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Skyward Specialty Insurance Group

Skyward Specialty Insurance Group (NASDAQ: SKWD) insider transactions

In the twelve months to 10 November 2026, executives and directors of Skyward Specialty Insurance Group reported 9 open-market sales of 19,557 shares ($969,099) and 11 open-market purchases of 32,500 shares ($1.5m), by 7 people, according to the Form 4 filings they submitted to the SEC.

Latest transactions

The 20 most recent transactions in Skyward Specialty Insurance Group shares reported on Form 4
DateInsiderRoleTransactionSharesPriceHeld afterFiling
12 June 2026Schmitt Thomas NCPO, Skyward GroupOpen-market sale−8,397$51.3210,353Form 4
21 May 2026Kuczinski Anthony JDirectorOpen-market purchase+200$47.0014,177Form 4
21 May 2026Kuczinski Anthony JDirectorOpen-market purchase+800$47.0014,977Form 4
21 May 2026Kuczinski Anthony JDirectorOpen-market purchase+1,000$47.2015,977Form 4
11 May 2026Ashe Gena LDirectorOption exercise+1,797—5,310Form 4
11 May 2026Ashe Gena LDirectorOpen-market sale−100$46.355,210Form 4
11 May 2026Ashe Gena LDirectorOpen-market sale−140$46.355,070Form 4
11 May 2026Ashe Gena LDirectorOpen-market sale−500$46.354,570Form 4
7 May 2026Kuczinski Anthony JDirectorOption exercise+1,797—13,977Form 4
6 May 2026Haushill Mark WCFO - Skyward GroupOption exercise+5,036—141,448Form 4
6 May 2026Haushill Mark WCFO - Skyward GroupShares withheld for tax−1,982$43.68139,466Form 4
6 May 2026Robinson Andrew SChairman & CEO, Skyward GroupOption exercise+20,150—187,824Form 4
6 May 2026Robinson Andrew SChairman & CEO, Skyward GroupShares withheld for tax−7,930$43.68179,894Form 4
6 May 2026Duffy Sean WEVP & Chief Claims OfficerOption exercise+3,805—21,768Form 4
6 May 2026Duffy Sean WEVP & Chief Claims OfficerShares withheld for tax−1,671$43.6820,097Form 4
6 May 2026Burkhart John A IIIPresident, US P&COption exercise+4,813—39,630Form 4
6 May 2026Burkhart John A IIIPresident, US P&CShares withheld for tax−1,894$43.6837,736Form 4
6 May 2026Kapadia Sandip AHead of ActuarialOption exercise+2,686—19,727Form 4
6 May 2026Kapadia Sandip AHead of ActuarialShares withheld for tax−1,374$43.6818,353Form 4
6 May 2026Schmitt Thomas NCPO, Skyward GroupOption exercise+3,358—19,881Form 4

Names appear as in the filing, surname first. A dash in the price column means the filing reports none, as in grants and gifts.

How to read the table

Only open-market purchases and sales are trades the insider chose to make at the market price, and they are the ones counted in the summary above. Grants, option exercises and shares withheld for tax come from pay plans. A sale marked as a 10b5-1 plan was scheduled in advance under a written plan.

Where each row comes from

From the Form 4 that each executive, director or large shareholder must file with the SEC within two business days of a transaction, read up to 10 November 2026. Each row links to its filing on EDGAR. Only transactions in shares are listed, not derivatives, and amended filings are left out. The accounts of the company are on the Skyward Specialty Insurance Group page; the method, in data sources.

Information prepared from the Form 4 filings submitted to the SEC, for information purposes only. It is not financial advice or a recommendation to buy or sell. Updated on 12 November 2026.