Insider Selling: Guidewire Software (NYSE:GWRE) CEO Sells $192,192.00 in Stock

Posted by Francis Steltz on Nov 5th, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael Rosenbaum sold 1,200 shares of the stock in a transaction dated Monday, November 2nd. The stock was sold at an average price of $160.16, for a total transaction of $192,192.00. Following the transaction, the chief executive officer directly owned 272,466 shares of the company’s stock, valued at approximately $43,638,154.56. This trade represents a 0.44% decrease in their position. The sale was disclosed in a document filed with the Securities & Exchange Commission, which is available through this hyperlink. 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 26th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $187.19, for a total value of $224,628.00.
On Monday, October 19th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $167.90, for a total value of $201,480.00.
On Monday, October 12th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were 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 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 value of $10,443,736.30.
On Monday, September 14th, Michael Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were 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 stock was 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 transaction of $245,328.00.

Guidewire Software Trading Up 5.9%

Shares of GWRE stock opened at $170.51 on Thursday. The firm has a market capitalization of $14.09 billion, a PE ratio of 104.61 and a beta of 1.01. 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 stock has a fifty day moving average of $165.49 and a two-hundred day moving average of $149.23. Guidewire Software, Inc. has a 1 year low of $102.30 and a 1 year high of $229.85.

Guidewire Software (NYSE:GWRE – Get Free Report) last announced its earnings results on Thursday, September 3rd. The technology company reported $0.99 EPS for the quarter, topping the consensus estimate 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 period last year, the company posted $0.84 earnings per share. The business’s revenue for the quarter was up 15.3% on a year-over-year basis. As a group, research analysts expect that Guidewire Software, Inc. will post 2.45 EPS for the current year.

Hedge Funds Weigh In On Guidewire Software

A number of institutional investors and hedge funds have recently added to or reduced their stakes in the business. Bamco Inc. NY purchased a new stake in shares of Guidewire Software in the second quarter worth $1,106,768,000. Linonia Partnership LP bought a new position in Guidewire Software during the second quarter valued at $853,165,000. Route One Investment Company L.P. bought a new position in shares of Guidewire Software in the 2nd quarter valued at about $227,564,000. Principal Financial Group Inc. grew its position in Guidewire Software by 547.3% in the first quarter. Principal Financial Group Inc. now owns 1,180,334 shares of the technology company’s stock worth $176,537,000 after acquiring an additional 997,992 shares in the last quarter. Finally, Van ECK Associates Corp bought a new stake in Guidewire Software during the second quarter worth approximately $149,611,000.

Wall Street Analysts Forecast Growth

A number of equities analysts have weighed in on the stock. Piper Sandler reaffirmed an “overweight” rating and issued a $210.00 target price on shares of Guidewire Software in a research note on Friday, September 4th. Needham & Company LLC reissued a “hold” rating on shares of Guidewire Software in a research report on Friday, September 4th. Royal Bank Of Canada reaffirmed an “outperform” rating and set a $215.00 price target on shares of Guidewire Software in a report on Friday, September 4th. DA Davidson restated a “buy” rating and set a $222.00 price objective on shares of Guidewire Software in a research note on Friday, October 2nd. Finally, Citizens Jmp restated a “market outperform” rating and issued a $220.00 price target on shares of Guidewire Software in a research note on Friday, September 4th. Twelve analysts have rated the stock with a Buy rating and four have given a Hold rating to the stock. Based on data from MarketBeat.com, the stock presently has an average rating of “Moderate Buy” and an average target price of $216.23.

Get Our Latest Research Report on Guidewire Software

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.