Guidewire Software, Inc. insider trading
This tab shows only the shares insiders bought or sold on the open market in the last twelve months (Form 4 codes P and S). Grants, option exercises, shares held back for tax and gifts are left out on purpose, so what is left is insiders trading at the market price like anyone else.
In the last twelve months insiders at Guidewire Software, Inc. filed 89 open-market sales worth $48.0 million and 0 open-market purchases, on Form 4 with the SEC. The latest: Rosenbaum Michael George, Chief Executive Officer, sold 1,200 shares at $152.52 on 5 October 2026, filed 5 October 2026.
| Traded | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| 5 October 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $152.52 | $183,024 | Form 4 |
| 28 September 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $142.65 | $171,180 | Form 4 |
| 21 September 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $145.92 | $175,104 | Form 4 |
| 18 September 2026 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 1,381 | $144.98 | $200,217 | Form 4 |
| 18 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 854 | $140.73 | $120,182 | Form 4 |
| 18 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 2,430 | $141.68 | $344,289 | Form 4 |
| 18 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 4,468 | $142.69 | $637,541 | Form 4 |
| 18 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 1,195 | $143.61 | $171,610 | Form 4 |
| 18 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 994 | $144.98 | $144,110 | Form 4 |
| 17 September 2026 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 11,814 | $144.47 | $1.7 million | Form 4 |
| 17 September 2026 | Peterson David Franklin | Chief Accounting Officer | Sale | 1,905 | $144.47 | $275,219 | Form 4 |
| 17 September 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 23,234 | $144.47 | $3.4 million | Form 4 |
| 17 September 2026 | Mullen John P | President | Sale | 39,683 | $144.47 | $5.7 million | Form 4 |
| 17 September 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 72,290 | $144.47 | $10.4 million | Form 4 |
| 14 September 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $145.87 | $175,044 | Form 4 |
| 8 September 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $160.52 | $192,624 | Form 4 |
| 31 August 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $204.44 | $245,328 | Form 4 |
| 27 August 2026 | Peterson David Franklin | Chief Accounting Officer | Sale | 2,500 | $200.00 | $500,000 | Form 4 |
| 24 August 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $187.82 | $225,384 | Form 4 |
| 19 August 2026 | Mullen John P | President | Sale | 14,400 | $185.00 | $2.7 million | Form 4 |
| 17 August 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $172.88 | $207,456 | Form 4 |
| 10 August 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $169.50 | $203,400 | Form 4 |
| 3 August 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $155.92 | $187,104 | Form 4 |
| 27 July 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $142.31 | $170,772 | Form 4 |
| 20 July 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $147.42 | $176,904 | Form 4 |
| 13 July 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $138.47 | $166,164 | Form 4 |
| 9 July 2026 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 1,684 | $130.64 | $219,998 | Form 4 |
| 6 July 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $131.63 | $157,956 | Form 4 |
| 29 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $124.29 | $149,148 | Form 4 |
| 22 June 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 1,348 | $105.67 | $142,443 | Form 4 |
| 22 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $105.67 | $126,804 | Form 4 |
| 16 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 5,830 | $118.74 | $692,272 | Form 4 |
| 16 June 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 2,594 | $118.74 | $308,019 | Form 4 |
| 16 June 2026 | Peterson David Franklin | Chief Accounting Officer | Sale | 246 | $118.74 | $29,211 | Form 4 |
| 16 June 2026 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 999 | $118.74 | $118,624 | Form 4 |
| 16 June 2026 | Mullen John P | President | Sale | 4,292 | $118.74 | $509,645 | Form 4 |
| 15 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $123.85 | $148,620 | Form 4 |
| 8 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $135.62 | $162,744 | Form 4 |
| 1 June 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $158.92 | $190,704 | Form 4 |
| 26 May 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $138.51 | $166,212 | Form 4 |
| 18 May 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $128.19 | $153,828 | Form 4 |
| 11 May 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $136.38 | $163,656 | Form 4 |
