Guidewire CEO Sells $181K in Shares
Guidewire Software CEO Michael George Rosenbaum sold 1,200 shares of the company's stock for $181,368, reducing his ownership by 0.55%. This sale, executed under a Rule 10b5-1 trading plan, is one of several consistent monthly sales by the CEO since January 2026. While regular for a CEO, these sales may prompt investors to question Rosenbaum’s long-term confidence in Guidewire's future growth prospects.
Insider Sell: Michael Rosenbaum Sells Shares of Guidewire Softwa
Guidewire Software Inc CEO Michael Rosenbaum sold 1,200 shares of the company on April 6, 2026, reducing his holding to 217,606 shares. Over the past year, Rosenbaum has sold a total of 117,194 shares with no purchases. Shares were trading at $151.14, and the stock is considered modestly undervalued with a price-to-GF-Value ratio of 0.79.
Insider Selling: Guidewire Software (NYSE:GWRE) CEO Sells 1,200 Shares of Stock
Guidewire Software CEO Michael George Rosenbaum sold 1,200 shares of company stock for $181,368, reducing his holdings by 0.55%. This sale on April 6th was part of a pre-arranged Rule 10b5-1 plan, and he has made multiple insider sales since January totaling approximately $2.6 million. Despite the insider selling, Guidewire recently surpassed quarterly EPS and revenue estimates, and its board authorized a $500 million stock buyback.
[Form 4] Guidewire Software, Inc. Insider Trading Activity
Guidewire Software, Inc.'s CEO, Michael George Rosenbaum, reported an open-market sale of 1,200 shares of common stock at $151.14 per share, totaling $181,368. This transaction was executed automatically under a pre-arranged Rule 10b5-1 trading plan. Following the sale, Rosenbaum directly holds 217,606 shares of the company's common stock.
Affiliate resale activity for GWRE (NYSE: GWRE) lists multiple small-share trades
Guidewire Software, Inc. (GWRE) has filed a Form 144, indicating proposed sales of Common Stock by an affiliate. The filing details multiple small-block trades, primarily 1,200-share transactions, along with several larger disposals between January and March 2026. Mike Rosenbaum is listed as the seller, with Morgan Stanley Smith Barney LLC acting as the broker for these transactions.
Unusual Options Activity Spikes for Guidewire Software
Guidewire Software (NYSE:GWRE) experienced a significant surge in call option trading, with over 1,200 contracts purchased, far exceeding its typical daily average. This activity suggests that traders anticipate a rise in the insurance technology company's stock price, possibly indicating optimism about its future performance or a rebound from its recent decline. The company provides core system software and cloud services for property and casualty insurers, and its stock has experienced recent volatility.
Guidewire Software, Inc. Common Stock (NY: GWRE)
This article provides a list of recent press releases and news headlines regarding Guidewire Software, Inc. (NYSE: GWRE), primarily detailing their financial results, new product releases, strategic partnerships, and executive appointments. It also includes information about the company's stock performance and various business collaborations in the insurance tech sector.
Ethias Goes Live on Guidewire Cloud Platform, Building a Trusted Foundation for AI Innovation
Belgian insurer Ethias has successfully gone live on the Guidewire Cloud Platform, modernizing its core systems and enhancing its claims handling processes. This integration, a collaboration with Deloitte and Ethias' IT subsidiary NRB, positions Ethias to progressively integrate AI for improved efficiency and service quality. The move is expected to increase business agility, support ongoing innovation, and empower teams to process claims faster and more consistently.
Belgian insurer Ethias moves claims to the cloud for faster service
Belgian insurer Ethias has successfully migrated its claims processing to Guidewire Cloud Platform, a move aimed at modernizing its core systems and enhancing customer service. This initiative, supported by Deloitte and Ethias' IT subsidiary NRB, will enable faster, smoother, and more consistent claims handling, and sets the stage for future AI integration to improve efficiency and service quality. Ethias, the 3rd largest insurer in Belgium, seeks to increase business agility and innovation through this cloud adoption.
