Form 4: Guidewire CEO Sells Shares Under Pre-Arranged Trading Plan

Guidewire Software CEO Michael Rosenbaum sold 1,400 shares of common stock for $223.75 per share, as part of a pre-arranged 10b5-1 trading plan.

Summary

• Michael George Rosenbaum, the Chief Executive Officer and a Director of Guidewire Software, Inc. (GWRE), reported a sale of company common stock.
• The transaction involved the disposition of 1,400 shares of common stock.
• The shares were sold at a price of $223.75 per share.
• The sale occurred on July 28, 2025.
• This transaction was an automatic sale executed pursuant to a Rule 10b5-1 trading plan, which was adopted by Mr. Rosenbaum on October 15, 2024.
• Following this reported transaction, Michael Rosenbaum directly beneficially owns 230,268 shares of Guidewire Software common stock.

Sentiment

Score: 5

Explanation: The sale of shares by the CEO is a planned transaction under a Rule 10b5-1 trading plan, which reduces the negative implication typically associated with insider selling. It represents a pre-scheduled liquidity event rather than a reaction to new information.

Positives

• The sale was conducted under a pre-arranged Rule 10b5-1 trading plan, indicating a planned transaction for liquidity or diversification rather than a reaction to immediate market conditions or new material information.

Negatives

• An insider, specifically the Chief Executive Officer, sold shares of the company's common stock, which can sometimes be perceived as a lack of confidence, although mitigated by the 10b5-1 plan.

Future Outlook

NA

Industry Context

NA

Stakeholder Impact

• Shareholders: May interpret the sale as a routine liquidity event for the CEO, given it was executed under a pre-arranged 10b5-1 plan, mitigating concerns about a lack of confidence in the company's future.

Key Dates

Recommendation

The sale is a pre-scheduled event under a 10b5-1 plan, indicating it is not based on new material non-public information. While insider selling can sometimes be a negative signal, this specific transaction is a routine liquidity event for the CEO and does not fundamentally alter the investment thesis for Guidewire Software. Investors should continue to evaluate the company based on its core business performance and strategic outlook.

Keywords

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