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) reported that Chief Financial Officer Jeffrey Elliott Cooper exercised 37,826 Performance Shares into 37,826 shares of Common Stock on September 15, 2026. These Performance Shares cliff vested after a three-year performance period, with the Compensation Committee determining on September 9, 2026 that 136% of performance conditions were met, which increased the units earned. Following the exercise, Cooper held 118,595 shares of Common Stock directly, and no Rule 10b5-1 trading plan is reported.
Guidewire Software, Inc. (GWRE) CEO and director Michael George Rosenbaum reported both a sale and equity awards. On September 14, 2026, he sold 1,200 shares of Common Stock at $145.87 per share in an automatic transaction pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025.
On September 11, 2026, he received a grant of 45,906 Performance Shares, each representing the right to receive one share of Common Stock, and a related non-derivative award for 45,906 shares of Common Stock. The Performance Shares cliff vest after a three-year performance period, based on average performance over three one-year measurement periods and continued employment through September 15, 2029, and expire on September 11, 2036.
Guidewire Software, Inc. (GWRE) reported that President John P. Mullen received an equity award on September 11, 2026. The award consists of 35,004 Performance Shares, each representing the right to receive one share of Common Stock, and a related acquisition of 35,004 shares of Common Stock. The Performance Shares cliff vest after a three-year performance period, based on average performance over three one-year measurement periods and continued employment through September 15, 2029.
Guidewire Software, Inc. (symbol: GWRE) is the issuer of record for a Form 4 filing submitted to the SEC. Cooper Jeffrey Elliott reported acquisition or exercise transactions in this Form 4 filing.
Guidewire Software, Inc. (GWRE) reported that its Chief Financial Officer, Jeffrey Elliott Cooper, received an equity grant on September 11, 2026. He was awarded 18,650 Performance Shares, each representing the right to receive one share of common stock, and a corresponding 18,650 shares of common stock, bringing his directly held common stock to 80,769 shares. The Performance Shares cliff vest at the end of a three-year performance period based on average performance over three one-year measurement periods and continued employment through September 15, 2029.
Guidewire Software, Inc. (GWRE) reported that Chief Admin Officer and General Counsel James Winston King received an award of 8,034 Performance Shares on September 11, 2026, representing rights to acquire 8,034 shares of Common Stock. The filing also reports an acquisition of 8,034 shares of Common Stock, bringing his directly held Common Stock to 38,052 shares. These Performance Shares cliff vest based on three one-year financial performance periods and require continued employment through September 15, 2029, with an expiration date of September 11, 2036. No Rule 10b5-1 trading plan is reported for these awards.
Guidewire Software, Inc. (GWRE) has a notice filed under Rule 144 on behalf of Michael George Rosenbaum for the potential sale of 1,200 shares of common stock, held at Morgan Stanley Smith Barney LLC, with an aggregate market value of $175,044.00 and listed on the NYSE. The table indicates 81,992,669 shares outstanding of Guidewire common stock. The filing also lists prior Rule 144 sales by Rosenbaum over the past three months, including multiple 1,200‑share transactions and a larger sale of 5,830 shares on June 16, 2026.
Guidewire Software, Inc. (GWRE) reports strong growth and a return to consistent profitability for the fiscal year ended July 31, 2026, driven by its cloud-based P&C insurance platform. Total revenue was $1,475.4 million, up from $1,202.5 million in 2025 and $980.5 million in 2024, led by subscription and support revenue of $970.9 million.
Operating income rose to $149.9 million from $41.1 million, and net income increased to $139.3 million from $69.8 million, compared with a loss in 2024. Operating cash flow was a robust $389.7 million, while cash, cash equivalents, and investments totaled $1,215.3 million, down from $1,483.2 million as the company repurchased and retired common stock totaling $609.4 million.
Convertible senior notes, net, stood at $678.1 million, and total stockholders’ equity was $1,193.7 million with 81,992,467 shares outstanding as of July 31, 2026. The independent auditor issued unqualified opinions on both the financial statements and internal control over financial reporting and highlighted a single critical audit matter related to revenue recognition for software and cloud contracts with non-standard terms.
Guidewire Software, Inc. (GWRE) reports that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on September 8, 2026 at $160.52 per share in an open-market or private transaction. After this sale, he directly holds 185,376 shares of Guidewire common stock.
The transaction was an automatic sale pursuant to a Rule 10b5-1 Trading Plan adopted by Rosenbaum on October 14, 2025, indicating it was pre-arranged rather than opportunistic.
Guidewire Software, Inc. (GWRE) is the issuer of common stock for which Michael George Rosenbaum filed a Rule 144 notice to sell 1,200 shares, with an indicated value of $192,624.00, through Morgan Stanley Smith Barney LLC. The notice lists these shares as performance shares acquired on September 15, 2023. It also reports multiple prior open-market sales of common stock over the past three months, including several 1,200‑share transactions and one 5,830‑share transaction, each with stated dollar proceeds.
Guidewire Software, Inc. (GWRE) reported strong results for the quarter and fiscal year ended July 31, 2026, highlighted by broad-based growth in its cloud and subscription business. For fiscal 2026, total revenue was $1,475.4 million, up 23%, with subscription and support revenue rising 33% to $970.9 million and services revenue up 23%, while license revenue declined 7%. Annual recurring revenue (ARR) grew 19% on a constant currency basis to $1,242 million, and fully ramped ARR grew 22% to $1,578 million, each based on prior-year exchange rates. GAAP income from operations increased to $149.9 million and non-GAAP income from operations to $339.9 million; GAAP net income was $139.3 million and non-GAAP net income was $293.0 million. Operating cash flow reached $389.7 million, a 26% margin, and free cash flow was $358.7 million. Guidewire repurchased 4.1 million shares for $606.3 million in fiscal 2026. The company issued fiscal 2027 guidance with expected total revenue between $1,707 million and $1,727 million and non-GAAP operating income between $403 million and $423 million. Separately, Senior Vice President and Chief Accounting Officer David Peterson plans to retire effective November 4, 2026, with Chief Financial Officer Jeff Cooper expected to assume principal accounting officer duties, subject to board appointment.