Insider Selling: Guidewire Software (NYSE:GWRE) CEO Sells $162,744.00 in Stock

Posted by Kyle Jackson on Jun 11th, 2026

Guidewire Software, Inc. (NYSE:GWRE – Get Free Report) CEO Michael George Rosenbaum sold 1,200 shares of the business’s stock in a transaction on Monday, June 8th. The stock was sold at an average price of $135.62, for a total transaction of $162,744.00. Following the transaction, the chief executive officer owned 206,806 shares of the company’s stock, valued at approximately $28,047,029.72. The trade was a 0.58% decrease in their position. The sale was disclosed in a 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, June 1st, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The stock was 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 shares were 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 shares were sold at an average price of $136.38, for a total transaction 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 transaction of $170,292.00.
On Monday, April 27th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $138.09, for a total transaction of $165,708.00.
On Monday, April 20th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $139.75, for a total transaction 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 transaction of $142,524.00.
On Monday, April 6th, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $151.14, for a total transaction of $181,368.00.
On Monday, March 23rd, Michael George Rosenbaum sold 1,200 shares of Guidewire Software stock. The shares were sold at an average price of $155.56, for a total transaction of $186,672.00.

Guidewire Software Stock Performance

NYSE GWRE opened at $116.83 on Thursday. The company has a debt-to-equity ratio of 0.51, a current ratio of 2.44 and a quick ratio of 2.93. Guidewire Software, Inc. has a 1 year low of $115.57 and a 1 year high of $272.60. The company has a market capitalization of $9.73 billion, a PE ratio of 63.15 and a beta of 0.93. The company has a fifty day moving average of $138.63 and a two-hundred day moving average of $158.62.

Guidewire Software (NYSE:GWRE – Get Free Report) last released its quarterly earnings data on Thursday, June 4th. The technology company reported $0.82 earnings per share (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 during the quarter, compared to the consensus estimate of $355.92 million. During the same quarter in the prior year, the firm posted $0.88 earnings per share. Guidewire Software’s revenue for the quarter was up 26.9% on a year-over-year basis. As a group, analysts expect that Guidewire Software, Inc. will post 1.84 earnings per share for the current year.

Analyst Upgrades and Downgrades

Several brokerages have recently weighed in on GWRE. Oppenheimer decreased their target price on shares of Guidewire Software from $250.00 to $180.00 and set an “outperform” rating for the company in a research note on Monday, May 18th. BTIG Research reiterated a “buy” rating and set a $200.00 target price on shares of Guidewire Software in a research note on Tuesday, June 2nd. Wells Fargo & Company decreased their target price on shares of Guidewire Software from $210.00 to $190.00 and set an “overweight” rating for the company in a research note on Friday, June 5th. The Goldman Sachs Group decreased their target price on shares of Guidewire Software from $255.00 to $225.00 and set a “buy” rating for the company in a research note on Friday, June 5th. Finally, DA Davidson decreased their target price on shares of Guidewire Software from $246.00 to $222.00 and set a “buy” rating for the company in a research note on Monday. Eleven equities research analysts have rated the stock with a Buy rating and three have given a Hold rating to the stock. According to data from MarketBeat, the stock currently has a consensus rating of “Moderate Buy” and an average price target of $229.00.

Get Our Latest Analysis on Guidewire Software

Institutional Inflows and Outflows

Several large investors have recently added to or reduced their stakes in the company. Vanguard Group Inc. raised its holdings in Guidewire Software by 1.3% during the third quarter. Vanguard Group Inc. now owns 9,039,377 shares of the technology company’s stock worth $2,077,791,000 after purchasing an additional 116,726 shares in the last quarter. Geode Capital Management LLC raised its holdings in Guidewire Software by 8.9% during the fourth quarter. Geode Capital Management LLC now owns 1,778,201 shares of the technology company’s stock worth $357,504,000 after purchasing an additional 145,924 shares in the last quarter. Stockbridge Partners LLC raised its holdings in Guidewire Software by 39.0% during the fourth quarter. Stockbridge Partners LLC now owns 1,445,206 shares of the technology company’s stock worth $290,501,000 after purchasing an additional 405,850 shares in the last quarter. AQR Capital Management LLC raised its holdings in Guidewire Software by 3.6% during the fourth quarter. AQR Capital Management LLC now owns 1,316,817 shares of the technology company’s stock worth $264,693,000 after purchasing an additional 45,289 shares in the last quarter. Finally, Principal Financial Group Inc. raised its holdings in Guidewire Software by 547.3% during the first quarter. Principal Financial Group Inc. now owns 1,180,334 shares of the technology company’s stock worth $176,537,000 after purchasing an additional 997,992 shares in the last quarter.

About Guidewire Software

(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.