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Guidewire Software CEO Sells $181K in Stock
Insider transaction follows recent stock repurchase authorization.
Apr. 9, 2026 at 8:38am
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Insider trading activity can provide clues about a company's financial health and market outlook.San Mateo TodayGuidewire Software CEO Michael George Rosenbaum sold 1,200 shares of the company's stock on April 6th, 2026 for a total transaction of $181,368. The sale represented a 0.55% decrease in Rosenbaum's ownership stake in the technology company, which provides software products and cloud services for property and casualty insurance carriers.
Why it matters
Insider selling can sometimes signal a lack of confidence in a company's future prospects, though Rosenbaum's sale was executed under a pre-arranged trading plan. The transaction follows Guidewire's recent $500 million share repurchase authorization, which suggests the board believes the stock is undervalued.
The details
Rosenbaum's sale was executed at an average price of $151.14 per share. After the transaction, he still directly owns 217,606 shares in Guidewire, valued at approximately $32.9 million. The company's stock has traded in a 52-week range of $120.37 to $272.60.
- The stock sale occurred on Monday, April 6, 2026.
- Guidewire announced a $500 million share repurchase plan on January 8, 2026.
The players
Michael George Rosenbaum
CEO of Guidewire Software, Inc.
Guidewire Software, Inc.
A software company that provides products and cloud services for property and casualty insurance carriers.
The takeaway
Rosenbaum's insider sale, while not unexpected given the pre-arranged nature, comes amid Guidewire's recent share repurchase authorization. This suggests the company's board sees the stock as undervalued, even as the CEO trims his personal stake.


