Form 4: Guidewire CEO Michael Rosenbaum Executes Stock Sale

Guidewire Software CEO Michael Rosenbaum sold 1,200 shares of common stock under a pre-arranged 10b5-1 trading plan.

Summary

• CEO Michael Rosenbaum sold 1,200 shares of Guidewire Software (GWRE) common stock.
• The transaction occurred on May 18, 2026, at a price of $128.19 per share.
• Following the sale, the CEO retains beneficial ownership of 210,406 shares.
• The sale was executed automatically pursuant to a Rule 10b5-1 trading plan adopted on October 14, 2025.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this as a neutral event, as the sale was pre-planned and represents a small fraction of the executive's total equity stake.

Positives

• The transaction was conducted under a pre-established 10b5-1 plan, indicating the sale was not based on non-public information or short-term market sentiment.

Negatives

• Insider selling can sometimes be perceived by the market as a lack of confidence in future share price appreciation, though this was a small portion of the CEO's total holdings.

Risks

• None identified in this filing.

Future Outlook

No forward-looking guidance provided in this filing.

Industry Context

StockSavvy.ai notes that routine insider selling under 10b5-1 plans is a standard corporate practice for executives to manage personal liquidity and is generally viewed as neutral by the investment community.

Comparison to Industry Standards

• The use of 10b5-1 plans is the industry standard for executives at major software companies like Salesforce, Oracle, and Workday to avoid potential insider trading allegations.

Stakeholder Impact

• Minimal impact on shareholders as the sale was executed via a pre-planned, automated mechanism.

Next Steps

• None mentioned.

Key Dates

Keywords

Guidewire Software, GWRE, Insider Trading, Form 4, Michael Rosenbaum, 10b5-1