Allspring Global Investments Holdings LLC Boosts Stake in Guidewire Software, Inc. $GWRE
Allspring Global Investments Holdings LLC significantly increased its stake in Guidewire Software, Inc. (NYSE:GWRE) by 112.6% in the fourth quarter, owning 479,859 shares valued at $90.0 million. This comes as Guidewire exceeded quarterly earnings and revenue expectations and announced a $500 million share repurchase plan. Despite this, some company insiders, including the President and CEO, sold shares in March.
Insider Sell: Michael Rosenbaum Sells Shares of Guidewire Softwa
Michael Rosenbaum, CEO of Guidewire Software Inc (GWRE), sold 1,200 shares of the company on March 30, 2026, reducing his holding to 218,806 shares. This sale is part of a trend over the past year with 92 insider sells and no buys. Guidewire Software is currently considered modestly undervalued based on its GF Value, with a price-to-GF-Value ratio of 0.76.
Guidewire (NYSE: GWRE) CEO sells 1,200 shares under 10b5-1 plan
Guidewire Software, Inc. CEO Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock on March 30, 2026, at $145.74 per share. This transaction was an automatic sale conducted under a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Following the sale, Rosenbaum directly holds 218,806 shares, indicating the disposition represents a small, pre-planned portion of his total ownership in the company.
Parnassus Mid Cap Fund Sold Guidewire Software (GWRE) After Achieving Investment Thesis
Parnassus Mid Cap Fund sold its stake in Guidewire Software (GWRE) after the stock fulfilled its investment thesis and return target, allowing the fund to redeploy capital into new opportunities. The fund's Q4 2025 investor letter highlighted its outperformance, returning 1.17% (net of fees) versus the Russell Midcap Index's 0.16% return, driven by investments in Information Technology and Utilities. Looking ahead, Parnassus is optimistic about mid-cap stocks in 2026, especially if economic growth continues to broaden beyond AI.
Guidewire Software, Inc. $GWRE Stock Holdings Increased by SG Americas Securities LLC
SG Americas Securities LLC significantly increased its stake in Guidewire Software, Inc. (NYSE:GWRE) by 920.6% in the fourth quarter, acquiring 34,982 additional shares to own a total of 38,782 shares valued at approximately $7.8 million. This increase follows Guidewire beating its Q4 earnings and revenue estimates and authorizing a $500 million share repurchase plan. Despite insider selling, analysts maintain a "Moderate Buy" rating with an average price target of $249.85.
Guidewire Software Inc (GWRE) Stock Price Down 4.4% on Mar 30
Shares of Guidewire Software Inc (GWRE) dropped 4.40% on March 30, closing at $144.68. Wall Street analysts have an average one-year price target of $228.49, implying a 57.93% upside. GuruFocus estimates the fair value (GF Value) at $222.98, also suggesting significant upside potential.
GWRE (NYSE) insider/resale entries show repeated 1,200-share disposals
A recent Form 144 filing for Guidewire Software, Inc. (GWRE) details proposed sales of common stock and records numerous past transactions. The filing identifies repeated sales of 1,200 shares on various dates, alongside a larger transaction of 4,737 shares on March 17, 2026, with corresponding proceeds. These entries are routine Rule 144 notices and reflect recorded dispositions under resale mechanics, without detailing cash-flow recipients or transfer restrictions.
Responsive Playbooks and the GWRE Inflection
This article analyzes Guidewire Software Inc. (NASDAQ: GWRE), highlighting weak investor sentiment across all time horizons and identifying a mid-channel oscillation pattern. It presents three AI-generated trading strategies—position, momentum breakout, and risk hedging—designed for different risk profiles, along with specific entry, target, and stop-loss levels. The analysis emphasizes a significant risk-reward setup, targeting a 27.7% gain against a 0.3% risk.
