Insider Selling: Guidewire Software (NYSE:GWRE) CEO Sells $201,480.00 in Stock

Posted by George Bondi on Oct 19th, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael Rosenbaum sold 1,200 shares of Guidewire Software stock in a transaction that occurred on Monday, October 19th. The shares were sold at an average price of $167.90, for a total transaction of $201,480.00. Following the sale, the chief executive officer owned 274,866 shares of the company’s stock, valued at approximately $46,150,001.40. The trade was a 0.43% decrease in their ownership of the stock. The transaction was disclosed in a document filed with the SEC, which is available at the SEC website. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan.

Michael George Rosenbaum also recently made the following trade(s):

On Monday, October 12th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $168.97, for a total value of $202,764.00.
On Monday, October 5th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $152.52, for a total value of $183,024.00.
On Monday, September 28th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $142.65, for a total value of $171,180.00.
On Monday, September 21st, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $145.92, for a total value of $175,104.00.
On Thursday, September 17th, Michael Rosenbaum sold 72,290 shares of Guidewire Software stock. The stock was sold at an average price of $144.47, for a total value of $10,443,736.30.
On Monday, September 14th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $145.87, for a total value of $175,044.00.
On Tuesday, September 8th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $160.52, for a total value of $192,624.00.
On Monday, August 31st, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $204.44, for a total value of $245,328.00.
On Monday, August 24th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $187.82, for a total value of $225,384.00.
On Monday, August 17th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $172.88, for a total transaction of $207,456.00.

Guidewire Software Price Performance

NYSE GWRE traded up $2.64 during trading hours on Monday, reaching $171.50. The company’s stock had a trading volume of 870,494 shares, compared to its average volume of 1,550,432. The company has a debt-to-equity ratio of 0.57, a quick ratio of 1.79 and a current ratio of 1.79. The company’s 50-day moving average is $166.96 and its two-hundred day moving average is $147.66. Guidewire Software, Inc. has a fifty-two week low of $102.30 and a fifty-two week high of $255.89. The stock has a market cap of $14.28 billion, a PE ratio of 105.21 and a beta of 1.02.

Guidewire Software (NYSE:GWRE – Get Free Report) last announced its earnings results on Thursday, September 3rd. The technology company reported $0.99 earnings per share (EPS) for the quarter, topping analysts’ consensus estimates of $0.93 by $0.06. Guidewire Software had a net margin of 9.44% and a return on equity of 12.66%. The company had revenue of $411.09 million during the quarter, compared to analysts’ expectations of $402.61 million. During the same quarter in the previous year, the business posted $0.84 earnings per share. The firm’s quarterly revenue was up 15.3% compared to the same quarter last year. Analysts forecast that Guidewire Software, Inc. will post 2.45 EPS for the current year.

Analysts Set New Price Targets

GWRE has been the subject of a number of recent analyst reports. Citigroup lifted their price objective on Guidewire Software from $137.00 to $181.00 and gave the company a “neutral” rating in a research report on Friday, September 4th. Weiss Ratings reiterated a “hold (c)” rating on shares of Guidewire Software in a research report on Monday, August 31st. JPMorgan Chase & Co. lowered their price target on Guidewire Software from $300.00 to $258.00 and set an “overweight” rating for the company in a report on Tuesday, July 14th. Wells Fargo & Company lifted their price target on Guidewire Software from $190.00 to $195.00 and gave the company an “overweight” rating in a report on Friday, September 4th. Finally, Royal Bank Of Canada reaffirmed an “outperform” rating and set a $215.00 price objective on shares of Guidewire Software in a research note on Friday, September 4th. Twelve equities research analysts have rated the stock with a Buy rating and four have issued a Hold rating to the stock. According to MarketBeat.com, Guidewire Software has a consensus rating of “Moderate Buy” and a consensus target price of $216.23.

Read Our Latest Report on GWRE

Institutional Trading of Guidewire Software

Institutional investors and hedge funds have recently made changes to their positions in the company. CX Institutional grew its holdings in Guidewire Software by 8.6% during the 3rd quarter. CX Institutional now owns 863 shares of the technology company’s stock valued at $123,000 after purchasing an additional 68 shares in the last quarter. Castleark Management LLC increased its stake in Guidewire Software by 1.6% during the 1st quarter. Castleark Management LLC now owns 5,180 shares of the technology company’s stock worth $775,000 after buying an additional 80 shares during the period. Elevation Wealth Partners LLC lifted its holdings in Guidewire Software by 35.1% in the 2nd quarter. Elevation Wealth Partners LLC now owns 458 shares of the technology company’s stock worth $56,000 after buying an additional 119 shares in the last quarter. D.A. Davidson & CO. lifted its holdings in Guidewire Software by 3.0% in the 1st quarter. D.A. Davidson & CO. now owns 4,234 shares of the technology company’s stock worth $633,000 after buying an additional 124 shares in the last quarter. Finally, Angeles Wealth Management LLC lifted its holdings in Guidewire Software by 5.1% in the 2nd quarter. Angeles Wealth Management LLC now owns 2,761 shares of the technology company’s stock worth $340,000 after buying an additional 135 shares in the last quarter.

Guidewire Software Company Profile

(Get Free Report)

Guidewire Software, Inc provides cloud-based software designed for the property and casualty insurance industry. Its platform helps insurers manage core operations, including policy administration, billing, claims management, underwriting, and digital customer engagement.

The company’s principal offerings include InsuranceSuite, which incorporates PolicyCenter, BillingCenter, and ClaimCenter, as well as products for insurance data management, analytics, digital experiences, and application development.

Insider Buying and Selling by Quarter for Guidewire Software (NYSE:GWRE)

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