Guidewire CEO Michael Rosenbaum Sells Shares for $187,104
Guidewire Software CEO Michael Rosenbaum sold 1,200 shares on Aug. 3, 2026, for about $187,104, per an SEC Form 4. The weighted average sale price was $155.92. He still holds 191,376 shares (0.23%). Guidewire stock had a -29% return over the prior 12 months.
How this was made

The 30-second read
Why it matters
This is primarily an insider transaction disclosure. The key trading relevance is sentiment and positioning, not a new operating or financial catalyst.
Market read
A small, pre-planned CEO sale is unlikely to change valuation, but it can modestly influence short-term sentiment around GWRE after a -29% 12-month decline.
What to watch
The article provides ownership remaining (191,376 shares) and the 12-month stock decline (-29%), but does not quantify whether other insiders sold or whether there were concurrent operational catalysts.
Background
The piece summarizes an SEC Form 4 for a CEO sale of Guidewire Software shares, including pricing and remaining direct ownership.
Ticker impact
Guidewire CEO Michael Rosenbaum sold 1,200 shares on Aug. 3, 2026 under a Rule 10b5-1 plan, per SEC Form 4 details.
Low near-term impact; any reaction is likely limited to sentiment around insider selling rather than fundamentals.
The article frames the sale as marginal (<1% of direct holdings) and explicitly tied to a Rule 10b5-1 plan established in Oct. 2025, reducing information content.
Market effects
Minimal. Insider selling at a single P&C insurance software vendor does not materially change sector fundamentals.
None indicated.
None indicated.
Counterpoint
Even Rule 10b5-1 sales can coincide with periods of weakness; traders may still treat the disclosure as a bearish sentiment input if the stock has been underperforming.
Key entities
- companyGuidewire Software, Inc.
Subject of the insider sale disclosure; CEO sold shares under a Rule 10b5-1 plan.
- personMichael George Rosenbaum
Guidewire CEO who sold 1,200 shares; sale was pre-scheduled under a Rule 10b5-1 plan.