| 4 May 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $141.91 | $170,292 | Form 4 |
| 27 April 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $138.09 | $165,708 | Form 4 |
| 20 April 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $139.75 | $167,700 | Form 4 |
| 13 April 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $118.77 | $142,524 | Form 4 |
| 6 April 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $151.14 | $181,368 | Form 4 |
| 30 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $145.74 | $174,888 | Form 4 |
| 23 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $155.56 | $186,672 | Form 4 |
| 17 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 4,737 | $163.86 | $776,195 | Form 4 |
| 17 March 2026 | Mullen John P | President | Sale | 6,576 | $163.86 | $1.1 million | Form 4 |
| 17 March 2026 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 1,001 | $163.86 | $164,022 | Form 4 |
| 17 March 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 1,935 | $163.86 | $317,065 | Form 4 |
| 17 March 2026 | Peterson David Franklin | Chief Accounting Officer | Sale | 273 | $163.86 | $44,733 | Form 4 |
| 16 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $160.00 | $192,000 | Form 4 |
| 13 March 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 4,757 | $158.72 | $755,031 | Form 4 |
| 9 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $166.34 | $199,608 | Form 4 |
| 2 March 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $143.87 | $172,644 | Form 4 |
| 23 February 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $125.50 | $150,600 | Form 4 |
| 17 February 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $127.00 | $152,400 | Form 4 |
| 9 February 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $127.77 | $153,324 | Form 4 |
| 2 February 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $140.01 | $168,012 | Form 4 |
| 26 January 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $160.32 | $192,384 | Form 4 |
| 20 January 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $156.26 | $187,512 | Form 4 |
| 13 January 2026 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 216 | $180.87 | $39,068 | Form 4 |
| 13 January 2026 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,200 | $180.87 | $217,044 | Form 4 |
| 29 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $204.95 | $286,930 | Form 4 |
| 22 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $200.72 | $281,008 | Form 4 |
| 18 December 2025 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 1,860 | $195.00 | $362,700 | Form 4 |
| 18 December 2025 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 1,232 | $195.00 | $240,240 | Form 4 |
| 16 December 2025 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 1,457 | $192.08 | $279,855 | Form 4 |
| 16 December 2025 | Cooper Jeffrey Elliott | Chief Financial Officer | Sale | 2,872 | $192.08 | $551,643 | Form 4 |
| 16 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 6,015 | $192.08 | $1.2 million | Form 4 |
| 16 December 2025 | Peterson David Franklin | Chief Accounting Officer | Sale | 358 | $192.08 | $68,763 | Form 4 |
| 16 December 2025 | Mullen John P | President | Sale | 7,975 | $192.08 | $1.5 million | Form 4 |
| 15 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $204.34 | $286,076 | Form 4 |
| 8 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $210.87 | $295,218 | Form 4 |
| 1 December 2025 | Mullen John P | President | Sale | 3,000 | $213.44 | $640,320 | Form 4 |
| 1 December 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $213.44 | $298,816 | Form 4 |
| 24 November 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $213.23 | $298,522 | Form 4 |
| 17 November 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $222.54 | $311,556 | Form 4 |
| 17 November 2025 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 798 | $222.54 | $177,587 | Form 4 |
| 10 November 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $218.53 | $305,942 | Form 4 |
| 3 November 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $231.85 | $324,590 | Form 4 |
| 3 November 2025 | Mullen John P | President | Sale | 3,000 | $231.85 | $695,550 | Form 4 |
| 27 October 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $255.40 | $357,560 | Form 4 |
| 20 October 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $245.70 | $343,980 | Form 4 |
| 20 October 2025 | King James Winston | Chief Admin Officer, Gen Couns | Sale | 798 | $245.70 | $196,069 | Form 4 |
| 13 October 2025 | Rosenbaum Michael George | Chief Executive Officer | Sale | 1,400 | $239.71 | $335,594 | Form 4 |
A filing with several lines appears once per line.
Source
Form 4 filings on EDGAR for Guidewire Software, Inc.: the company's filing index.
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