Down 43% Over the Last Year, CEO Trims Holdings, Sells 1,200 Shares of Software Stock

Guidewire Software CEO Michael Rosenbaum sold 1,200 shares worth approximately $193,000 on September 8, 2026, under a pre-arranged Rule 10b5-1 trading plan. The stock has declined 43% over the past year, though the CEO retains $27.8 million in direct holdings. Despite strong fundamentals including 15.2% average revenue growth and significant increases in net income and free cash flow, the company faces headwinds from market concerns about AI's threat to traditional SaaS business models.

09/18/2026, 9:20 AM • The Motley Fool

Guidewire CEO Michael Rosenbaum Sells Shares for $187,104

Guidewire CEO Michael Rosenbaum sold 1,200 shares worth $187,104 on August 3, 2026, under a pre-scheduled Rule 10b5-1 trading plan established in October 2025. The sale represents less than 1% of his total holdings, leaving him with approximately 191,376 shares valued at $30.1 million. Despite the stock declining 29% over the past year, analysts view this as a buying opportunity given the company's strong business momentum with 25% revenue growth and successful AI integration.

08/07/2026, 3:08 PM • The Motley Fool

Guidewire's CEO Sold $166,000 in Stock — Here's What Investors Should Know

Guidewire Software CEO Michael George Rosenbaum sold 1,200 shares worth $166,164 on July 13, 2026, under a pre-established Rule 10b5-1 trading plan adopted in October 2025. The sale reduced his direct holdings by only 0.61%, and he continues to hold approximately 195,000 shares valued at $27.36 million. The transaction represents routine liquidity management and does not signal concerns about the business, as Rosenbaum has been making similar small weekly sales. Despite a 37% stock decline over the past year, Guidewire reported strong Q3 performance with 27% revenue growth and 19% ARR growth, with management expecting a record Q4.

07/14/2026, 5:06 PM • The Motley Fool

Guidewire Software Posts Better-Than-Expected Q3 Report, But Stock Drops

Guidewire Software reported Q3 earnings of $0.82 per share, beating analyst expectations of $0.74, with revenue of $372.54 million exceeding the $355.95 million estimate. Subscription and support revenue grew 35% year-over-year. Despite the strong results, the stock dropped 14.66% to $129 in after-hours trading.

06/04/2026, 6:29 PM • Benzinga

Earnings Volatility Watch: 10 Stocks Set For Big Moves This Week, From Nuclear Power To Whiskey Maker

Options markets are pricing significant implied moves between 15.92% and 21.71% across 10 stocks reporting this week, spanning AI infrastructure suppliers, nuclear power, cybersecurity, and consumer staples. The largest moves are expected for Netskope (21.71%), Brown-Forman (20.51%), and Planet Labs (18.95%), with major mega-cap companies like Broadcom, CrowdStrike, and Palo Alto Networks also reporting amid continued AI infrastructure demand.

06/01/2026, 3:15 PM • Benzinga

Insurance Analytics Market Size to Hit USD 72.39 Billion by 2035 | Research by SNS Insider

The global Insurance Analytics Market is valued at $17.60 billion in 2025 and expected to reach $72.39 billion by 2035, growing at a CAGR of 15.19%. Growth is driven by fraud detection, AI adoption, cloud computing, and alternative data sources like telematics and IoT sensors. Software components and cloud deployment dominate the market, while SMEs and government agencies represent the fastest-growing segments.

05/30/2026, 3:30 AM • GlobeNewswire

Naitiv Launches as the First AI-Native ServiceNow Consultancy

Naitiv, a new AI-native ServiceNow consultancy founded by former Thirdera executives, has launched with the acquisition of two ServiceNow partners (Cloudworks and Inspira Systems). The firm will initially focus on AI-driven digital transformation for the Property & Casualty insurance industry, positioning ServiceNow as an orchestration layer to modernize insurance operations and connect legacy systems.

04/07/2026, 8:00 AM • GlobeNewswire

The Trade Desk, Circle, And Venture Global Are Among the Top 10 Large-Cap Gainers Last Week (March 2-March 6): Are the Others in Your Portfolio?

