Every Form 4 that GUIDEWIRE SOFTWARE, INC. (GWRE) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.
A Form 4 covers the transactions officers, directors and large holders report, so if you follow GWRE and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full GWRE filings page.
Guidewire Software, Inc. President John P. Mullen sold 5,400 shares of common stock at $185 per share on October 20, 2026. The automatic sale was made under a Rule 10b5-1 trading plan adopted October 14, 2025, and amended January 13, 2026. Mullen reported directly holding 178,247 shares following the sale.
Guidewire Software, Inc. (GWRE) Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of Common Stock at $167.90 per share on October 19, 2026. The automatic sale was made pursuant to a 10b5-1 Trading Plan adopted on October 14, 2025. His reported holdings after the transaction were 274,866 shares.
Guidewire Software, Inc. (GWRE) Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on October 12, 2026, at $168.97 per share. The automatic sale was made pursuant to a Rule 10b5-1 Trading Plan adopted by Rosenbaum on October 14, 2025. His reported direct holdings after the sale were 276,066 shares.
Guidewire Software, Inc.'s Chief Admin Officer, Gen Couns, James Winston King, sold 9,187 common shares at $168 per share on October 9, 2026. The sale was made under a 10b5-1 Trading Plan adopted October 14, 2025. King directly held 35,371 shares after the transaction.
Guidewire Software, Inc. (GWRE) Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on October 5, 2026, at $152.52 per share. The sale was automatic under a Rule 10b5-1 Trading Plan adopted October 14, 2025. He directly held 277,266 shares after the transaction.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on September 28, 2026, at $142.65 per share. The automatic sale was made under a 10b5-1 Trading Plan adopted October 14, 2025; he directly held 278,466 shares following the sale.
Guidewire Software, Inc. (GWRE) reports that Chief Admin Officer and General Counsel James Winston King had a net disposition of 13,195 shares of Common Stock in mid-September 2026. On September 17, 2026, 11,814 shares were sold by the issuer to cover taxes from Restricted Stock Unit settlement at an average price of $144.4713 per share, based on individual trades between $144.4695 and $144.4714. On September 18, 2026, 1,381 shares were sold at $144.98 per share in an open-market or private transaction, described as an automatic sale under a Rule 10b5-1 Trading Plan adopted on October 14, 2025 and amended on April 9, 2026.
Guidewire Software, Inc. (GWRE) reported that its Chief Accounting Officer, David Franklin Peterson, had 1,905 shares of common stock sold on his behalf on September 17, 2026, mainly to cover taxes associated with the settlement of Restricted Stock Units, at an average price of about $144.47 per share. The transaction is reported as made under a Rule 10b5-1 trading plan, and Peterson now holds 12,233 shares of Guidewire common stock directly.
Guidewire Software, Inc. (GWRE) reported that its Chief Financial Officer, Jeffrey Elliott Cooper, disposed of a total of 33,175 shares of common stock on September 17–18, 2026. On September 17, 23,234 shares were sold by the company to cover taxes associated with the settlement of Restricted Stock Units. On September 18, the CFO executed several additional open‑market sales of smaller share blocks at reported weighted average prices ranging from about $140.73 to $144.98 per share. Most of the September 18 transactions are described as automatic sales pursuant to a Rule 10b5‑1 Trading Plan adopted by the reporting person on March 20, 2026, and the filing notes that prices shown are averages over disclosed price ranges.
Guidewire Software, Inc. (GWRE) reported that its President, John P. Mullen, had 39,683 shares of common stock sold on his behalf on September 17, 2026, at an average price of $144.4718 per share. According to the disclosure, these shares were sold by the issuer to cover taxes associated with the settlement of Restricted Stock Units, and Mullen held 183,647 shares directly after this transaction.
Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer and director Michael George Rosenbaum had two open-market sales of common stock. On September 17, 2026, 72,290 shares were sold at an average price of $144.4718 per share to cover taxes associated with Restricted Stock Unit settlement.
On September 21, 2026, an additional 1,200 shares were sold at $145.92 per share in an automatic transaction pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. The filing does not state Rosenbaum’s total holdings after these sales.
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.
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) 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) reported that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on August 31, 2026 in an open-market or private transaction at $204.44 per share. Following this sale, he directly holds 186,576 shares of Guidewire common stock. The sale was executed automatically under a Rule 10b5-1 Trading Plan adopted on October 14, 2025.
