According to recent filings covering the 90 days ending February 19, 2026, the three most significant insider holders at Skyward Specialty Insurance are Director James Charles Hays (2.15Mn shares), TenPercentOwner Corp Westaim (1.92Mn shares), Ceo Apollo David Christopher Ben Ibeson (346.57K shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| James Charles Hays | 2,149,912 | 05 Jan, 2026 | |
| Corp Westaim | 1,919,639 | 13 May, 2024 | |
| David Christopher Ben Ibeson | Ceo Apollo | 346,575 | 05 Jan, 2026 |
| Andrew S Robinson | Chairman & Ceo And Skyward Group | 134,915 | 14 Jan, 2026 |
| Mark W Haushill | Evp & Cfo And Skyward Group | 133,456 | 14 Jan, 2026 |
| James Richard Slaughter | Cuo Apollo | 68,199 | 05 Jan, 2026 |
| Robert E. Creager | 53,033 | 09 May, 2025 | |
| John A Iii Burkhart | President And Us P&C And Skyward Grp | 32,271 | 14 Jan, 2026 |
| Leslie Shaunty | General Counsel & Secretary | 26,104 | 10 Mar, 2025 |
| Dan Pk Bodnar | Chief Information Officer | 24,998 | 14 Jan, 2026 |
| Sean W Duffy | Evp & Chief Claims Officer | 16,036 | 14 Jan, 2026 |
| Sandip A Kapadia | Head Of Actuarial | 15,545 | 14 Jan, 2026 |
| Thomas N Schmitt | Cpo And Skyward Group | 14,747 | 10 Feb, 2026 |
| Marcia A Dall | 8,433 | 09 May, 2025 | |
| Kirby Hill | Chairman And Captives & Programs | 8,249 | 15 May, 2025 |
| Taryn Leonie Mcharg | Cfo Apollo | 7,764 | 05 Jan, 2026 |
| Anthony J Kuczinski | 6,928 | 09 May, 2025 | |
| Katharine Terry | 6,780 | 09 May, 2025 | |
| Michael J. Morrissey | 3,519 | 09 May, 2025 | |
| Gena L Ashe | 3,513 | 09 May, 2025 | |
| Chase M Clark | Chief Underwriting Officer | 3,279 | 10 Mar, 2025 |
* 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 |
|---|---|---|---|---|---|---|---|---|
| 09 Feb, 2026 | Thomas N Schmitt | Common Stock | D | 2,616 | $43.49 | 14,747 | D | S |
| 12 Jan, 2026 | Mark W Haushill | Common Stock | A | 6,665 | $0.00 | 136,079 | D | M |
| 12 Jan, 2026 | Mark W Haushill | Common Stock | D | 2,797 | $46.10 | 129,414 | D | F |
| 12 Jan, 2026 | Mark W Haushill | Common Stock | A | 6,665 | $0.00 | 132,211 | D | M |
| 12 Jan, 2026 | Mark W Haushill | Common Stock | D | 2,623 | $46.10 | 133,456 | D | F |
| 12 Jan, 2026 | Andrew S Robinson | Common Stock | A | 50,000 | $0.00 | 154,590 | D | M |
| 12 Jan, 2026 | Andrew S Robinson | Common Stock | A | 50,000 | $0.00 | 124,447 | D | M |
| 12 Jan, 2026 | Andrew S Robinson | Common Stock | D | 19,675 | $46.10 | 134,915 | D | F |
| 12 Jan, 2026 | Andrew S Robinson | Common Stock | D | 19,857 | $46.10 | 104,590 | D | F |
| 12 Jan, 2026 | Sean W Duffy | Common Stock | A | 5,000 | $0.00 | 18,131 | D | M |
| 12 Jan, 2026 | Sean W Duffy | Common Stock | D | 2,095 | $46.10 | 16,036 | D | F |
| 12 Jan, 2026 | Sean W Duffy | Common Stock | D | 2,276 | $46.10 | 13,131 | D | F |
| 12 Jan, 2026 | Sean W Duffy | Common Stock | A | 5,000 | $0.00 | 15,407 | D | M |
| 12 Jan, 2026 | John A Iii Burkhart | Common Stock | D | 2,798 | $46.10 | 28,229 | D | F |
| 12 Jan, 2026 | John A Iii Burkhart | Common Stock | D | 2,623 | $46.10 | 32,271 | D | F |
| 12 Jan, 2026 | John A Iii Burkhart | Common Stock | A | 6,665 | $0.00 | 34,894 | D | M |
| 12 Jan, 2026 | John A Iii Burkhart | Common Stock | A | 6,665 | $0.00 | 31,027 | D | M |
| 12 Jan, 2026 | Sandip A Kapadia | Common Stock | A | 5,000 | $0.00 | 14,338 | D | M |
| 12 Jan, 2026 | Sandip A Kapadia | Common Stock | A | 5,000 | $0.00 | 17,353 | D | M |
| 12 Jan, 2026 | Sandip A Kapadia | Common Stock | D | 1,985 | $46.10 | 12,353 | D | F |