Vanguard disaggregates holdings; GWRE (NYSE: GWRE) shows 0 shares
The Vanguard Group has filed an amended Schedule 13G/A for Guidewire Software Inc. (NYSE: GWRE), reporting 0 beneficial shares (0%) of common stock. This change is due to an internal realignment within Vanguard, where certain subsidiaries will now report their holdings separately, in accordance with SEC Release No. 34-39538. The filing was signed on March 27, 2026.
Riverbridge Partners LLC Sells 34,645 Shares of Guidewire Software, Inc. $GWRE
Riverbridge Partners LLC reduced its stake in Guidewire Software, Inc. by 12.2% in the fourth quarter, selling 34,645 shares and ending with 248,875 shares valued at $50.0 million. Company insiders have also been selling shares, with 31,695 shares worth approximately $5.11 million sold in the last 90 days. Despite the institutional and insider selling, Guidewire recently reported a strong earnings beat and 24% revenue growth, leading its board to approve a $500 million share buyback program.
Guidewire Software, Inc. (NYSE:GWRE) Q2 2026 earnings call transcript
This document is a transcript of the Q2 2026 earnings call for Guidewire Software, Inc. It contains the complete dialogue from the call.
Michael George Rosenbaum Sells 1,200 Shares of Guidewire Software (NYSE:GWRE) Stock
Guidewire Software CEO Michael George Rosenbaum recently sold 1,200 shares of the company's stock for $186,672, bringing his total holdings to 220,006 shares. This sale is part of a series of insider transactions, yet Guidewire Software has exceeded quarterly earnings expectations, authorized a $500 million share buyback, and maintains a "Moderate Buy" analyst consensus with an average price target of $249.85. The company's strong financial performance and share repurchase program suggest a positive outlook despite insider selling.
Insider Sell: Michael Rosenbaum Sells Shares of Guidewire Softwa
Michael Rosenbaum, CEO of Guidewire Software Inc, sold 1,200 shares on March 23, 2026, reducing his holdings to 220,006 shares. This transaction is part of a larger trend where he has sold 116,194 shares over the past year with no purchases. Guidewire Software, trading at $155.56, appears modestly undervalued with a price-to-GF-Value ratio of 0.81, despite a high P/E ratio compared to the industry median.
Guidewire (NYSE: GWRE) CEO’s 10b5-1 sale leaves 220,006 shares
Guidewire Software's CEO, Michael George Rosenbaum, sold 1,200 shares of company stock on March 23, 2026, at $155.56 per share. This open-market sale was executed under a pre-set Rule 10b5-1 trading plan adopted in October 2025. Following the transaction, Rosenbaum still directly owns 220,006 shares of Guidewire Software common stock, indicating the sale represented a minor portion of his total holdings.
Guidewire Software, Inc. $GWRE Shares Sold by Congress Asset Management Co.
Congress Asset Management Co. reduced its stake in Guidewire Software, Inc. by 18.7% in Q4 2025, selling 66,372 shares. Despite the sell-off by some institutional investors, Guidewire beat quarterly earnings estimates, and its board authorized a $500 million share repurchase program. The stock trades at $156.69 against an average analyst price target of $249.85, with insiders also selling shares.
BDF Gestion Invests $1.80 Million in Guidewire Software
BDF Gestion, an institutional investor, has purchased a new stake of 8,969 shares in Guidewire Software, Inc. (NYSE:GWRE), valued at approximately $1.80 million, during the fourth quarter. This investment signals BDF Gestion's confidence in Guidewire's role as a leading provider of software and cloud services for property and casualty insurance carriers and its future growth prospects within the insurance technology sector.
BDF Gestion Invests $1.80 Million in Guidewire Software, Inc. $GWRE
BDF Gestion recently invested $1.80 million in Guidewire Software, acquiring 8,969 shares in Q4. This comes amidst significant insider selling from the CEO and President totaling over $1.8 million, though both still hold substantial shares. Guidewire reported strong quarterly earnings, beating analyst estimates, and announced a $500 million share buyback plan, with analysts holding a "Moderate Buy" consensus and a $249.85 target price.
