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

Guidewire Software CEO Michael George Rosenbaum sold 1,400 shares of common stock for $230.08 per share, executed under a pre-arranged 10b5-1 trading plan.

Summary

• Michael George Rosenbaum, Chief Executive Officer and Director of Guidewire Software, Inc. (GWRE), reported a sale of common stock.
• The transaction involved the disposition of 1,400 shares of Guidewire Software common stock.
• The shares were sold at a price of $230.08 per share.
• The sale occurred on October 6, 2025.
• This transaction was an automatic sale executed pursuant to a Rule 10b5-1 trading plan.
• The 10b5-1 trading plan was adopted by Mr. Rosenbaum on October 15, 2024.
• Following this transaction, Mr. Rosenbaum beneficially owns 260,758 shares of common stock directly.

Sentiment

Score: 5

Explanation: The transaction is a pre-scheduled sale under a 10b5-1 trading plan, which is typically for personal financial management and does not necessarily reflect a change in management's outlook on the company's prospects. Therefore, the sentiment is neutral.

Positives

• The sale was conducted under a pre-arranged 10b5-1 trading plan, indicating a structured and non-discretionary transaction for personal financial management rather than a reaction to new company developments.
• The transaction price of $230.08 per share represents a specific valuation for the shares at the time of sale.

Negatives

• An insider sale, even if pre-planned, can sometimes be perceived by investors as a lack of conviction, although 10b5-1 plans mitigate this concern significantly.

Future Outlook

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

Industry Context

This insider trading report is specific to Guidewire Software, Inc. and its CEO, Michael George Rosenbaum. It does not provide information directly related to broader industry trends or competitor activities, but rather reflects an individual's personal financial planning within the context of their role at a publicly traded company.

Stakeholder Impact

• Shareholders: The sale by a key executive, even if pre-planned, may lead to minor scrutiny, but the 10b5-1 plan mitigates concerns about discretionary selling based on new information.

Key Dates

Recommendation

The insider sale was conducted under a pre-arranged 10b5-1 plan, indicating a scheduled transaction for personal financial planning rather than a discretionary sale based on new information. This type of transaction typically does not warrant a change in investment recommendation without additional fundamental analysis of the company's performance and prospects.

Keywords

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