Welcome to our dedicated page for Guidewire Software SEC filings (Ticker: GWRE), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Guidewire Software, Inc. filings document the public-company reporting of a cloud software provider serving property and casualty insurers. Form 8-K reports cover unaudited quarterly and annual financial results, related earnings exhibits, share repurchase authorizations, and governance or officer matters.
The company’s proxy materials and annual meeting filings disclose director elections, auditor ratification, executive compensation, shareholder voting results, and board-governance matters. These filings frame Guidewire’s capital allocation, common stock structure, management accountability, and formal reporting around its InsuranceSuite, InsuranceNow, ClaimCenter, PolicyCenter, BillingCenter, and Guidewire Cloud Platform business.
Guidewire Software CEO Michael George Rosenbaum reported an automatic sale of common stock under a pre-arranged Rule 10b5-1 trading plan. On 02/02/2026, he sold 1,200 shares of Guidewire common stock at a price of $140.01 per share.
Following this transaction, Rosenbaum beneficially owned 233,143 shares of Guidewire common stock in direct ownership. The filing describes the sale as executed pursuant to a 10b5-1 Trading Plan adopted on October 14, 2025, indicating it was scheduled in advance.
A shareholder of GWRE has filed a Rule 144 notice to sell 1,200 shares of common stock through Morgan Stanley Smith Barney, with an aggregate market value of $168,012.
The filing notes that 85,019,176 shares of common stock were outstanding and that these 1,200 shares were acquired as performance shares from the issuer on 09/15/2022. The form also lists multiple prior open‑market sales of GWRE common stock over the past three months by the same seller.
Guidewire Software, Inc. chief executive officer and director Michael George Rosenbaum reported an automatic sale of company stock. On 01/26/2026, he sold 1,200 shares of Guidewire common stock at a price of $160.32 per share in a transaction coded "S" for sale.
The filing notes this was an automatic sale made under a 10b5-1 trading plan adopted by Rosenbaum on October 14, 2025. After this transaction, he directly beneficially owned 234,343 shares of Guidewire common stock.
A holder of GWRE common stock has filed a Form 144 giving notice of the planned sale of 1,200 common shares through Morgan Stanley Smith Barney LLC on the NYSE, with an indicated aggregate market value of $192,384.00. The shares to be sold were acquired as performance shares from the issuer on 09/15/2022, with the same date shown as the payment date.
The notice also lists prior sales of the issuer’s common stock by the same seller over the past three months, including multiple block sales of 1,400 and 6,015 shares on various dates in October 2025 through January 2026, with disclosed gross proceeds for each transaction. The filing states that there are 85,019,176 common shares outstanding of the issuer. By signing, the seller represents that they are not aware of undisclosed material adverse information about the issuer.
Guidewire Software, Inc. Chief Executive Officer and director Michael George Rosenbaum reported selling 1,200 shares of common stock on January 20, 2026 at a price of $156.26 per share. The transaction was coded as a sale and was made pursuant to an automatic Rule 10b5-1 trading plan adopted by Rosenbaum on October 14, 2025, meaning it followed a pre-arranged schedule. After this sale, he beneficially owned 235,543 shares of Guidewire common stock held directly.
A holder of GWRE common stock filed a Form 144 to sell 1,200 shares of common stock through Morgan Stanley Smith Barney LLC on or about 01/20/2026 on the NYSE. The planned sale relates to performance shares acquired from the issuer on 09/15/2022. The filing notes that 85,019,176 common shares were outstanding at the time, which provides a baseline for the issuer’s overall equity. Over the prior three months, the same seller, Mike Rosenbaum, reported multiple open-market sales of common stock, including 6,015 shares on 10/16/2025 for gross proceeds of $1,155,337.74 and 1,200 shares on 01/13/2026 for $217,044.00. The signer represents that they are not aware of undisclosed material adverse information about the issuer.
Guidewire Software's Chief Financial Officer, Jeffrey Elliott Cooper, reported selling 216 shares of common stock on January 13, 2026 at $180.87 per share under an automatic Rule 10b5-1 trading plan he adopted on October 14, 2025.
Following this planned sale, he beneficially owned 72,753 shares of Guidewire common stock in direct ownership.
Guidewire Software CEO Michael George Rosenbaum, who also serves as a director, reported an automatic sale of company common stock. On January 13, 2026, he sold 1,200 shares of Guidewire common stock at a price of $180.87 per share in an open market transaction coded as a sale. The transaction was carried out under a Rule 10b5-1 trading plan that he adopted on October 14, 2025, which means the trades were pre-arranged rather than made at his discretion on the trade date. After this sale, Rosenbaum beneficially owns 236,743 shares of Guidewire common stock directly.
A holder plans to sell 216 shares of Guidewire common stock through Morgan Stanley Smith Barney LLC on the NYSE, with an aggregate market value of 39,067.92. The approximate sale date is January 13, 2026, and 85,019,176 shares of common stock were outstanding.
Over the past three months, Jeffrey Cooper sold 1,232 common shares on December 18, 2025 for gross proceeds of 240,240.00 and 2,872 common shares on December 16, 2025 for gross proceeds of 551,642.56.
A shareholder has filed a notice to sell 1,200 shares of common stock through Morgan Stanley Smith Barney under Rule 144. The shares have an aggregate market value of $217,044.00, with the issuer reporting 85,019,176 shares outstanding and an approximate sale date of 01/13/2026 on the NYSE. The securities were acquired as performance shares on 09/15/2022 directly from the issuer, with the same date listed as payment. The filing also lists multiple prior sales of common shares by Mike Rosenbaum over the past three months, including several transactions of 1,400 shares and one transaction of 6,015 shares, all with disclosed gross proceeds.