Insider Ledger
GWRE insider buying and SEC filings, explained
Guidewire Software, Inc. · CIK 1528396
Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov
Company profile
- Exchanges
- NYSE
- Industry (SIC)
- Services-Prepackaged Software
- State of incorporation
- DE
- Fiscal year end
- Jul 31
- Former names
- Guidewire Software, Inc.
Insider activity in the last 12 months
Bought
$0
Insiders who bought
0
Sold (not marked 10b5-1)
$12.6M
Planned sales (10b5-1)
$37.6M
Insider purchases and sales, last 12 months
| Traded | Type | What was filed | Source |
|---|---|---|---|
| Nov 2, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $160.16 ($192K), marked as a 10b5-1 plan trade. Holdings down <1% to 272,466 shares. | SEC filing Filed Nov 2, 2026, 6:03 PM ET |
| Oct 26, 2026 | Planned (10b5-1) | John P Mullen (President / COO) sold 1,800 shares at $187.19 ($337K), marked as a 10b5-1 plan trade. Holdings down 1% to 176,447 shares. | SEC filing Filed Oct 27, 2026, 4:12 PM ET |
| Oct 26, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $187.19 ($225K), marked as a 10b5-1 plan trade. Holdings down <1% to 273,666 shares. | SEC filing Filed Oct 26, 2026, 4:11 PM ET |
| Oct 20, 2026 | Planned (10b5-1) | John P Mullen (President / COO) sold 5,400 shares at $185.00 ($999K), marked as a 10b5-1 plan trade. Holdings down 3% to 178,247 shares. | SEC filing Filed Oct 20, 2026, 7:58 PM ET |
| Oct 19, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $167.90 ($201K), marked as a 10b5-1 plan trade. Holdings down <1% to 274,866 shares. | SEC filing Filed Oct 19, 2026, 6:22 PM ET |
| Oct 12, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $168.97 ($203K), marked as a 10b5-1 plan trade. Holdings down <1% to 276,066 shares. | SEC filing Filed Oct 13, 2026, 7:38 AM ET |
| Oct 9, 2026 | Planned (10b5-1) | James Winston King (Chief Admin Officer, Gen Couns) sold 9,187 shares at $168.00 ($1.5M), marked as a 10b5-1 plan trade. Holdings down 21% to 35,371 shares. | SEC filing Filed Oct 13, 2026, 7:37 AM ET |
| Oct 5, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $152.52 ($183K), marked as a 10b5-1 plan trade. Holdings down <1% to 277,266 shares. | SEC filing Filed Oct 5, 2026, 7:58 PM ET |
| Sep 28, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $142.65 ($171K), marked as a 10b5-1 plan trade. Holdings down <1% to 278,466 shares. | SEC filing Filed Sep 30, 2026 |
| Sep 17, 2026 | Sale | John P Mullen (President / COO) sold 39,683 shares at $144.47 ($5.7M). Holdings down 18% to 183,647 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Sep 21, 2026 |
| Sep 17–18, 2026 | Planned (10b5-1) | Jeffrey Elliott Cooper (CFO) sold 33,175 shares between Sep 17 and Sep 18 at about $143.91 ($4.8M), marked as a 10b5-1 plan trade. Holdings down 28% to 85,420 shares. | SEC filing Filed Sep 21, 2026 |
| Sep 17–21, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 73,490 shares between Sep 17 and Sep 21 at about $144.49 ($10.6M), marked as a 10b5-1 plan trade. Holdings down 21% to 279,666 shares. | SEC filing Filed Sep 21, 2026 |
| Sep 17–18, 2026 | Planned (10b5-1) | James Winston King (Chief Admin Officer, Gen Couns) sold 13,195 shares between Sep 17 and Sep 18 at about $144.52 ($1.9M), marked as a 10b5-1 plan trade. Holdings down 23% to 44,558 shares. | SEC filing Filed Sep 21, 2026 |
| Sep 17, 2026 | Planned (10b5-1) | David Franklin Peterson (Chief Accounting Officer) sold 1,905 shares at $144.47 ($275K), marked as a 10b5-1 plan trade. Holdings down 13% to 12,233 shares. | SEC filing Filed Sep 21, 2026 |
| Sep 14, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $145.87 ($175K), marked as a 10b5-1 plan trade. Holdings down 1% to 230,082 shares. | SEC filing Filed Sep 14, 2026 |
