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, Inc. (GWRE) is the issuer of common stock for which officer Jeffrey Cooper has filed a notice under Rule 144 to sell 9,941 shares through Morgan Stanley Smith Barney LLC. The filing lists an aggregate market value of $1,417,731.74 for these shares and 81,992,669 shares outstanding as of the notice date.
The shares to be sold are tied to 8,722 performance shares and 1,219 restricted stock shares that became eligible on September 15, 2026. Over the prior three months, Cooper reported additional sales of 23,234 shares on September 17, 2026 for $3,356,658.82 and 1,348 shares on June 22, 2026 for $142,443.16.
Guidewire Software, Inc. (GWRE) executive David Franklin Peterson, the Chief Accounting Officer, has filed a notice under Rule 144 to permit the sale of up to 1,905 shares of Guidewire common stock through Morgan Stanley Smith Barney LLC, with proposed sales on or after September 17, 2026 on the NYSE. The shares relate to vesting events on September 15, 2026 for various RSU and PSU grants from 2022–2025 and, according to the filer, the amounts listed for sale represent automatic sell-to-cover transactions to satisfy tax withholding obligations under Guidewire’s Amended and Restated 2020 Stock Plan. The notice also reports that Peterson sold 2,500 shares of common stock during the past three months for $500,000.
Guidewire Software, Inc. (GWRE) has an affiliate, John P. Mullen, filing a notice of proposed resale of its common stock under Rule 144. The notice covers up to 39,683 shares of common stock, with an aggregate market value of $5,733,074.89, to be sold through Morgan Stanley Smith Barney LLC on the NYSE.
The shares relate to multiple RSU and PSU awards scheduled to vest on September 15, 2026, granted between 2022 and 2025. The notice states that the amounts listed as shares to be sold reflect automatic sell-to-cover transactions for tax withholding under Guidewire’s Amended and Restated 2020 Stock Plan.
During the prior three months, John P. Mullen reported sales of 1,800 shares for $339,228 on August 25, 2026 and 16,200 shares for $2,997,000 on August 19, 2026. Guidewire’s common shares outstanding are reported as 81,992,669.
Guidewire Software, Inc. (GWRE) received a Form 144 notice from its Chief Administrative Officer and General Counsel, James Winston King, covering potential sales of common stock in connection with equity awards vesting on September 15, 2026. The notice lists planned sales of shares from multiple RSU and PSU vests, with transactions characterized as automatic sell-to-cover events to satisfy tax withholding obligations under the company’s Amended and Restated 2020 Stock Plan. The filing also notes a prior sale of common stock during the past three months.
Guidewire Software, Inc. (GWRE) was notified that its Chief Financial Officer, Jeffrey Elliott Cooper, has filed a Form 144 indicating an intent to sell up to 23,234 shares of Common Stock under Rule 144. The planned sale has an aggregate market value of $3,356,657.73, with 81,992,669 shares outstanding. The shares relate to RSU and PSU awards vesting on September 15, 2026, and the notice states that the amounts listed reflect automatic sell-to-cover transactions to satisfy tax withholding obligations under the company’s Amended and Restated 2020 Stock Plan.
Guidewire Software, Inc. (GWRE) received a Rule 144 notice indicating that Chief Executive Officer Michael George Rosenbaum may sell up to 72,290 shares of common stock through Morgan Stanley Smith Barney. The notice references an aggregate market value of approximately $10,443,866.46 for these shares, with 81,992,669 shares outstanding as of September 17, 2026. The shares to be sold relate to RSU and PSU awards vesting on September 15, 2026, which were originally granted between 2022 and 2025. The filer states these are automatic sell-to-cover transactions to satisfy tax withholding obligations under Guidewire’s Amended and Restated 2020 Stock Plan.
Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer Michael George Rosenbaum exercised 123,074 Performance Shares into 123,074 shares of Common Stock on September 15, 2026, resulting in 353,156 Common shares held directly afterward. These Performance Shares cliff vested after a three-year performance period, where the Compensation Committee determined on September 9, 2026 that 236% of performance conditions were met, increasing the award by 70,924 PSUs; time-based vesting was then satisfied on September 15, 2026. No Rule 10b5-1 trading plan is reported for these transactions.
Guidewire Software, Inc. (GWRE) reported that President John P. Mullen exercised 75,211 Performance Shares into 75,211 shares of Common Stock on September 15, 2026. These Performance Shares cliff vested after a three-year performance period, and Mullen now holds 223,330 shares of Common Stock directly. No Rule 10b5-1 trading plan is reported.
The Compensation Committee determined on September 9, 2026 that 236% of the performance conditions were met, increasing the number of PSUs earned by 43,342 units, and the time-based vesting condition was satisfied on September 15, 2026.
Guidewire Software, Inc. (GWRE) reported that Chief Accounting Officer David Franklin Peterson exercised 4,351 Performance Shares into 4,351 shares of Common Stock on September 15, 2026 at $0.00 per share, leaving him with 14,138 Common shares held directly.
The Performance Shares, which now have a remaining balance of zero, cliff vested after a three-year performance period. The Compensation Committee had determined on September 9, 2026 that 136% of the performance conditions were met, increasing the earned PSUs by 1,152 before time-based vesting was satisfied.
Guidewire Software, Inc. (GWRE) reported that Chief Administrative Officer and General Counsel James Winston King exercised 19,701 Performance Shares into an equal number of shares of common stock on September 15, 2026. These Performance Shares cliff vested after a three-year performance period, and his direct common stock holdings rose to 57,753 shares.
The Compensation Committee had determined on September 9, 2026 that 136% of the performance conditions were met, increasing his earned PSUs by 5,215 units. No Rule 10b5‑1 trading plan is reported for these transactions.