Guidewire Software (NYSE:GWRE) CEO Sells $692,254.20 in Stock

Posted by Mitch Edgeman on Jun 19th, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael George Rosenbaum sold 5,830 shares of the stock in a transaction dated Tuesday, June 16th. The shares were sold at an average price of $118.74, for a total transaction of $692,254.20. Following the sale, the chief executive officer directly owned 199,776 shares of the company’s stock, valued at approximately $23,721,402.24. The trade was a 2.84% decrease in their ownership of the stock. The transaction was disclosed in a legal filing with the SEC, which is available at this link. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan. The sale was made to cover tax withholding obligations related to the vesting of equity awards.

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

On Monday, June 15th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $123.85, for a total transaction of $148,620.00.
On Monday, June 8th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $135.62, for a total transaction of $162,744.00.
On Monday, June 1st, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $158.92, for a total transaction of $190,704.00.
On Tuesday, May 26th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $138.51, for a total transaction of $166,212.00.
On Monday, May 18th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $128.19, for a total transaction of $153,828.00.
On Monday, May 11th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $136.38, for a total value of $163,656.00.
On Monday, May 4th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $141.91, for a total value of $170,292.00.
On Monday, April 27th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $138.09, for a total value of $165,708.00.
On Monday, April 20th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was sold at an average price of $139.75, for a total value of $167,700.00.
On Monday, April 13th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $118.77, for a total value of $142,524.00.

Guidewire Software Trading Down 3.2%

Shares of NYSE:GWRE opened at $107.64 on Friday. The business’s 50-day moving average is $134.72 and its 200 day moving average is $154.50. The company has a debt-to-equity ratio of 0.51, a current ratio of 2.44 and a quick ratio of 2.44. Guidewire Software, Inc. has a 1 year low of $106.40 and a 1 year high of $272.60. The firm has a market capitalization of $8.96 billion, a P/E ratio of 58.19 and a beta of 0.93.

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

Analyst Upgrades and Downgrades

Several analysts have weighed in on the stock. BTIG Research reissued a “buy” rating and set a $200.00 target price on shares of Guidewire Software in a research report on Tuesday, June 2nd. Stifel Nicolaus lowered their price objective on shares of Guidewire Software from $225.00 to $200.00 and set a “buy” rating for the company in a research note on Friday, June 5th. The Goldman Sachs Group dropped their price objective on shares of Guidewire Software from $255.00 to $225.00 and set a “buy” rating on the stock in a report on Friday, June 5th. Zacks Research downgraded Guidewire Software from a “strong-buy” rating to a “hold” rating in a research report on Monday, May 25th. Finally, Oppenheimer reduced their target price on Guidewire Software from $250.00 to $180.00 and set an “outperform” rating for the company in a research note on Monday, May 18th. Eleven equities research analysts have rated the stock with a Buy rating and three have issued a Hold rating to the stock. According to data from MarketBeat.com, the company currently has an average rating of “Moderate Buy” and a consensus target price of $229.00.

Check Out Our Latest Report on GWRE

Hedge Funds Weigh In On Guidewire Software

Several institutional investors and hedge funds have recently modified their holdings of the stock. Advisors Asset Management Inc. purchased a new position in Guidewire Software during the first quarter valued at approximately $25,000. Measured Wealth Private Client Group LLC acquired a new position in Guidewire Software in the third quarter valued at approximately $29,000. Flagship Harbor Advisors LLC purchased a new stake in Guidewire Software in the 4th quarter worth approximately $36,000. Leonteq Securities AG acquired a new stake in shares of Guidewire Software during the 1st quarter worth approximately $36,000. Finally, Bogart Wealth LLC grew its stake in shares of 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 period.

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.