| Sep 8, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $160.52 ($193K), marked as a 10b5-1 plan trade. Holdings down 1% to 185,376 shares. | SEC filing Filed Sep 8, 2026 |
| Aug 31, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $204.44 ($245K), marked as a 10b5-1 plan trade. Holdings down 1% to 186,576 shares. | SEC filing Filed Sep 1, 2026 |
| Aug 27, 2026 | Planned (10b5-1) | David Franklin Peterson (Chief Accounting Officer) sold 2,500 shares at $200.00 ($500K), marked as a 10b5-1 plan trade. Holdings down 20% to 9,787 shares. | SEC filing Filed Aug 27, 2026 |
| Aug 19–25, 2026 | Planned (10b5-1) Amended filing | John P Mullen (President / COO) sold 18,000 shares between Aug 19 and Aug 25 at about $185.35 ($3.3M), marked as a 10b5-1 plan trade. Holdings down 14% to 113,115 shares. This amends a filing from Aug 20. | SEC filing Filed Aug 26, 2026 |
| Aug 24, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $187.82 ($225K), marked as a 10b5-1 plan trade. Holdings down 1% to 187,776 shares. | SEC filing Filed Aug 24, 2026 |
| Aug 17, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $172.88 ($207K), marked as a 10b5-1 plan trade. Holdings down 1% to 188,976 shares. | SEC filing Filed Aug 17, 2026 |
| Aug 10, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $169.50 ($203K), marked as a 10b5-1 plan trade. Holdings down 1% to 190,176 shares. | SEC filing Filed Aug 10, 2026 |
| Aug 3, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $155.92 ($187K), marked as a 10b5-1 plan trade. Holdings down 1% to 191,376 shares. | SEC filing Filed Aug 3, 2026 |
| Jul 27, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $142.31 ($171K), marked as a 10b5-1 plan trade. Holdings down 1% to 192,576 shares. | SEC filing Filed Jul 27, 2026 |
| Jul 20, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $147.42 ($177K), marked as a 10b5-1 plan trade. Holdings down 1% to 193,776 shares. | SEC filing Filed Jul 20, 2026 |
| Jul 13, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $138.47 ($166K), marked as a 10b5-1 plan trade. Holdings down 1% to 194,976 shares. | SEC filing Filed Jul 13, 2026 |
| Jul 9, 2026 | Planned (10b5-1) | James Winston King (Chief Admin Officer, Gen Couns) sold 1,684 shares at $130.64 ($220K), marked as a 10b5-1 plan trade. Holdings down 5% to 30,018 shares. | SEC filing Filed Jul 9, 2026 |
| Jul 6, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $131.63 ($158K), marked as a 10b5-1 plan trade. Holdings down 1% to 196,176 shares. | SEC filing Filed Jul 6, 2026 |
| Jun 29, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $124.29 ($149K), marked as a 10b5-1 plan trade. Holdings down 1% to 197,376 shares. | SEC filing Filed Jun 29, 2026 |
| Jun 22, 2026 | Planned (10b5-1) | Jeffrey Elliott Cooper (CFO) sold 1,348 shares at $105.67 ($142K), marked as a 10b5-1 plan trade. Holdings down 2% to 62,119 shares. | SEC filing Filed Jun 22, 2026 |
| Jun 22, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $105.67 ($127K), marked as a 10b5-1 plan trade. Holdings down 1% to 198,576 shares. | SEC filing Filed Jun 22, 2026 |
| Jun 16, 2026 | Sale | John P Mullen (President / COO) sold 4,292 shares at $118.74 ($510K). Holdings down 3% to 131,115 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 16, 2026 |
| Jun 16, 2026 | Sale | Jeffrey Elliott Cooper (CFO) sold 2,594 shares at $118.74 ($308K). Holdings down 4% to 63,467 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 16, 2026 |
| Jun 16, 2026 | Sale | James Winston King (Chief Admin Officer, Gen Couns) sold 999 shares at $118.74 ($119K). Holdings down 3% to 31,702 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jun 16, 2026 |
