Form 4: Guidewire Officer Sells Shares Under 10b5-1 Plan

Guidewire Software's Chief Administrative Officer, James Winston King, sold common stock totaling 3,317 shares in December 2025.

Summary

• James Winston King, Chief Administrative Officer and General Counsel of Guidewire Software, Inc., reported two transactions involving the disposition of common stock.
• On December 16, 2025, 1,457 shares of common stock were sold at a price of $192.0761 per share. This sale was conducted by the Issuer to cover taxes associated with the settlement of Restricted Stock Units.
• On December 18, 2025, an additional 1,860 shares of common stock were sold at a price of $195 per share. This sale was an automatic transaction pursuant to a Rule 10b5-1 trading plan.
• The Rule 10b5-1 trading plan was adopted by the Reporting Person on October 15, 2024, and subsequently amended on April 14, 2025.
• Following these transactions, James Winston King beneficially owns 33,702 shares of Guidewire Software common stock.

Sentiment

Score: 5

Explanation: The filing reports routine insider stock sales by an executive, including a sale for tax obligations and another under a pre-arranged 10b5-1 trading plan. These transactions are generally considered neutral as they are often part of executive compensation and personal financial planning, rather than a signal about the company's immediate prospects.

Future Outlook

NA

Industry Context

NA

Stakeholder Impact

• Shareholders: The reported sales are routine insider transactions, unlikely to have a significant direct impact on the company's operational performance or strategic direction. However, some investors may view insider sales, even pre-planned ones, with slight caution, though the context of tax obligations and 10b5-1 plans mitigates this.

Key Dates

Recommendation

The filing details routine insider stock sales by a company officer, including a sale to cover tax obligations related to Restricted Stock Units and another under a pre-established 10b5-1 trading plan. These types of transactions are common and generally do not signal a change in the company's fundamental prospects or warrant an immediate shift in investment strategy. Therefore, a 'hold' recommendation is appropriate, maintaining current positions while monitoring broader company performance and market conditions.

Keywords

Guidewire Software, GWRE, Form 4, Insider Trading, Stock Sale, James Winston King, 10b5-1 Plan, Restricted Stock Units, Officer Transaction