Insider Trading June 16, 2026 08:10 PM

GWRE CFO Cooper Offloads Shares for Tax Obligations Amid Market Volatility

Insider transaction follows mixed analyst reactions to Q3 fiscal 2026 results and revised guidance.

By Maya Rios
Share
Twitter Reddit Facebook LinkedIn
GWRE

Jeffrey Elliott Cooper, Chief Financial Officer of Guidewire Software, Inc. (NASDAQ: GWRE), executed a sale of 2,594 shares on June 16, 2026, generating approximately $308,019. The transaction was structured to cover tax liabilities arising from the settlement of Restricted Stock Units. Following the disposal, Cooper retains a direct position of 63,467 shares. The sale occurs against a backdrop of significant stock price pressure, with GWRE trading near its 52-week low of $113.67 and reflecting a 53% decline over the trailing twelve months. The company’s market capitalization stands at $9.84 billion, with shares changing hands at $117.46. Analyst perspectives remain divided; while InvestingPro notes an attractive PEG ratio of 0.18, it simultaneously flags the stock as overvalued relative to fair value estimates. Recent earnings data presents a complex picture, with Q3 fiscal 2026 results beating consensus on earnings per share and revenue, yet annual recurring revenue growth falling short of internal guidance targets. Consequently, multiple institutions have adjusted their price targets downward, highlighting uncertainty around the company’s near-term trajectory.

GWRE CFO Cooper Offloads Shares for Tax Obligations Amid Market Volatility
GWRE
Summarize with
ChatGPT Perplexity Claude Grok Gemini

Key Points

  • CFO Cooper sold 2,594 shares at $118.743 to cover tax liabilities from Restricted Stock Units, retaining 63,467 shares.
  • GWRE stock trades near its 52-week low of $113.67, down 53% over the past year, with a market cap of $9.84 billion.
  • Q3 fiscal 2026 earnings beat expectations on EPS and revenue, but annual recurring revenue growth fell short of guidance, prompting multiple analyst price target cuts.

Jeffrey Elliott Cooper, serving as the Chief Financial Officer for Guidewire Software, Inc. (NASDAQ: GWRE), completed a transaction involving the disposition of 2,594 shares of the company's common equity on June 16, 2026. The execution price for the shares was recorded at $118.743 per share, resulting in total proceeds of $308,019. The regulatory filing indicates that this specific sale was necessitated by the requirement to cover tax obligations linked to the settlement of Restricted Stock Units. Post-transaction, Mr. Cooper maintains a direct holding of 63,467 shares in Guidewire Software.

This insider activity unfolds while Guidewire's equity is trading in close proximity to its 52-week low of $113.67. Over the past year, the stock has experienced a substantial decline of 53%. Current trading levels place the share price at $117.46, which corresponds to a total market capitalization of $9.84 billion. Valuation metrics present conflicting signals; InvestingPro analysis suggests the stock may be overvalued when measured against its Fair Value, yet the company trades at a PEG ratio of 0.18, which implies a reasonable valuation relative to its growth trajectory. InvestingPro provides 16 additional tips and comprehensive Pro Research Reports for GWRE alongside 1,400+ other US equities.

Financial performance data for the third quarter of fiscal year 2026 reveals a mixed outcome. Guidewire reported earnings per share of $0.82, exceeding the consensus expectation of $0.74. Revenue for the period reached $372.5 million, surpassing the forecasted $355.99 million. Despite these superior financial metrics, the stock price declined in after-hours trading. A critical point of concern was the annual recurring revenue, which grew by 19% year-over-year to $1.147 billion. However, this figure landed at the midpoint of the company's guidance, falling short of analyst expectations.

Market participants reacted swiftly to these developments. Wells Fargo adjusted its price target for Guidewire downward from $210 to $190, maintaining an Underweight rating due to results that were lighter than anticipated. Stifel also reduced its price target from $225 to $200, though it retained a Buy rating, citing the annual recurring revenue miss. RBC Capital lowered its price target from $250 to $215, citing mixed full-year fiscal 2026 guidance while maintaining an Outperform rating. These adjustments underscore the varied analyst reception to Guidewire's recent performance and forward outlook.

Risks

  • Stock price volatility: GWRE has declined 53% over the past year and trades near its 52-week low, indicating significant market pressure.
  • Guidance miss: Annual recurring revenue growth landed at the midpoint of guidance, falling short of analyst expectations, which may impact investor confidence.
  • Analyst sentiment shift: Multiple institutions have lowered price targets, reflecting uncertainty about the company's near-term trajectory despite positive earnings.

More from Insider Trading

NextNav General Counsel James Black Executes Pre-Arranged Stock Sale Jun 16, 2026 Cigna Chief Accounting Officer Executes Share Sale Following Option Exercise Jun 16, 2026 Evergy Executive Charles Caisley Offloads $900K in Stock for Real Estate and Tax Needs Jun 16, 2026 BankUnited Executive Jay D. Richards Offloads $194,680 in Stock Amid Mixed Financial Signals Jun 16, 2026 Innodata CEO Jack Abuhoff Executes $32 Million Stock Sale Amid Post-Earnings Rally Jun 16, 2026