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

Guidewire Software CEO Michael George Rosenbaum executed a pre-planned sale of 1,200 shares of common stock at $125.5 per share.

Summary

• Michael George Rosenbaum, Chief Executive Officer and Director of Guidewire Software, Inc. (GWRE), sold 1,200 shares of common stock.
• The transaction occurred on February 23, 2026, at a price of $125.5 per share.
• This sale was an automatic transaction executed pursuant to a Rule 10b5-1 trading plan, which was adopted by Mr. Rosenbaum on October 14, 2025.
• Following this transaction, Mr. Rosenbaum beneficially owns 229,543 shares of Guidewire Software, Inc. common stock directly.

Sentiment

Score: 5

Explanation: StockSavvy.ai views this as a neutral event. While it's an insider sale, the execution under a pre-arranged 10b5-1 plan suggests a planned financial management decision rather than a reaction to new company-specific information.

Positives

• The sale was conducted under a pre-arranged Rule 10b5-1 trading plan, indicating it was not based on new, non-public information.

Negatives

• An insider sale, even if planned, reduces the CEO's direct ownership in the company, which some investors may interpret negatively.

Future Outlook

The filing does not contain any forward-looking statements or guidance.

Industry Context

StockSavvy.ai notes that insider transactions, particularly those executed under Rule 10b5-1 plans, are common practice for executives to manage their equity holdings for diversification or liquidity purposes. While a sale reduces direct ownership, the pre-scheduled nature often mitigates concerns about immediate negative sentiment, distinguishing it from opportunistic selling.

Stakeholder Impact

• Shareholders: The sale by a key executive could be viewed with slight caution, though the 10b5-1 plan context typically lessens negative interpretations.

Key Dates

Keywords

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