Guidewire software CFO Cooper sells $1.87 million in shares

Guidewire Software Inc. (NYSE:GWRE), which has seen its stock surge over 27% in the past six months and commands a market capitalization of $20.8 billion, reported that Chief Financial Officer Jeffrey Elliott Cooper sold 7,535 shares of common stock on September 18, 2025, for a total of $1.87 million. The sales were executed at prices ranging from $246.7978 to $250.2753.

The sales were executed automatically pursuant to a 10b5-1 trading plan adopted on October 15, 2024. Following the transactions, Cooper directly owns 77,111 shares of Guidewire Software.

In other recent news, Guidewire’s fiscal fourth-quarter results have caught the attention of several analyst firms. The company reported Annual Recurring Revenue (ARR) of $1,032 million, surpassing consensus estimates of $1,018 million. This strong performance was bolstered by 19 cloud deals, including significant agreements such as a 10-year deal with Liberty Mutual. As a result, Oppenheimer raised its price target for Guidewire to $300, maintaining an Outperform rating, while DA Davidson increased its target to $250, citing impressive revenue and non-GAAP operating income metrics. Raymond James also adjusted its price target to $275, noting record bookings and a 22% year-over-year growth in fully ramped ARR.

In terms of analyst ratings, Oppenheimer continues to see potential in Guidewire’s AI capabilities, reaffirming its Outperform rating. Goldman Sachs reiterated its Buy rating, pointing to growth opportunities as many customers transition from on-premise to cloud-based solutions. These developments highlight Guidewire’s strong financial performance and promising future growth paths as observed by multiple analysts.

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