SKYWARD SPECIALTY INSURANCE GROUP (SKWD) — insider trading
Financials · NASDAQ
SKYWARD SPECIALTY INSURANCE GROUP (SKWD) has 43 reported SEC Form 4 insider transactions in our data, including 3 open-market purchases and 4 open-market sales among the most recent 43 (latest 2026-08-06).
Recent Form 4 transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 2026-08-06 | HEARN PETER C | Director | Grant / award / vesting (derivative) | 1,845 | — | $0 | Form 4 |
| 2026-06-12 | Schmitt Thomas N | Officer (CPO, Skyward Group) | Open-market sale | 8,397 | $51.32 | $431.0K | Form 4 |
| 2026-05-21 | Kuczinski Anthony J | Director | Open-market purchase | 1,000 | $47.20 | $47.2K | Form 4 |
| 2026-05-21 | Kuczinski Anthony J | Director | Open-market purchase | 800 | $47.00 | $37.6K | Form 4 |
| 2026-05-21 | Kuczinski Anthony J | Director | Open-market purchase | 200 | $47.00 | $9.4K | Form 4 |
| 2026-05-11 | Ashe Gena L | Director | Option exercise / conversion (derivative) | 1,797 | — | $0 | Form 4 |
| 2026-05-11 | Ashe Gena L | Director | Open-market sale | 500 | $46.35 | $23.2K | Form 4 |
| 2026-05-11 | Ashe Gena L | Director | Open-market sale | 140 | $46.35 | $6.5K | Form 4 |
| 2026-05-11 | Ashe Gena L | Director | Open-market sale | 100 | $46.35 | $4.6K | Form 4 |
| 2026-05-11 | Ashe Gena L | Director | Option exercise / conversion | 1,797 | — | — | Form 4 |
| 2026-05-07 | Kuczinski Anthony J | Director | Option exercise / conversion (derivative) | 1,797 | — | $0 | Form 4 |
| 2026-05-07 | Kuczinski Anthony J | Director | Option exercise / conversion | 1,797 | — | — | Form 4 |
| 2026-05-06 | Ashe Gena L | Director | Grant / award / vesting (derivative) | 3,334 | — | $0 | Form 4 |
| 2026-05-06 | Dall Marcia A | Director | Grant / award / vesting (derivative) | 3,334 | — | $0 | Form 4 |
| 2026-05-06 | Kuczinski Anthony J | Director | Grant / award / vesting (derivative) | 3,334 | — | $0 | Form 4 |
| 2026-05-06 | Morrissey Michael J. | Director | Grant / award / vesting (derivative) | 3,334 | — | $0 | Form 4 |
| 2026-05-06 | Peirce Christopher Locke | Director | Grant / award / vesting (derivative) | 3,890 | — | $0 | Form 4 |
| 2026-05-06 | Terry Katharine | Director | Grant / award / vesting (derivative) | 3,334 | — | $0 | Form 4 |
| 2026-05-06 | Duffy Sean W | Officer (EVP & Chief Claims Officer) | Option exercise / conversion (derivative) | 2,861 | — | $0 | Form 4 |
| 2026-05-06 | Duffy Sean W | Officer (EVP & Chief Claims Officer) | Shares withheld for taxes / exercise cost | 1,671 | $43.68 | $73.0K | Form 4 |
| 2026-05-06 | Duffy Sean W | Officer (EVP & Chief Claims Officer) | Option exercise / conversion | 3,805 | — | $0 | Form 4 |
| 2026-05-06 | Robinson Andrew S | Director, Officer (Chairman & CEO, Skyward Group) | Option exercise / conversion (derivative) | 15,151 | — | $0 | Form 4 |
| 2026-05-06 | Robinson Andrew S | Director, Officer (Chairman & CEO, Skyward Group) | Shares withheld for taxes / exercise cost | 7,930 | $43.68 | $346.4K | Form 4 |
| 2026-05-06 | Robinson Andrew S | Director, Officer (Chairman & CEO, Skyward Group) | Option exercise / conversion | 20,150 | — | $0 | Form 4 |