Guidewire Software, Inc. (GWRE) insider David Franklin Peterson, Chief Accounting Officer, reported selling 2,500 shares of common stock on August 27, 2026 at $200.00 per share in an open market or private transaction. The sale was executed automatically under a Rule 10b5-1 Trading Plan adopted on October 10, 2025, and Peterson reported owning 9,787 shares directly after the transaction.
Guidewire Software, Inc. (GWRE) reported that its President, John P. Mullen, sold a total of 18,000 shares of common stock in two open‑market or private transactions. On August 19, 2026 he sold 16,200 shares at $185.00 per share, and on August 25, 2026 he sold 1,800 shares at $188.46 per share. Both sales were executed under an automatic Rule 10b5‑1 trading plan adopted on October 14, 2025 and amended on January 13, 2026. Post‑transaction share holdings are not stated in this filing.
Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of common stock on August 24, 2026 at a price of $187.82 per share in an open-market or private transaction. Following this sale, he held 187,776 shares of Guidewire common stock directly. The transaction was an automatic sale made pursuant to a Rule 10b5-1 Trading Plan adopted by Mr. Rosenbaum on October 14, 2025.
Guidewire Software, Inc. (GWRE) reported that President John P. Mullen sold 14,400 shares of common stock on August 19, 2026 at $185.00 per share, in an open-market or private transaction. The sale was executed pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025, and Mullen now holds 116,715 shares directly.
Guidewire Software, Inc. (GWRE) Chief Executive Officer Michael George Rosenbaum reported selling 1,200 shares of common stock on August 17, 2026 at $172.88 per share in an open-market or private transaction. The filing states the sale was an automatic transaction made pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Following this sale, Rosenbaum directly holds 188,976 shares of Guidewire common stock.
Vollert Karl Alexander reported acquisition or exercise transactions in this Form 4 filing.
Guidewire Software, Inc. director Karl Alexander Vollert reported a grant of 578 shares of Common Stock in the form of restricted stock units. The units were granted on August 12, 2026 and are scheduled to become 100% vested after the earlier of one year from the grant date or the company’s next annual meeting of stockholders. Following this award, his directly held position reported in this filing is 578 shares.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported the sale of 1,200 shares of common stock on August 10, 2026 at $169.50 per share. The transaction was an open-market sale made pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Following this sale, Rosenbaum directly holds 190,176 shares of Guidewire common stock.
Guidewire Software Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on 2026-08-03 at an average price of $155.92 per share in an open-market or private transaction.
The sale was executed automatically under a 10b5-1 Trading Plan adopted on October 14, 2025, and he continues to hold 191,376 shares directly.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of Common Stock on July 27, 2026 at $142.31 per share in an open-market or private transaction. The sale was executed automatically under a 10b5-1 trading plan adopted on October 14, 2025, leaving him with 192,576 directly held shares.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock on July 20, 2026 at $147.4200 per share in an open-market transaction.
This automatic sale occurred under a Rule 10b5-1 Trading Plan adopted on October 14, 2025, and left him with 193,776 shares directly owned.
Guidewire Software Chief Executive Officer Michael George Rosenbaum completed an open-market sale of 1,200 shares of common stock at $138.47 per share pursuant to an automatic Rule 10b5-1 trading plan adopted on October 14, 2025. Following this transaction, he directly owns 194,976 shares of Guidewire common stock.
Guidewire Software’s Chief Administrative Officer and General Counsel, James Winston King, reported an open-market sale of 1,684 shares of common stock at $130.64 per share. The transaction reflects a discretionary sale executed on the market.
After the sale, he directly holds 30,018 shares of Guidewire common stock. The filing notes the transaction was an automatic sale made under a Rule 10b5-1 Trading Plan adopted on October 14, 2025 and amended on April 9, 2026, indicating it was pre-scheduled rather than timed opportunistically.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock on July 6, 2026 at an average price of $131.63 per share. After this transaction, he directly holds 196,176 shares.
The footnote states this was an automatic sale made under a Rule 10b5-1 trading plan adopted on October 14, 2025, indicating the trade was pre-scheduled rather than a discretionary market-timing decision.
Guidewire Software CEO Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock at $124.29 per share. The transaction was executed as a planned sale under a Rule 10b5-1 Trading Plan adopted on October 14, 2025.
After this sale, Rosenbaum directly holds 197,376 shares. The filing reflects a relatively small, pre-scheduled disposal compared with his remaining ownership stake.