Guidewire backs MyChoice tool that flags unreliable insurance submissions
MyChoice, a Canadian insurtech focused on improving the quality of insurance submissions and underwriting confidence, has joined the Guidewire Insurtech Vanguards program. This collaboration aims to help insurers using Guidewire PolicyCenter reduce premium leakage and accelerate binding by providing a tool that flags unreliable submissions and offers explainable outcomes. Guidewire's program connects innovative insurtechs with its P&C customer community to drive measurable outcomes.
Guidewire Software, Inc. (NYSE:GWRE) Receives Consensus Recommendation of "Moderate Buy" from Brokerages
Guidewire Software, Inc. (NYSE:GWRE) has a consensus "Moderate Buy" recommendation from analysts, with an average one-year price target of $249.85. The company recently exceeded earnings expectations, and its board approved a $500 million share buyback. Despite this, insiders, including the CEO and President, have recently sold over $5 million worth of shares.
Guidewire (GWRE) chief officer surrenders 1,001 shares for RSU taxes
Guidewire Software, Inc.'s Chief Administrative Officer and General Counsel, James Winston King, surrendered 1,001 shares of common stock on March 17, 2026, to cover taxes associated with the settlement of restricted stock units. This transaction, executed at $163.8579 per share, is described as a routine compensation-related adjustment rather than a discretionary sale, indicating no directional bet on the stock. Following this event, King directly holds 32,701 shares of Guidewire common stock.
CIBC Private Wealth Group LLC Raises Stock Holdings in Guidewire Software, Inc. $GWRE
CIBC Private Wealth Group LLC increased its stake in Guidewire Software, Inc. by 5.4% during the third quarter, holding 189,033 shares valued at about $43.45 million. This increase in institutional ownership comes as Guidewire Software reported strong quarterly earnings, beating analyst estimates, and authorized a $500 million share buyback. However, the article also notes recent significant insider stock sales by company executives, which could temper investor sentiment despite the positive financial results and AI-driven growth narrative.
Guidewire Software (GWRE): Wells Fargo identifies AI, secular trends as primary 2026 performance drivers
Wells Fargo has identified artificial intelligence and secular trends as the key performance drivers for Guidewire Software in 2026. This outlook suggests a positive trajectory for GWRE, underpinned by significant technological advancements and long-term market shifts.
Stock Traders Purchase High Volume of Guidewire Software Call Options (NYSE:GWRE)
Guidewire Software (NYSE:GWRE) recently experienced a significant surge in call option trading volume, indicating bullish sentiment among some investors. This activity, however, is juxtaposed with substantial insider selling by multiple executives. The company reported strong Q4 earnings, approved a $500M share buyback, and maintains a "Moderate Buy" analyst consensus despite some trimmed price targets and concerns about short-term momentum.
Guidewire software CEO Rosenbaum sells $776,194 in shares
Michael George Rosenbaum, CEO of Guidewire Software Inc (NYSE:GWRE), sold 4,737 shares for $776,194 to cover taxes related to Restricted Stock Units. This transaction follows a 34% stock decline over six months. Despite the sale and valuation concerns from some analysts, Guidewire recently reported strong Q2 results and raised its fiscal 2026 guidance, demonstrating mixed analyst sentiment balancing performance with valuation.
David Franklin Peterson Sells 273 Shares of Guidewire Software (NYSE:GWRE) Stock
David Franklin Peterson, Guidewire's chief accounting officer, sold 273 shares of GWRE stock on March 17th, reducing his stake by 2.13%. This sale is part of a broader trend of insider selling by senior executives, which investors often interpret as a negative signal. Despite this, Guidewire recently reported strong Q4 earnings, and analysts maintain a "Moderate Buy" rating with a consensus price target of $249.85.