| 2026-05-06 | HAUSHILL MARK W | Officer (CFO - Skyward Group) | Option exercise / conversion (derivative) | 3,787 | — | $0 | Form 4 |
| 2026-05-06 | HAUSHILL MARK W | Officer (CFO - Skyward Group) | Shares withheld for taxes / exercise cost | 1,982 | $43.68 | $86.6K | Form 4 |
| 2026-05-06 | HAUSHILL MARK W | Officer (CFO - Skyward Group) | Option exercise / conversion | 5,036 | — | $0 | Form 4 |
| 2026-05-06 | Burkhart John A III | Officer (President, US P&C) | Option exercise / conversion (derivative) | 3,619 | — | $0 | Form 4 |
| 2026-05-06 | Burkhart John A III | Officer (President, US P&C) | Shares withheld for taxes / exercise cost | 1,894 | $43.68 | $82.7K | Form 4 |
| 2026-05-06 | Burkhart John A III | Officer (President, US P&C) | Option exercise / conversion | 4,813 | — | $0 | Form 4 |
| 2026-05-06 | Bodnar Dan PK | Officer (Chief Information Officer) | Option exercise / conversion (derivative) | 2,020 | — | $0 | Form 4 |
| 2026-05-06 | Bodnar Dan PK | Officer (Chief Information Officer) | Shares withheld for taxes / exercise cost | 1,004 | $43.68 | $43.9K | Form 4 |
| 2026-05-06 | Bodnar Dan PK | Officer (Chief Information Officer) | Option exercise / conversion | 2,686 | — | $0 | Form 4 |
| 2026-05-06 | Kapadia Sandip A | Officer (Head of Actuarial) | Option exercise / conversion (derivative) | 2,020 | — | $0 | Form 4 |
| 2026-05-06 | Kapadia Sandip A | Officer (Head of Actuarial) | Shares withheld for taxes / exercise cost | 1,374 | $43.68 | $60.0K | Form 4 |
| 2026-05-06 | Kapadia Sandip A | Officer (Head of Actuarial) | Option exercise / conversion | 2,686 | — | $0 | Form 4 |
| 2026-05-06 | Schmitt Thomas N | Officer (CPO, Skyward Group) | Option exercise / conversion (derivative) | 2,525 | — | $0 | Form 4 |
| 2026-05-06 | Schmitt Thomas N | Officer (CPO, Skyward Group) | Shares withheld for taxes / exercise cost | 1,322 | $43.68 | $57.7K | Form 4 |
| 2026-05-06 | Schmitt Thomas N | Officer (CPO, Skyward Group) | Option exercise / conversion | 3,358 | — | $0 | Form 4 |
| 2026-05-05 | Creager Robert E. | Director | Option exercise / conversion (derivative) | 1,797 | — | $0 | Form 4 |
| 2026-05-05 | Creager Robert E. | Director | Option exercise / conversion | 1,797 | — | — | Form 4 |
| 2026-05-05 | Hays James Charles | Director | Option exercise / conversion (derivative) | 1,797 | — | $0 | Form 4 |
| 2026-05-05 | Hays James Charles | Director | Option exercise / conversion | 1,797 | — | — | Form 4 |
Ask the chat about SKWD's insider activity →
Transaction types are the SEC Form 4 codes: open-market purchases (P) and sales (S) are the only rows that reflect open-market conviction. Awards/vesting (A), option exercises (M/X/C), shares withheld for taxes (F) and gifts (G) are compensation or mechanical, not buying or selling on the open market. Sales may be planned and non-discretionary (e.g. a Rule 10b5-1 plan); open-market buying is not a recommendation to buy. Informational only — not financial advice.
Source: SEC EDGAR Form 3/4/5. See the full company profile: SKYWARD SPECIALTY INSURANCE GROUP (SKWD).
Last updated 2026-08-06 (most recent filing date).
Informational only — NOT financial advice. Insider filings are sourced from SEC EDGAR and shown with their reported dates.