Insider Trading June 22, 2026 04:40 PM

Guidewire CFO Jeffrey Cooper Executes $142,443 Stock Sale Under 10b5-1 Plan

Executive liquidation coincides with FY2026 Q3 earnings beat and subsequent analyst target adjustments amid ongoing valuation debates.

By Sofia Navarro
Share
Twitter Reddit Facebook LinkedIn
GWRE

Jeffrey Elliott Cooper, Chief Financial Officer of Guidewire Software, Inc., has executed a transaction to dispose of 1,348 shares of the company's common stock on June 22, 2026. The sale, which netted $142,443, was facilitated at a per-share price of $105.67. This transaction was automatically processed under a pre-arranged 10b5-1 trading plan that Cooper originally adopted on March 20, 2026. Following the execution of this sale, Cooper's direct holdings in Guidewire Software common stock stand at 62,119 shares. The transaction occurs as Guidewire shares trade near their 52-week low of $106.41, representing a 46% year-to-date decline. Despite the stock's depreciation, InvestingPro analysis indicates the equity remains undervalued based on its Fair Value assessment. This executive activity takes place against a backdrop of recent corporate performance metrics and shifting analyst sentiment.

Guidewire CFO Jeffrey Cooper Executes $142,443 Stock Sale Under 10b5-1 Plan
GWRE
Summarize with
ChatGPT Perplexity Claude Grok Gemini

Key Points

  • CFO Jeffrey Cooper executed a $142,443 stock sale under a pre-arranged 10b5-1 plan, reducing his direct holdings to 62,119 shares.
  • Guidewire reported strong Q3 FY2026 earnings, beating EPS and revenue expectations, though annual recurring revenue growth landed at the midpoint of guidance.
  • Multiple financial firms including Wells Fargo, Stifel, and RBC Capital adjusted their price targets downward following mixed fiscal guidance.

Jeffrey Elliott Cooper, serving as the Chief Financial Officer for Guidewire Software, Inc. (NASDAQ:GWRE), has completed a transaction involving the disposal of company equity on June 22, 2026. The transaction entailed the sale of 1,348 shares of common stock, resulting in a total transaction value of $142,443. The shares were liquidated at a specific price point of $105.67 per share. This execution was processed automatically under the parameters of a pre-arranged 10b5-1 trading plan, which Mr. Cooper established on March 20, 2026. Upon completion of this transaction, Mr. Cooper's direct ownership position in Guidewire Software common stock consists of 62,119 shares.

This executive sale occurs while Guidewire shares are trading in proximity to their 52-week low of $106.41. The stock has experienced a significant contraction of 46% year-to-date. Despite this downward price action, InvestingPro analysis suggests that the equity is currently undervalued when measured against its Fair Value assessment. For additional insights regarding GWRE's valuation metrics and 18 supplementary InvestingPro Tips, investors have access to a comprehensive Pro Research Report available exclusively to subscribers.

Concurrently, Guidewire Software Inc. has reported third-quarter earnings for fiscal year 2026 that exceeded analyst expectations. The company recorded earnings per share of $0.82, surpassing the anticipated figure of $0.74. Revenue for the quarter was reported at $372.5 million, also beating the forecasted amount of $355.99 million. Despite these positive financial results, the company's stock experienced a notable decline during after-hours trading. Furthermore, Guidewire's annual recurring revenue reached $1.147 billion, marking a 19% year-over-year increase. The company also reported $26 million in net new annual recurring revenue. However, this specific figure landed at the midpoint of the company's guidance and fell slightly below broader market expectations.

In response to these developments, several financial institutions have adjusted their price targets for Guidewire. Wells Fargo reduced its price target to $190 from $210, while maintaining an Underweight rating. Stifel lowered its target to $200 from $225, retaining a Buy rating. RBC Capital also adjusted its price target downward to $215 from $250, keeping an Outperform rating. These adjustments were influenced by Guidewire's third-quarter results and its mixed guidance for fiscal 2026.

Market data indicates that GWRE closed at 102.69, reflecting a decrease of 5.17 or -4.79%. After-hours trading showed the stock at 102.71, an increase of 0.02 or +0.02%. This data reflects the immediate market reaction to the ongoing corporate developments and executive activity.

Risks

  • The stock has declined 46% year-to-date and is trading near its 52-week low, indicating significant downward price pressure.
  • Despite beating earnings expectations, the stock experienced a significant decline in after-hours trading, suggesting market skepticism.
  • Net new annual recurring revenue fell slightly below broader market expectations, pointing to potential growth headwinds.

More from Insider Trading

Kura Oncology CMO Mollie Leoni Disposes of $834K in Shares Under Pre-Arranged Plan Jun 22, 2026 DocuSign Executive Offloads $683K in Shares Amid Stock Volatility Jun 22, 2026 Applied Materials Executive Offloads $6.3 Million in Stock Amid Valuation Concerns Jun 22, 2026 Ouster Director Ted Tewksbury Executes Pre-Arranged Share Sale and RSU Acquisition Jun 22, 2026 Voip-Pal.com Director Kevin Williams Sells $7,500 in Stock Jun 22, 2026