James Winston King Sells 1,001 Shares of Guidewire Software (NYSE:GWRE) Stock
James Winston King, an insider at Guidewire Software (NYSE:GWRE), sold 1,001 shares of the company's stock on March 17th for $163.86 per share, reducing his stake by 2.97%. This insider sale, part of a larger cluster of sales by executives, is being viewed negatively by the market despite Guidewire's strong Q4 earnings beat and a $500 million share buyback authorization. The stock is currently trading below its 200-day moving average with a high P/E ratio, raising concerns about its valuation.
Guidewire (GWRE) CAO has 273 shares sold to cover RSU taxes
Guidewire Software, Inc.'s Chief Accounting Officer, David Franklin Peterson, reported a sale of 273 shares of common stock on March 17, 2026, at an average price of $163.8579 per share. This transaction was not a discretionary open-market sale but rather a technical divestment by the issuer to cover tax obligations associated with the settlement of Restricted Stock Units. Following this transaction, Peterson directly holds 12,533 common shares.
Guidewire (GWRE) CFO has shares sold to cover RSU tax obligations
Guidewire Software, Inc.'s CFO, Jeffrey Elliott Cooper, reported the disposition of 1,935 shares of common stock on March 17, 2026, at an average price of $163.8579 per share. These shares were sold by the issuer to cover tax obligations related to the settlement of restricted stock units (RSUs), a non-discretionary event. Following this transaction, Cooper retains 66,061 shares of Guidewire common stock, indicating this was a routine, tax-driven adjustment rather than a discretionary sale.
RSU tax sale leaves Guidewire (GWRE) CEO holding 221,206 shares
Guidewire Software, Inc. CEO Michael George Rosenbaum sold 4,737 shares of common stock at $163.8579 each to cover taxes associated with the settlement of restricted stock units (RSUs). This transaction was a routine tax-related disposition, not a discretionary sale. Following this event, Rosenbaum directly holds 221,206 shares of Guidewire common stock.
Guidewire (NYSE: GWRE) president sells 6,576 shares for tax obligations
John P. Mullen, President of Guidewire Software, Inc. (NYSE: GWRE), sold 6,576 shares of common stock on March 17, 2026, at an average price of $163.8579 per share. This transaction was non-discretionary, as the shares were sold by the company to cover tax obligations related to restricted stock unit settlement. Following the sale, Mullen retains direct ownership of 135,407 shares of Guidewire common stock.
Guidewire (GWRE) affiliate notifies sale of 4,737 RSU shares; recent Rosenbaum disposals
A Guidewire Software affiliate has filed a Form 144, notifying the proposed sale of 4,737 Restricted Stock Unit (RSU) shares acquired on March 15, 2026. The filing also details multiple past sales by Michael George Rosenbaum over the last three months, involving primarily 1,200-share transactions and two 1,400-share transactions in late 2025. These disclosures are considered routine affiliate transactions, with no stated impact on corporate governance or trading plan details.
CIBC Bancorp USA Inc. Buys New Shares in Guidewire Software, Inc.
CIBC Bancorp USA Inc. has acquired a new position in Guidewire Software, Inc., purchasing 188,368 shares valued at approximately $43,298,000. This investment, representing about 0.22% ownership, signals the financial services company's confidence in Guidewire Software's growth potential and its role as a leading technology provider for the P&C insurance industry. The move highlights the increasing importance of technology solutions in the insurance sector.
Guidewire software CEO Rosenbaum sells $192,000 in shares
Guidewire Software Inc's CEO, Michael George Rosenbaum, sold 1,200 shares amounting to $192,000 on March 16, 2026, under a pre-arranged trading plan. This transaction occurred as GWRE stock traded at $163.11, following recent strong fiscal results and amid varied analyst ratings regarding valuation. Despite a 34% drop over six months, the company has seen recent momentum and increased demand.
