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

Guidewire Software's Chief Admin Officer, James Winston King, sold 7,162 shares of common stock for approximately $1.78 million under a pre-arranged 10b5-1 trading plan.

Summary

• James Winston King, Chief Admin Officer and General Counsel of Guidewire Software, Inc. (GWRE), reported the sale of common stock.
• A total of 7,162 shares of common stock were sold on September 18, 2025.
• The sales were executed at average prices ranging from $247.209 to $250.1226 per share.
• The aggregate proceeds from these sales amounted to approximately $1,782,360.34.
• These transactions were automatic sales conducted pursuant to a Rule 10b5-1 trading plan.
• The 10b5-1 trading plan was adopted by Mr. King on October 15, 2024, and subsequently amended on April 14, 2025.
• Following these transactions, Mr. King beneficially owns 38,615 shares of Guidewire Software, Inc. common stock.

Sentiment

Score: 5

Explanation: The sentiment is neutral. The sale of shares by an executive is a routine event when conducted under a pre-arranged 10b5-1 plan, which mitigates any negative implications typically associated with insider selling.

Positives

• The sales were conducted under a pre-arranged Rule 10b5-1 trading plan, indicating a structured and pre-scheduled transaction rather than a discretionary sale based on new information.

Negatives

• An insider selling a significant number of shares, even under a 10b5-1 plan, could be perceived by some investors as a lack of confidence, though this is mitigated by the pre-scheduled nature of the plan.

Future Outlook

This filing does not contain any forward-looking statements or guidance regarding the company's future performance or outlook.

Management Comments

• The sales were automatic pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.

Industry Context

This Form 4 filing reports a routine insider transaction under a pre-arranged trading plan and does not provide information directly related to broader industry trends or competitive landscape within the software or insurance technology sectors.

Corporate Governance

Stakeholder Impact

• Shareholders: The sale is a routine insider transaction under a pre-arranged plan and is unlikely to have a significant direct impact on shareholder value or perception, beyond the standard disclosure of executive stock movements.

Key Dates

Recommendation

The filing details a routine insider stock sale executed under a pre-arranged 10b5-1 trading plan. Such transactions are generally not indicative of new material information about the company's performance or outlook and therefore do not typically warrant a change in investment recommendation. The stock should be held based on existing fundamental analysis.

Keywords

Guidewire Software, GWRE, Insider Trading, Form 4, Stock Sale, 10b5-1 Plan, Executive Compensation, Common Stock