King James Winston 4

What Happened

• King James Winston, Guidewire Software's Chief Administrative Officer and General Counsel, disposed of 1,001 shares in an open-market/private sale on 2026-03-17 at $163.86 per share for a total of $164,022.
• This sale was carried out as tax withholding related to the settlement of Restricted Stock Units (RSUs), which is a routine administrative transaction rather than a discretionary sale for investment purposes.

Key Details

• Transaction date and price: 2026-03-17 — 1,001 shares sold at $163.86 each.
• Total value: $164,022.
• Shares owned after transaction: Not specified in the provided filing.
• Footnote: Sold by the issuer to cover taxes associated with RSU settlement (Footnote F1 — tax withholding).
• Filing date: 2026-03-18 (filed the day after the transaction; no late filing indicated).
• Transaction code: S = Sale; reason noted as tax withholding (F).

Context

• Tax-withholding sales tied to RSU settlements are common and typically do not signal an insider's view of the company's prospects. They are administrative actions to satisfy tax obligations when RSUs vest.
• For retail investors, purchases by insiders tend to be more informative about confidence in the business; routine withholding sales should be interpreted accordingly.