Ten large-cap stocks were top performers during the week of March 2-6, 2026, driven by strong earnings, raised guidance, bullish analyst calls, and strategic catalysts. The Trade Desk led with a 26.7% gain following OpenAI advertising discussions and insider buying, while Intuit surged 19.25%, Guidewire jumped 17.99% on better-than-expected results, and LyondellBasell soared 17.65% on analyst upgrades.

03/08/2026, 11:30 AM • Benzinga

Guidewire Wins Long-Term Deal To Modernize Sompo's Worldwide Operations

Sompo Group announced a long-term agreement with Guidewire Software to accelerate global adoption of the Guidewire Cloud Platform, deepening their 12-year partnership. The deal includes migrating Sompo's existing applications to the cloud and deploying new solutions, with initial focus on global commercial businesses and Sompo Direct Insurance in Japan. Guidewire shares rose 1.68% in premarket trading.

02/18/2026, 8:53 AM • Benzinga

These 10 Stocks Just Had Their Best Or Worst Month Ever — And You Might Not Know Why

January 2026 saw extreme stock movements driven by earnings surprises and sector disruptions. Top gainers included SanDisk (up 150%), Cameco (up 37%), and Lockheed Martin (up 30%), while software stocks suffered historic declines with Braze, HubSpot, Rubrik, Guidewire, and GoDaddy all posting worst months on record. Microsoft's weak Azure guidance triggered a broader software sector selloff, with the IGV ETF down 14% for the month.

01/30/2026, 2:51 PM • Benzinga

クオンテクサ請求アクセラレーターがガイドワイア・マーケットプレイスで提供開始、保険金請求業務にリアルタイムの意思決定インテリジェンスをもたらす

Quantexa has launched its Decision Intelligence accelerator for Guidewire ClaimCenter on the Guidewire Marketplace. The integration enables insurance companies to reduce claims leakage, accelerate time-to-value, and make smarter claims decisions through real-time fraud detection, segmentation, and contextual analysis by combining internal and external data sources.

01/23/2026, 4:54 PM • GlobeNewswire

מאיץ התביעות של Quantexa זמין כעת ב-Guidewire Marketplace, ומביא מודיעין לקבלת החלטות בזמן אמת לשוק תביעות הביטוח

Quantexa announced that its Claims Accelerator for Decision Intelligence is now available on Guidewire Marketplace. The integration with Guidewire ClaimCenter enables insurance companies to reduce leakage, accelerate time-to-value, and make smarter claims decisions through real-time fraud detection, entity resolution, and relationship analysis across the entire claims lifecycle.

01/23/2026, 4:54 PM • GlobeNewswire

Quantexa Claims Accelerator disponible sur Guidewire Marketplace, avec intégration de l’intelligence décisionnelle en temps réel dans la gestion des sinistres

Quantexa announced that its Claims Accelerator for Decision Intelligence is now globally available on Guidewire Marketplace. The solution integrates real-time fraud detection, claims segmentation, and contextual analytics into Guidewire ClaimCenter on Guidewire Cloud, helping insurers reduce losses, accelerate ROI, and make better-informed claims decisions through unified data from internal and external sources.

01/23/2026, 4:54 PM • GlobeNewswire

Quantexa Claims Accelerator Now Available on Guidewire Marketplace, Bringing Real-Time Decision Intelligence to Insurance Claims

Quantexa announced that its Claims Accelerator for Decision Intelligence is now available on the Guidewire Marketplace, enabling insurers to embed advanced claims intelligence into ClaimCenter workflows. The integration offers real-time fraud detection, claims segmentation, and contextual analytics to help insurers reduce leakage, accelerate time-to-value, and improve claims outcomes using connected data.

01/23/2026, 3:00 AM • GlobeNewswire

Insurance Analytics Market Trends and Opportunities 2026-2031: Insurers Embrace AI, Driving Enterprise Spend on Analytics Infrastructure

The insurance analytics market is projected to grow from USD 13.29 billion in 2025 to USD 31.76 billion by 2031 at a 15.64% CAGR, driven by AI adoption, regulatory demands, and IoT data growth. Key trends include increased competition from digital-only insurers, rising demand for fraud detection and claims management solutions, and expansion in Asia-Pacific. However, data privacy regulations and talent shortages present challenges.

01/22/2026, 4:58 AM • GlobeNewswire