SKWD (Skyward Specialty Insurance Group, Inc. Common Stock)
Insider Trading Activity
Every open-market purchase and sale reported by SKWD officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.
Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.
| Filed | Insider | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-08-07 | PETER C HEARN | Director | A | — | — |
| 2026-08-07 | PETER C HEARN | Director | A | — | — |
| 2026-06-15 | Thomas N Schmitt | CPO, Skyward Group | Sell | — | — |
| 2026-05-21 | Anthony J Kuczinski | Director | Buy | — | — |
| 2026-05-12 | Gena L Ashe | Director | MIXED | — | — |
| 2026-05-08 | Katharine Terry | Director | A | — | — |
| 2026-05-08 | Michael J. Morrissey | Director | A | — | — |
| 2026-05-08 | Marcia A Dall | Director | A | — | — |
| 2026-05-08 | Andrew S Robinson | Chairman & CEO, Skyward Group | MIXED | — | — |
| 2026-05-08 | Sandip A Kapadia | Head of Actuarial | MIXED | — | — |
| 2026-05-08 | Christopher Locke Peirce | Director | A | — | — |
| 2026-05-08 | MARK W HAUSHILL | CFO - Skyward Group | MIXED | — | — |
| 2026-05-08 | Gena L Ashe | Director | A | — | — |
| 2026-05-08 | Sean W Duffy | EVP & Chief Claims Officer | MIXED | — | — |
| 2026-05-08 | John A Burkhart III | President, US P&C | MIXED | — | — |
| 2026-05-08 | Anthony J Kuczinski | Director | M | — | — |
| 2026-05-08 | Thomas N Schmitt | CPO, Skyward Group | MIXED | — | — |
| 2026-05-08 | Dan PK Bodnar | Chief Information Officer | MIXED | — | — |
| 2026-05-07 | Robert E. Creager | Director | M | — | — |
| 2026-05-07 | James Charles Hays | Director | M | — | — |
| 2026-03-04 | Anthony J Kuczinski | Director | Buy | — | — |
| 2026-03-03 | Christopher Locke Peirce | Director | Buy | — | — |
| 2026-03-03 | Taryn Leonie McHarg | CFO - Apollo | Buy | — | — |
| 2026-02-27 | James Richard Slaughter | CUO - Apollo | A | — | — |
| 2026-02-27 | Thomas N Schmitt | CPO, Skyward Group | MIXED | — | — |
| 2026-02-27 | PATRICIA A. RYAN | Chief Legal Officer | A | — | — |
| 2026-02-27 | David Christopher Ben Ibeson | CEO - Apollo | A | — | — |
| 2026-02-27 | Dan PK Bodnar | Chief Information Officer | MIXED | — | — |
| 2026-02-27 | Shakoor Khan | Corp. Dev. Officer | A | — | — |
| 2026-02-27 | Sean W Duffy | EVP & Chief Claims Officer | MIXED | — | — |
| 2026-02-27 | John A Burkhart III | President, US P&C | MIXED | — | — |
| 2026-02-27 | Taryn Leonie McHarg | CFO - Apollo | A | — | — |
| 2026-02-27 | Andrew S Robinson | Chairman & CEO, Skyward Group | Buy | — | — |
| 2026-02-27 | Sandip A Kapadia | Head of Actuarial | MIXED | — | — |
| 2026-02-27 | MARK W HAUSHILL | EVP & CFO, Skyward Group | MIXED | — | — |
| 2026-02-27 | Andrew S Robinson | Chairman & CEO, Skyward Group | MIXED | — | — |
| 2026-02-10 | Thomas N Schmitt | CPO, Skyward Group | Sell | — | — |
| 2026-01-14 | Thomas N Schmitt | CPO, Skyward Group | MIXED | — | — |
| 2026-01-14 | Sean W Duffy | EVP & Chief Claims Officer | MIXED | — | — |
| 2026-01-14 | Andrew S Robinson | Chairman & CEO, Skyward Group | MIXED | — | — |
| 2026-01-14 | John A Burkhart III | President, US P&C, Skyward Grp | MIXED | — | — |
| 2026-01-14 | Sandip A Kapadia | Head of Actuarial | MIXED | — | — |
| 2026-01-14 | Dan PK Bodnar | Chief Information Officer | MIXED | — | — |
| 2026-01-14 | Andrew S Robinson | Chairman & CEO, Skyward Group | — | — | — |
| 2026-01-14 | MARK W HAUSHILL | EVP & CFO, Skyward Group | MIXED | — | — |
| 2026-01-05 | Taryn Leonie McHarg | CFO - Apollo | A | — | — |
| 2026-01-05 | James Charles Hays | Director | A | — | — |
| 2026-01-05 | Dan PK Bodnar | CHIEF INFORMATION OFFICER | MIXED | — | — |
| 2026-01-05 | Sandip A Kapadia | Head of Actuarial | MIXED | — | — |
| 2026-01-05 | Andrew S Robinson | Chairman & CEO, Skyward Group | MIXED | — | — |
| Insider | Role | Shares Held | Value |
|---|---|---|---|
| — | 10%+ Owner | 1,919,639 | — |
| — | Director | 845,169 | — |
| — | CEO - Apollo | 346,575 | — |
| — | Chairman & CEO, Skyward Group | 187,824 | — |
| — | CFO - Skyward Group | 139,466 | — |
| — | CUO - Apollo | 68,199 | — |
| — | Director | 54,830 | — |
| — | President, US P&C | 37,736 | — |
| — | Chief Information Officer | 28,147 | — |
| — | GENERAL COUNSEL & SECRETARY | 22,516 | — |
| — | EVP & Chief Claims Officer | 20,097 | — |
| — | Head of Actuarial | 19,727 | — |
| — | Director | 16,002 | — |
| — | CPO, Skyward Group | 10,353 | — |
| — | Director | 8,433 | — |
| — | Chairman, Captives & Programs | 8,249 | — |
| — | CFO - Apollo | 7,864 | — |
| — | Director | 6,780 | — |
| — | Director | 5,310 | — |
| — | Director | 3,519 | — |
| — | Director | 3,200 | — |
| — | Chief Underwriting Officer | 1,880 | — |
| — | Corp. Dev. Officer | 694 | — |
Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.
Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.
Full filing history and per-insider positions are on the SKWD quote page; the site-wide leaderboard is on the insider transactions hub.