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. (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.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at $139.75 per share. After this transaction, he directly holds 215,206 shares. The sale was executed automatically under a Rule 10b5-1 trading plan adopted by the reporting person.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock on April 13, 2026 at $118.77 per share. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan, and he continues to hold 216,406 shares directly.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at a price of $151.14 per share. The transaction was a direct ownership sale.
After this trade, Rosenbaum continues to hold 217,606 shares of Guidewire common stock directly. According to a footnote, the sale was executed automatically under a pre-arranged Rule 10b5-1 trading plan adopted by the reporting person, indicating it was scheduled in advance rather than timed discretionarily.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock on March 30, 2026 at $145.74 per share. The transaction was an automatic sale made under a Rule 10b5-1 Trading Plan adopted on October 14, 2025.
Following this sale, Rosenbaum directly holds 218,806 shares of Guidewire common stock, indicating the transaction represents a small portion of his overall reported ownership and appears to be a routine, pre-planned disposition.
Guidewire Software’s Chief Executive Officer Michael George Rosenbaum reported an open-market sale of company stock. On March 23, 2026, he sold 1,200 shares of Guidewire Software common stock at a price of $155.56 per share in a transaction classified as an open-market sale.
The sale was executed automatically under a pre-set Rule 10b5-1 trading plan adopted on October 14, 2025, indicating it was scheduled in advance. After this transaction, Rosenbaum still directly owns 220,006 shares of Guidewire Software common stock, so the sale represents only a small fraction of his overall holdings.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported a sale of 4,737 shares of common stock. The shares were sold at $163.8579 per share, and according to the footnote, the sale was executed by the issuer to cover taxes tied to the settlement of restricted stock units. Following this routine tax-related disposition, he directly holds 221,206 shares of Guidewire common stock.
Guidewire Software, Inc. president John P. Mullen reported an open-market sale of 6,576 shares of common stock on March 17, 2026 at an average price of $163.8579 per share. According to the footnote, these shares were sold by the company to cover taxes tied to restricted stock unit settlement, making this a tax-related, non-discretionary transaction. After this sale, Mullen directly holds 135,407 shares of Guidewire common stock.
Guidewire Software, Inc. Chief Administrative Officer and General Counsel James Winston King reported a small share disposition tied to taxes on equity compensation. He surrendered 1,001 shares of common stock at $163.8579 per share on March 17, 2026, in a transaction described as covering taxes associated with the settlement of restricted stock units. After this event, he directly holds 32,701 shares of Guidewire common stock. Because the shares were used to satisfy tax obligations rather than sold as a discretionary trade, this filing reflects a routine compensation-related adjustment rather than a directional bet on the stock.
Guidewire Software, Inc.’s Chief Financial Officer Jeffrey Elliott Cooper reported a disposition of 1,935 shares of common stock on March 17, 2026 at an average price of $163.8579 per share. According to the footnote, these shares were sold by the issuer to cover taxes tied to the settlement of restricted stock units, making this a tax-related, non-discretionary event rather than a typical open-market sale. After this transaction, Cooper still holds 66,061 shares of Guidewire common stock directly.
Guidewire Software, Inc. Chief Accounting Officer David Franklin Peterson reported a tax-related share disposition. On this Form 4, 273 shares of common stock were sold on March 17, 2026 at an average price of $163.8579 per share.
According to the footnote, the shares were sold by the issuer to cover taxes tied to the settlement of Restricted Stock Units, making this a mechanical tax-withholding event rather than a discretionary open-market sale. After the transaction, Peterson held 12,533 shares of common stock directly.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock at $160.00 per share. After this transaction, he directly holds 225,943 shares. The sale was executed automatically under a Rule 10b5-1 trading plan adopted on October 14, 2025.
Guidewire Software Chief Financial Officer Jeffrey Elliott Cooper sold 4,757 shares of common stock in an open-market transaction at $158.72 per share. After the sale, he directly holds 67,996 shares. The company notes this trade was not made under a Rule 10b5-1 trading plan and occurred during an open trading window under its insider trading policy.
Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum sold 1,200 shares of common stock in an open-market transaction at $166.34 per share on March 9, 2026. The sale was executed automatically under a Rule 10b5-1 trading plan adopted on October 14, 2025.
After this transaction, Rosenbaum directly holds 227,143 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 on March 2, 2026 at a price of $143.87 per share. Following this transaction, he directly owns 228,343 shares. The sale was executed automatically under a Rule 10b5-1 trading plan adopted on October 14, 2025.
Guidewire Software, Inc. director and Chief Executive Officer Michael George Rosenbaum reported an open-market sale of common stock. He sold 1,200 shares at a price of $125.50 per share in a transaction dated February 23, 2026. After this sale, he continued to hold 229,543 shares of Guidewire common stock directly. The sale was executed automatically under a pre-arranged Rule 10b5-1 trading plan, which had been adopted in advance to systematically sell shares over time.
Guidewire Software, Inc. chief executive Michael George Rosenbaum reported an open-market sale of common stock. On 02/17/2026, he sold 1,200 shares at a price of $127 per share under transaction code S. The filing notes this was an automatic sale under a 10b5-1 trading plan adopted on October 14, 2025. Following the transaction, Rosenbaum directly owned 230,743 shares of Guidewire common stock.
Guidewire Software, Inc. insider trading report: Chief Executive Officer and director Michael George Rosenbaum sold 1,200 shares of Guidewire common stock at $127.77 per share on February 9, 2026. The transaction was an automatic sale under a pre-arranged Rule 10b5-1 trading plan adopted on October 14, 2025.
After this sale, Rosenbaum beneficially owned 231,943 shares of Guidewire common stock in direct ownership form.
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.
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.
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.