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

Guidewire Software CEO Michael Rosenbaum executed an automatic sale of 1,400 common shares at $244.55 each, pursuant to a pre-arranged 10b5-1 trading plan.

Summary

• Michael George Rosenbaum, the Chief Executive Officer and a Director of Guidewire Software, Inc. (GWRE), reported the sale of 1,400 shares of the company's common stock.
• The transaction took place on September 22, 2025.
• The shares were sold at a price of $244.55 per share.
• This sale was an automatic transaction conducted under a Rule 10b5-1 trading plan, which Mr. Rosenbaum adopted on October 15, 2024.
• Following this reported transaction, Mr. Rosenbaum directly beneficially owns 263,558 shares of Guidewire Software common stock.

Sentiment

Score: 5

Explanation: The transaction is an automatic sale under a pre-arranged 10b5-1 plan, which is a routine event for executives and does not inherently indicate positive or negative sentiment about the company's future. It is a planned liquidity event.

Future Outlook

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

Industry Context

This transaction is an individual insider trading report, specifically an automatic sale under a Rule 10b5-1 plan. Such plans are a common practice among corporate executives to manage their personal stock holdings and diversify their portfolios in a compliant manner, without implying any specific market or industry trend.

Stakeholder Impact

• Shareholders: The sale represents a minor reduction in insider ownership, but its pre-planned nature under a 10b5-1 plan typically mitigates concerns about management's confidence in the company. The volume is small relative to total shares outstanding, so direct market impact is likely minimal.

Key Dates

Recommendation

The transaction represents a pre-scheduled sale by the CEO under a Rule 10b5-1 trading plan, which is a common practice for executives to manage personal liquidity and diversification. It does not reflect a change in the company's fundamentals or a discretionary decision based on new material information, thus it does not warrant a change in investment recommendation.

Keywords

Guidewire Software, GWRE, Michael Rosenbaum, Insider Trading, Form 4, 10b5-1 Plan, CEO, Stock Sale