Guidewire Software, Inc. Chief Financial Officer Jeffrey Elliott Cooper reported an open-market sale of company stock. On this transaction date, he sold 1,348 shares of Common Stock at an average price of $105.67 per share. The sale was executed as an automatic transaction under a pre-arranged Rule 10b5-1 trading plan adopted by the executive. After this sale, Cooper continues to hold 62,119 shares directly, indicating he retains a substantial equity stake in the company.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open‑market sale of 1,200 shares of common stock at $105.67 per share. The transaction was executed pursuant to an automatic Rule 10b5-1 trading plan adopted on October 14, 2025. Following this sale, he directly holds 198,576 shares, indicating he retains a substantial ownership stake after the trade.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported selling a total of 7,030 shares of common stock in mid-June 2026. The transactions occurred on June 15 and June 16 at prices between $118.743 and $123.85 per share.
After these sales, Rosenbaum continues to hold 199,776 shares of Guidewire common stock directly. Footnotes state that the activity included an automatic sale under a Rule 10b5-1 trading plan and sales by the issuer to cover taxes associated with settlement of Restricted Stock Units.
Guidewire Software, Inc. Chief Financial Officer Jeffrey Elliott Cooper reported a disposition of 2,594 shares of Common Stock at $118.743 per share. According to the footnote, these shares were transferred back to the company to cover taxes tied to the settlement of Restricted Stock Units, rather than a discretionary market sale. Following this tax-related transaction, he continues to hold 63,467 shares directly, indicating he retains the vast majority of his equity position.
Guidewire Software, Inc. Chief Accounting Officer David Franklin Peterson reported a small share disposition tied to tax obligations. On June 16, 2026, 246 shares of common stock were sold at $118.743 per share. According to the disclosure, these shares were sold by the issuer to cover taxes from the settlement of Restricted Stock Units, rather than as a discretionary open-market sale. Following this transaction, Peterson directly held 12,287 shares of Guidewire common stock.
Guidewire Software, Inc. Chief Administrative Officer and General Counsel James Winston King reported a small share sale tied to tax obligations. He disposed of 999 shares of common stock at $118.743 per share, with the shares sold by the company to cover taxes from the settlement of Restricted Stock Units. Following the transaction, he directly holds 31,702 common shares, indicating the sale represents only a minor portion of his overall stake.
Guidewire Software, Inc. President John P. Mullen reported a disposition of 4,292 shares of common stock on June 16, 2026. The shares were sold by the company to cover taxes associated with the settlement of Restricted Stock Units at an average price of $118.743 per share. After this tax-related transaction, Mullen directly holds 131,115 shares of Guidewire common stock.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at $135.62 per share. The transaction was executed pursuant to a pre-arranged Rule 10b5-1 trading plan adopted on October 14, 2025.
Following this sale, Rosenbaum directly holds 206,806 shares of Guidewire common stock, reflecting his continuing equity stake in the company while allowing for planned portfolio diversification through scheduled sales.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock. The shares were sold at an average price of $158.92 per share. After this transaction, he directly holds 208,006 shares of Guidewire common stock.
The sale was executed pursuant to an automatic Rule 10b5-1 trading plan adopted by Rosenbaum on October 14, 2025, indicating the transaction was pre-scheduled rather than a discretionary trade.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of common stock. He sold 1,200 shares at a price of $138.51 per share and held 209,206 shares of common stock directly after the transaction. According to a footnote, this was an automatic sale made under a pre-arranged Rule 10b5-1 trading plan adopted by the reporting person.
Guidewire Software CEO Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock at an average price of $128.19 per share. After this transaction, he directly holds 210,406 shares.
The sale was executed automatically under a Rule 10b5-1 trading plan adopted by Rosenbaum on October 14, 2025, indicating it was pre-scheduled rather than a discretionary market-timing decision.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at $136.38 per share. The transaction on May 11, 2026 was executed under a pre-established Rule 10b5-1 Trading Plan. Following this sale, he directly holds 211,606 shares.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at $141.91 per share on May 4, 2026. The transaction was executed pursuant to a pre-arranged Rule 10b5-1 trading plan adopted on October 14, 2025. Following this sale, Rosenbaum continues to hold 212,806 shares of Guidewire common stock directly.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of Common Stock in an open-market transaction. The shares were sold at an average price of $138.09 per share and were executed automatically under a Rule 10b5-1 Trading Plan adopted by Rosenbaum on October 14, 2025.
After this sale, Rosenbaum directly holds 214,006 shares of Guidewire Software, Inc. common stock, so the transaction represents a small portion of his overall reported holdings.