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

Posted by Lauren Steadman on Oct 22nd, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael Rosenbaum sold 1,200 shares of the company’s stock in a transaction dated Monday, October 19th. The stock was sold at an average price of $167.90, for a total transaction of $201,480.00. Following the completion of the sale, the chief executive officer directly owned 274,866 shares in the company, valued at approximately $46,150,001.40. The trade was a 0.43% decrease in their position. The transaction was disclosed in a legal filing with the SEC, which can be accessed through this link. 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 transaction of $202,764.00.
On Monday, October 5th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $152.52, for a total transaction 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 transaction 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 transaction 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 transaction 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 transaction 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 transaction of $192,624.00.
On Monday, August 31st, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was 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 stock was sold at an average price of $172.88, for a total value of $207,456.00.

Guidewire Software Trading Down 0.9%

GWRE stock opened at $181.90 on Thursday. The business has a fifty day moving average price of $167.26 and a 200 day moving average price of $148.28. 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 capitalization of $15.14 billion, a price-to-earnings ratio of 111.59 and a beta of 1.02. The company has a debt-to-equity ratio of 0.57, a current ratio of 1.79 and a quick ratio of 1.79.

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

Hedge Funds Weigh In On Guidewire Software

Several large investors have recently made changes to their positions in the company. Fiduciary Financial Advisors acquired a new stake in Guidewire Software in the second quarter worth about $29,000. Leonteq Securities AG bought a new stake in Guidewire Software during the 1st quarter worth about $36,000. Bogart Wealth LLC raised its holdings in Guidewire Software by 127.8% during the 1st quarter. Bogart Wealth LLC now owns 246 shares of the technology company’s stock worth $37,000 after purchasing an additional 138 shares during the last quarter. Silvant Capital Management LLC acquired a new position in Guidewire Software during the 2nd quarter valued at about $33,000. Finally, IFP Advisors Inc lifted its position in Guidewire Software by 129.2% during the 3rd quarter. IFP Advisors Inc now owns 330 shares of the technology company’s stock valued at $47,000 after purchasing an additional 186 shares during the period.

Analysts Set New Price Targets

Several research analysts recently issued reports on GWRE shares. BTIG Research upped their price target on shares of Guidewire Software from $175.00 to $230.00 and gave the stock a “buy” rating in a research report on Wednesday, September 2nd. Citizens Jmp restated a “market outperform” rating and issued a $220.00 price objective on shares of Guidewire Software in a research report on Friday, September 4th. Needham & Company LLC reaffirmed a “hold” rating on shares of Guidewire Software in a research note on Friday, September 4th. Citigroup upped their target price on shares of Guidewire Software from $137.00 to $181.00 and gave the stock a “neutral” rating in a research report on Friday, September 4th. Finally, Guggenheim increased their price target on shares of Guidewire Software from $180.00 to $210.00 and gave the company a “buy” rating in a research note on Thursday, August 27th. Twelve research analysts have rated the stock with a Buy rating and four have given a Hold rating to the company’s stock. Based on data from MarketBeat, the stock has a consensus rating of “Moderate Buy” and a consensus price target of $216.23.

View Our Latest Report on GWRE

About Guidewire Software

(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.