King James Winston, serving as both Chief Administrative Officer and General Counsel at Guidewire Software, Inc. (NASDAQ:GWRE), completed a sale of 1,684 shares of common stock on July 9, 2026. The transaction, which totaled $219,997, was executed at a price of $130.64 per share. This sale was carried out in accordance with a 10b5-1 trading plan that Mr. Winston initially adopted on October 14, 2025, and later amended on April 9, 2026. Following this recent transaction, Mr. Winston's direct holdings in Guidewire Software common stock stand at 30,018 shares.
The stock was trading at $135.01 at the time of reporting, representing a slight increase from the sale price. However, the stock has experienced a 27% decline over the past six months. According to InvestingPro analysis, GWRE appears overvalued at current levels. Investors can access deeper insights through the comprehensive Pro Research Report, available for GWRE and 1,400+ US equities, along with exclusive ProTips highlighting key investment considerations.
In other recent news, Guidewire Software Inc. reported better-than-expected earnings for the third quarter of fiscal year 2026. The company achieved an earnings per share of $0.82, surpassing the anticipated $0.74, and revenue of $372.5 million, which exceeded the forecast of $355.99 million. Despite these positive results, Guidewire's fiscal third-quarter annual recurring revenue of $1.147 billion, although representing a 19% year-over-year growth, was slightly below expectations. This led Wells Fargo to lower its price target for Guidewire to $190 from $210, maintaining an Underweight rating.
Similarly, Stifel reduced its price target to $200 from $225, keeping a Buy rating, following the company's modest third-quarter annual recurring revenue miss. RBC Capital also adjusted its price target to $215 from $250 while maintaining an Outperform rating, citing mixed full-year fiscal 2026 guidance. These developments reflect the analysts' varied responses to Guidewire's financial performance and future outlook. Despite the earnings beat, the stock experienced a significant drop in after-hours trading.
GuidewireFollowAnalyze GWREIncluded in our AI-picked strategies·Review strategies135.01▼-0.74(-0.54%)Closed·15:59:59·USD135.050.00(0.00%)After Hours·16:57:571D1W1M6M1Y5YMaxCreated with Highcharts 11.4.814:0015:0016:0017:0018:0019:00130132134Analyze GWREThis article was generated with the support of AI and reviewed by an editor. For more information see our T&C.Is your GWRE trade worth the risk?Before you click "buy," know exactly where to set your stop-loss. Our Vision AI literally "sees" your GWRE chart and delivers a complete risk management plan—entry, stop-loss, and profit target—in under 60 seconds.Protect your downside. Validate every trade. Invest smarter.July Sale - 60% Off InvestingPro