Insider Selling: Guidewire Software (NYSE:GWRE) CEO Sells $245,328.00 in Stock

Posted by George Bondi on Sep 1st, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock in a transaction dated Monday, August 31st. The shares were sold at an average price of $204.44, for a total value of $245,328.00. Following the transaction, the chief executive officer owned 186,576 shares of the company’s stock, valued at $38,143,597.44. The trade was a 0.64% decrease in their position. The transaction was disclosed in a legal filing with the SEC, which is available at 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, August 24th, Michael George 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 George 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.
On Monday, August 10th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $169.50, for a total value of $203,400.00.
On Monday, August 3rd, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $155.92, for a total value of $187,104.00.
On Monday, July 27th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $142.31, for a total value of $170,772.00.
On Monday, July 13th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $138.47, for a total value of $166,164.00.
On Monday, July 6th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $131.63, for a total value of $157,956.00.
On Monday, June 22nd, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $105.67, for a total transaction of $126,804.00.
On Tuesday, June 16th, Michael George Rosenbaum sold 5,830 shares of Guidewire Software stock. The shares were sold at an average price of $118.74, for a total transaction of $692,254.20.
On Monday, June 15th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $123.85, for a total transaction of $148,620.00.

Guidewire Software Stock Performance

Shares of GWRE traded down $4.71 during trading hours on Tuesday, hitting $200.04. The stock had a trading volume of 1,128,507 shares, compared to its average volume of 1,564,436. The firm has a 50-day moving average price of $154.93 and a 200 day moving average price of $144.76. Guidewire Software, Inc. has a fifty-two week low of $102.30 and a fifty-two week high of $272.60. The firm has a market capitalization of $16.66 billion, a price-to-earnings ratio of 108.13 and a beta of 0.92. The company has a debt-to-equity ratio of 0.51, a quick ratio of 2.44 and a current ratio of 2.44.

Guidewire Software (NYSE:GWRE – Get Free Report) last released its quarterly earnings results on Thursday, June 4th. The technology company reported $0.82 EPS for the quarter, beating the consensus estimate of $0.74 by $0.08. Guidewire Software had a net margin of 11.25% and a return on equity of 12.62%. The company had revenue of $372.54 million for the quarter, compared to analyst estimates of $355.92 million. During the same quarter last year, the business earned $0.88 earnings per share. The firm’s revenue was up 26.9% on a year-over-year basis. As a group, research analysts anticipate that Guidewire Software, Inc. will post 1.83 EPS for the current year.

Wall Street Analyst Weigh In

Several equities analysts recently weighed in on the company. Guggenheim lifted their price target on Guidewire Software from $180.00 to $210.00 and gave the company a “buy” rating in a research note on Thursday, August 27th. Zacks Research downgraded Guidewire Software from a “strong-buy” rating to a “hold” rating in a research report on Monday, May 25th. Wells Fargo & Company dropped their price objective on Guidewire Software from $210.00 to $190.00 and set an “overweight” rating on the stock in a report on Friday, June 5th. Citizens Jmp cut their price objective on Guidewire Software from $300.00 to $220.00 and set a “market outperform” rating for the company in a research report on Friday, June 5th. Finally, Royal Bank Of Canada reduced their target price on Guidewire Software from $250.00 to $215.00 and set an “outperform” rating for the company in a research note on Friday, June 5th. Thirteen investment analysts have rated the stock with a Buy rating and three have given a Hold rating to the company. According to data from MarketBeat, the company presently has an average rating of “Moderate Buy” and a consensus target price of $220.00.

Read Our Latest Stock Report on GWRE

Institutional Trading of Guidewire Software

Several institutional investors have recently modified their holdings of GWRE. Advisors Asset Management Inc. acquired a new position in shares of Guidewire Software during the 1st quarter worth about $25,000. Amundi increased its stake in Guidewire Software by 703.0% during the 2nd quarter. Amundi now owns 36,093 shares of the technology company’s stock worth $8,220,000 after buying an additional 31,598 shares in the last quarter. Jump Financial LLC acquired a new position in shares of Guidewire Software during the second quarter valued at approximately $305,000. Bank of Nova Scotia raised its holdings in shares of Guidewire Software by 30.9% during the second quarter. Bank of Nova Scotia now owns 2,024 shares of the technology company’s stock valued at $477,000 after acquiring an additional 478 shares during the last quarter. Finally, NewEdge Advisors LLC lifted its position in shares of Guidewire Software by 30.6% in the second quarter. NewEdge Advisors LLC now owns 4,911 shares of the technology company’s stock valued at $1,156,000 after acquiring an additional 1,152 shares in the last quarter.

Guidewire Software Company Profile

(Get Free Report)

Guidewire Software, Inc develops software products and cloud services for property and casualty (P&C) insurance carriers. Headquartered in San Mateo, California, the company’s offerings are designed to help insurers manage the core functions of their business—policy administration, billing and claims—while supporting digital engagement, analytics and operational modernization.

Guidewire’s core product portfolio is commonly known as the InsuranceSuite, which includes PolicyCenter for policy administration, BillingCenter for billing and receivables, and ClaimCenter for claims management.