Guidewire Software Inc SEC Filings

Guidewire Software (GWRE) Chief Accounting Officer David Franklin Peterson reported acquiring 843 shares of the issuer's common stock on 09/11/2025 at a reported price of $0. Following the transaction he beneficially owns 12,796 shares. The Form 4 was filed by one reporting person and signed by an attorney-in-fact on 09/15/2025.

Jeffrey Elliott Cooper, Chief Financial Officer of Guidewire Software, Inc. (GWRE), reported acquisitions on Form 4 dated 09/11/2025. The filing shows an acquisition of 12,636 common shares at a $0 price and the grant of 12,636 performance shares that underlie 12,636 common shares. After the reported transaction, Mr. Cooper beneficially owns 77,555 common shares. The performance shares cliff vest based on the average performance of three one-year periods and require continued employment through September 15, 2028. One-year financial targets for each performance period were set at grant.

Form 144 filed for GWRE (Guidewire Software, Inc.) reports proposed and recent insider sales. The notice shows a proposed sale of 1,400 common shares through Morgan Stanley Smith Barney with an aggregate market value of $353,962, with an approximate sale date of 09/15/2025 on the NYSE. The filing lists total shares outstanding of 84,530,578. Acquisition details show 100 restricted shares acquired 09/15/2021 and 1,300 restricted shares acquired 03/15/2022.

The filing also discloses multiple prior sales by the same seller, Mike Rosenbaum, across June–September 2025, including a larger sale of 5,925 shares on 06/17/2025, and several 1,400-share transactions with reported gross proceeds for each sale.

Guidewire Software (GWRE) delivers core systems, digital, analytics, and AI-enabled products for property & casualty insurers, primarily via cloud subscription services. As of July 31, 2025, Annual Recurring Revenue (ARR) was $1,041 million (or $1,032 million at prior-year FX), up 20% year-over-year (19% on a constant currency basis). Subscription revenue is recognized ratably, and the company notes seasonality with concentrated orders in the fourth fiscal quarter. Guidewire reported 84,530,578 shares issued and outstanding and a last reported NYSE sale price of $226.22 per share as of July 31, 2025. Indebtedness includes $690.0 million aggregate principal of 1.25% convertible senior notes due 2029. The company highlights strategic priorities: cloud migration, digital engagement, data-driven decision-making, and AI, and discloses material risks including customer concentration, lengthy sales and implementation cycles, cybersecurity and AI-related risks, operational scaling costs for cloud, and exposure to macro and industry volatility.

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 09/08/2025 at a price of $261.28 per share under a pre-existing 10b5-1 trading plan. Following the reported transaction, the filing shows the reporting person beneficially owned 221,868 shares, held directly.

The Form 4 was submitted as a single-person filing and was signed by an attorney-in-fact on behalf of Mr. Rosenbaum on 09/09/2025. The disclosure is limited to this single non-derivative sale and notes the sale was automatic pursuant to the trading plan adopted on 10/15/2024.

Form 144 filed for GUIDEWIRE SOFTWARE, INC. (GWRE) reporting proposed and recent sales of common stock by Mike Rosenbaum. The notice lists a proposed sale of 1,400 shares through Morgan Stanley Smith Barney with an aggregate market value of $365,792 and shows 84,195,223 shares outstanding. The securities to be sold were acquired as restricted stock on 03/15/2022. The filing also discloses multiple recent sales by the same person between 06/09/2025 and 09/02/2025, including a larger sale of 5,925 shares on 06/17/2025 for $1,474,957.84. The filer certifies no undisclosed material adverse information and provides broker and address details for the transaction.

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.