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John P. Mullen, President of Guidewire Software (GWRE), reported an automatic sale of 3,000 shares of common stock on 09/02/2025 at $214.30 per share. After the transaction he beneficially owned 140,489 shares. The sale was executed under a 10b5-1 trading plan adopted by Mr. Mullen on October 15, 2024.

The Form 4 was submitted by Winston King as attorney-in-fact for Mr. Mullen. The filing identifies the reporter as an officer (President) of the issuer and records the transaction as non-derivative stock disposed of pursuant to the pre-established trading plan.

Michael George Rosenbaum, Chief Executive Officer and Director of Guidewire Software, Inc. (GWRE), reported an automatic sale of 1,400 shares of the issuer's common stock on 09/02/2025 at a price of $214.30 per share under a 10b5-1 trading plan adopted on October 15, 2024. After the reported transaction Rosenbaum beneficially owned 223,268 shares. The Form 4 was submitted and signed by an attorney-in-fact, Winston King, on behalf of Rosenbaum.

Form 144 filed for Guidewire Software, Inc. (GWRE). The filer proposes to sell 1,400 common shares with an aggregate market value of $300,020.00 through Morgan Stanley Smith Barney on 09/02/2025 on the NYSE. The securities were acquired as restricted stock on 03/15/2022. The filing lists prior sales by the same person, totaling 22,725 shares sold between 06/09/2025 and 08/25/2025, with individual gross proceeds reported for each sale.

Form 144 notice for Guidewire Software, Inc. (GWRE) shows a planned sale of 3,000 common shares through Morgan Stanley Smith Barney on 09/02/2025 on the NYSE, with an aggregate market value of $642,900. The filer reports the shares were acquired as restricted stock on 06/15/2025 (2,703 shares) and 03/15/2025 (297 shares). The form also lists three sales by John Mullen during the prior three months: 3,000 shares on 08/01/2025 (gross proceeds $669,840), 3,000 on 07/01/2025 ($705,150), and 7,141 on 06/17/2025 ($1,777,666.31). The form includes the standard signer representation regarding material nonpublic information.

Guidewire Software insider sale by CEO and director Michael G. Rosenbaum. The filing discloses an automatic sale of 1,400 shares of Guidewire common stock on 08/25/2025 at a reported price of $214.70 per share under a 10b5-1 trading plan adopted October 15, 2024. After the sale, the reporting person beneficially owned 224,668 shares. The form is signed by an attorney-in-fact on behalf of Mr. Rosenbaum and indicates the sale was executed pursuant to the written trading plan to satisfy Rule 10b5-1 affirmative defense conditions.

Form 144 filed for Guidewire Software, Inc. (GWRE) shows proposed sale of 1,400 common shares through Morgan Stanley Smith Barney with an aggregate market value of $300,580, scheduled for 08/25/2025 on the NYSE. The filing identifies the securities as originally acquired on 03/15/2022 as restricted stock (999 shares) and performance shares (401 shares) from the issuer. The filer has executed multiple prior sales in the past three months, with individual transactions of 1,400 shares on several dates and a larger sale of 5,925 shares on 06/17/2025. The filing includes the standard representation that the seller is not aware of any undisclosed material adverse information about the issuer.

Guidewire Software (GWRE) reporting person James Winston King, identified as an officer (Chief Admin Officer, General Counsel), disclosed an automatic sale of 799 shares of Guidewire common stock on 08/18/2025 at a price of $211.61 per share under a 10b5-1 trading plan. Following the reported sale, Mr. King beneficially owns 36,642 shares directly. The filing states the 10b5-1 plan was adopted on October 15, 2024 and amended on April 14, 2025. The form is a routine Section 16 disclosure of an officer sale and includes a manual signature dated 08/18/2025.

Michael George Rosenbaum, identified as both Chief Executive Officer and a director of Guidewire Software, Inc. (GWRE), reported a sale of 1,400 shares of the company's common stock at $211.61 per share. The transaction was an automatic sale pursuant to a 10b5-1 trading plan adopted by the reporting person on October 15, 2024. After the reported sale, the filing shows 226,068 shares beneficially owned by the reporting person in a direct capacity. The Form 4 indicates the sale was executed under the adopted plan and documented by an attorney-in-fact.

Form 144 filing by an insider of Guidewire Software, Inc. (GWRE) reports a proposed sale of 1,400 common shares through Morgan Stanley Smith Barney with an aggregate market value of $296,254, to be sold on or about 08/18/2025 on the NYSE. The filer discloses acquisition details showing these shares were originally granted by the issuer as performance shares (1,294) on 03/15/2022 and restricted stock (106) on 12/15/2021. The filing also lists numerous recent open-market sales by the same person between 05/19/2025 and 08/11/2025, including a large sale of 5,925 shares on 06/17/2025 for $1,474,957.84. The notice includes the insider representation required under Rule 144 that no undisclosed material adverse information is known.