Guidewire Software’s chief admin officer sells shares worth $867,639

SAN MATEO, CA—King James Winston, the Chief Administrative Officer and General Counsel of Guidewire Software (ETR:SOWGn), Inc. (NYSE:GWRE), has sold a significant portion of his holdings in the company. According to a recent SEC filing, Winston executed multiple sales transactions of the company’s common stock over two days. The sales come as Guidewire’s stock shows strong momentum, with an impressive 70% return over the past year and recent gains of 8.5% in the past week, according to InvestingPro data.

On March 18, Winston sold 1,051 shares at an average price of $189.41 per share, totaling approximately $199,073. The following day, March 19, he sold an additional 3,460 shares at prices ranging from $191.30 to $194.61 per share. These transactions amounted to about $668,566.

These sales were executed as part of a pre-arranged trading plan under Rule 10b5-1, which allows company insiders to set up a predetermined plan for selling stocks to avoid potential insider trading violations. Following these transactions, Winston holds 41,153 shares of Guidewire Software.

Guidewire Software, a leading provider of software products for property and casualty insurers, continues to be a focal point for investors tracking insider trading activities.

In other recent news, Guidewire Software Inc . reported strong fiscal second-quarter results, surpassing expectations in Annual Recurring Revenue (ARR), total revenue, and operating income. The company closed 12 cloud deals, an increase from the previous year, and revised its fiscal 2025 forecasts upward, raising midpoints for total revenue, ARR, and operating income. Analysts from DA Davidson, Stifel, and Raymond (NSE:RYMD) James maintained their Buy or Outperform ratings, with price targets of $226, $230, and $225, respectively, citing the company’s robust cloud momentum and strategic direction. Goldman Sachs adjusted its price target to $235 from $240, maintaining a Buy rating, while Citi increased its target to $199 but kept a Neutral stance due to valuation concerns. Despite a slightly below-consensus third-quarter ARR outlook, analysts highlighted the strength of Guidewire’s cloud migrations and new customer acquisitions. The company’s performance is further supported by its strong position in the property and casualty insurance market. Analysts remain optimistic about Guidewire’s long-term prospects, with expectations of continued growth in cloud-based services and market share gains.

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