Insider Sell: Michael Rosenbaum Sells Shares of Guidewire Softwa
Michael Rosenbaum, CEO of Guidewire Software Inc (GWRE), sold 1,200 shares on March 16, 2026, reducing his total holdings to 225,943 shares. This sale is part of a trend for Rosenbaum, who has sold 117,994 shares over the last year with no purchases, and for the company which has seen 91 insider sells and no insider buys. The stock is currently trading at $160, and GuruFocus estimates it to be modestly undervalued with a price-to-GF-Value ratio of 0.88.
Insider sale notice: Cooper reports 4,757-share sale (NYSE: GWRE)
Guidewire Software, Inc. (NYSE: GWRE) insider Jeffrey Elliott Cooper filed a Rule 144 notice proposing the sale of Common Stock. The filing details recent sales of 4,757 shares on March 13, 2026, 216 shares on January 13, 2026, and 1,232 shares on December 18, 2025. Additionally, the filing indicates that Cooper acquired Restricted Stock Units as compensation on March 15, 2026.
[144] Guidewire Software, Inc. SEC Filing
Guidewire Software, Inc. (GWRE) has submitted a Rule 144 notice for the proposed sale of 273 shares of common stock acquired as compensation (Restricted Stock Units) on March 15, 2026. Morgan Stanley Smith Barney LLC is listed as the broker for this transaction. This administrative filing is a procedural disclosure and is considered neutral in its impact and sentiment, as the quantity of shares is small relative to the company's public float.
Guidewire (GWRE) CEO executes 1,200-share 10b5-1 stock sale at $160
Guidewire Software, Inc. CEO Michael George Rosenbaum sold 1,200 shares of common stock at $160.00 per share through an automatic Rule 10b5-1 trading plan established on October 14, 2025. Following this transaction, Rosenbaum directly holds 225,943 shares. The sale is documented in a Form 4 SEC filing dated March 17, 2026.
Multiple GWRE insider resale filings show repeated 1,200-share trades (GWRE)
A Form 144 filing for Guidewire Software, Inc. (GWRE) reveals multiple planned or completed sales of common stock by an individual identified as "MIKE". The filing details repeated 1,200-share sales from January to March 2026, alongside two 1,400-share sales in December 2025. Morgan Stanley Smith Barney LLC Executive Financial Services is named as the broker-dealer involved in these transactions, which are consistent with routine resale notifications under Rule 144.
Guidewire (GWRE) Lost Some Momentum in Q4 after a Strong Run
Artisan Small Cap Fund noted that Guidewire Software, Inc. (NYSE: GWRE), a market leader in P&C insurance software, experienced a loss of momentum in Q4 2025 despite a strong profit cycle throughout the year. The fund had trimmed its position in GWRE due to valuation discipline but maintains a medium-sized holding as valuation assumptions became more reasonable. At the end of Q3 2025, 69 hedge funds held positions in Guidewire, down from 72 in the previous quarter.
Guidewire Software, Inc. $GWRE Shares Acquired by Alliancebernstein L.P.
Alliancebernstein L.P. increased its stake in Guidewire Software, Inc. by 6.9% in the third quarter, now owning 575,587 shares valued at $132.3 million. Other institutional investors like Creative Planning and AQR Capital Management also boosted their holdings. The company recently reported strong quarterly earnings, beating analyst estimates, and authorized a $500 million share buyback plan.
Hudson Way Capital Management LLC Raises Stock Holdings in Guidewire Software, Inc. $GWRE
Hudson Way Capital Management LLC increased its stake in Guidewire Software, Inc. (NYSE:GWRE) by 7.3% in the third quarter, making it their 9th biggest holding. Several other institutional investors also adjusted their positions in GWRE, with significant increases from Qube Research & Technologies Ltd and Groupama Asset Managment. The company recently reported strong quarterly earnings, beating analyst estimates, and announced a $500 million share repurchase plan, indicating the board believes the stock is undervalued.
