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.
Michael George Rosenbaum, Guidewire Software, Inc. (GWRE) Chief Executive Officer and director, reported a sale of 1,400 shares of Common Stock on 09/29/2025 at a price of $232.25 per share. After the sale he beneficially owns 262,158 shares. The filing states the sale was an automatic sale pursuant to a 10b5-1 trading plan that Mr. Rosenbaum adopted on October 15, 2024. The Form 4 was executed by Winston King as attorney-in-fact for Mr. Rosenbaum and reflects a routine reported change in beneficial ownership by an insider.
Insider sale notice for Guidewire Software, Inc. (GWRE): The filing reports proposed and recent sales of common stock by Mike Rosenbaum through Morgan Stanley Smith Barney. The current notice lists a proposed sale of 1,400 shares with an aggregate market value of $325,150 to be executed on 09/29/2025 on the NYSE. The filer also discloses multiple actual sales within the prior three months, including a large sale of 30,317 shares on 09/16/2025 generating gross proceeds of $7,362,962.35. The securities being sold were originally acquired on 06/15/2022 as restricted stock (777 shares) and performance shares (623 shares).
Insider Form 4 filing for Guidewire Software, Inc. (GWRE)
Jeffrey Elliott Cooper, Guidewire's Chief Financial Officer, reported a change in beneficial ownership dated 09/24/2025. The filing shows a disposition of 38 shares of GWRE common stock at $0, recorded under transaction code J(1). Following the reported transaction, Mr. Cooper beneficially owns 77,073 shares, held directly. The form states the 38 shares were transferred as part of a divorce property settlement. The filing was signed by an attorney-in-fact on behalf of Mr. Cooper on 09/25/2025.
Guidewire Software CFO Jeffrey Elliott Cooper reported multiple open-market sales of common stock on 09/18/2025 under a pre-existing 10b5-1 trading plan adopted October 15, 2024. The filings show five separate sales totaling 7,535 shares, executed at average prices reported between approximately $246.05 and $250.75 per share, with the post-transaction beneficial ownership declining to 77,111 shares held directly. The report was signed by an attorney-in-fact on behalf of the reporting person.
Reporting person: James Winston King, Chief Administrative Officer and General Counsel of Guidewire Software, Inc. (GWRE).
On 09/18/2025 the reporting person executed a series of automatic sales under a 10b5-1 trading plan adopted October 15, 2024 and amended April 14, 2025. Four separate sale entries show dispositions of 1,878, 1,197, 1,940 and 2,147 shares, a total of 7,162 shares sold. Reported average sale prices for the blocks ranged approximately from $246.58 to $250.505 per share as described in the explanatory footnotes. The Form 4 shows the reporting person’s beneficial holdings declining across the transactions from 43,899 shares to 38,615 shares following the last sale. The Form is signed and dated 09/22/2025.
David Franklin Peterson, Chief Accounting Officer of Guidewire Software, sold 1,000 shares of Guidewire common stock on 09/18/2025 at a price of $249.86 per share. The filing states the sale was an automatic sale pursuant to a 10b5-1 trading plan adopted October 15, 2024. After the transaction, the reporting person beneficially owned 13,164 shares of the company's common stock as a direct holding. The Form 4 was submitted indicating the transaction and was signed by an attorney-in-fact on 09/22/2025. No options or derivative transactions are reported in this filing.
Michael George Rosenbaum, Guidewire Software, Inc. (GWRE) Chief Executive Officer and Director, reported an automatic sale of 1,400 shares of the company's common stock on 09/22/2025 at a price of $244.55 per share. The filing states the sale was made pursuant to a 10b5-1 trading plan adopted by the reporting person on October 15, 2024. After the reported transaction, Rosenbaum beneficially owns 263,558 shares of Guidewire common stock. The Form 4 was signed by an attorney-in-fact on behalf of Rosenbaum.
Guidewire Software, Inc. (GWRE) filed a Form 144 notifying of a proposed sale of 1,400 common shares through Morgan Stanley Smith Barney (NYSE) with an aggregate market value of $342,370 and an approximate sale date of 09/22/2025. The filing shows those 1,400 shares were acquired as 735 performance shares on 06/15/2022 and 665 restricted shares on 03/15/2022, matching a total of 1,400 shares available for sale. The notice also lists prior open-market sales by Mike Rosenbaum totaling 48,517 shares across dates from 06/23/2025 to 09/16/2025 with gross proceeds shown for each transaction.
Guidewire Software, Inc. (GWRE) Form 144 notice shows a proposed insider sale of 7,162 common shares, filed for sale on 09/18/2025 through Morgan Stanley Smith Barney LLC with an aggregate market value of $1,782,059.15. The filing lists the number of shares outstanding as 84,530,578. The securities to be sold include restricted stock and performance shares acquired on 09/15/2025 and 09/15/2024 (amounts: 1,371, 799, and 4,992 respectively). The document also discloses prior sales by the same person, James W. King, totaling 10,430 shares sold across 07/14/2025, 08/18/2025, and 09/16/2025 with gross proceeds listed for each transaction. The filer attests there is no undisclosed material adverse information and the notice contains customary Rule 144 representations.
Guidewire Software, Inc. (GWRE) notice reports a proposed sale under Rule 144 of 1,000 common shares through Morgan Stanley Smith Barney with an aggregate market value of $249,860, intended for sale on 09/18/2025 on the NYSE. The filing shows the shares were originally acquired as restricted stock and performance shares on 09/15/2023 (194 restricted, 806 performance). The filer also disclosed a separate sale of 1,811 shares on 09/16/2025 generating $439,832.92.