27 Feb, 2026 | Andrew S Robinson | Common Stock | A | 10,821 | $46.57 | 156,395 | D | P |
| 26 Feb, 2026 | Dan Pk Bodnar | Common Stock | D | 876 | $45.89 | 26,465 | D | F |
| 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 |
| 26 Feb, 2026 | Andrew S Robinson | Common Stock | D | 6,916 | $45.89 | 145,574 | D | F |
| 25 Feb, 2026 | Patricia A. Ryan | 2026 LTIP - PSUs | A | 1,442 | $0.00 | 1,442 | D | A |