| Jun 16, 2026 | Planned (10b5-1) | David Franklin Peterson (Chief Accounting Officer) sold 246 shares at $118.74 ($29K), marked as a 10b5-1 plan trade. Holdings down 2% to 12,287 shares. | SEC filing Filed Jun 16, 2026 |
| Jun 15–16, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 7,030 shares between Jun 15 and Jun 16 at about $119.61 ($841K), marked as a 10b5-1 plan trade. Holdings down 3% to 199,776 shares. | SEC filing Filed Jun 16, 2026 |
| Jun 8, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $135.62 ($163K), marked as a 10b5-1 plan trade. Holdings down 1% to 206,806 shares. | SEC filing Filed Jun 8, 2026 |
| Jun 1, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $158.92 ($191K), marked as a 10b5-1 plan trade. Holdings down 1% to 208,006 shares. | SEC filing Filed Jun 2, 2026 |
| May 26, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $138.51 ($166K), marked as a 10b5-1 plan trade. Holdings down 1% to 209,206 shares. | SEC filing Filed May 26, 2026 |
| May 18, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $128.19 ($154K), marked as a 10b5-1 plan trade. Holdings down 1% to 210,406 shares. | SEC filing Filed May 18, 2026 |
| May 11, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $136.38 ($164K), marked as a 10b5-1 plan trade. Holdings down 1% to 211,606 shares. | SEC filing Filed May 12, 2026 |
| May 4, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $141.91 ($170K), marked as a 10b5-1 plan trade. Holdings down 1% to 212,806 shares. | SEC filing Filed May 5, 2026 |
| Apr 27, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $138.09 ($166K), marked as a 10b5-1 plan trade. Holdings down 1% to 214,006 shares. | SEC filing Filed Apr 27, 2026 |
| Apr 20, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $139.75 ($168K), marked as a 10b5-1 plan trade. Holdings down 1% to 215,206 shares. | SEC filing Filed Apr 20, 2026 |
| Apr 13, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $118.77 ($143K), marked as a 10b5-1 plan trade. Holdings down 1% to 216,406 shares. | SEC filing Filed Apr 13, 2026 |
| Apr 6, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $151.14 ($181K), marked as a 10b5-1 plan trade. Holdings down 1% to 217,606 shares. | SEC filing Filed Apr 6, 2026 |
| Mar 30, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $145.74 ($175K), marked as a 10b5-1 plan trade. Holdings down 1% to 218,806 shares. | SEC filing Filed Mar 31, 2026 |
| Mar 23, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $155.56 ($187K), marked as a 10b5-1 plan trade. Holdings down 1% to 220,006 shares. | SEC filing Filed Mar 24, 2026 |
| Mar 17, 2026 | Sale | John P Mullen (President / COO) sold 6,576 shares at $163.86 ($1.1M). Holdings down 5% to 135,407 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 18, 2026 |
| Mar 17, 2026 | Sale | Jeffrey Elliott Cooper (CFO) sold 1,935 shares at $163.86 ($317K). Holdings down 3% to 66,061 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 18, 2026 |
| Mar 17, 2026 | Sale | Michael George Rosenbaum (CEO and Director) sold 4,737 shares at $163.86 ($776K). Holdings down 2% to 221,206 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 18, 2026 |
| Mar 17, 2026 | Sale | James Winston King (Chief Admin Officer, Gen Couns) sold 1,001 shares at $163.86 ($164K). Holdings down 3% to 32,701 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 18, 2026 |
| Mar 17, 2026 | Sale | David Franklin Peterson (Chief Accounting Officer) sold 273 shares at $163.86 ($45K). Holdings down 2% to 12,533 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 18, 2026 |
| Mar 16, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $160.00 ($192K), marked as a 10b5-1 plan trade. Holdings down 1% to 225,943 shares. | SEC filing Filed Mar 17, 2026 |
| Mar 13, 2026 | Sale | Jeffrey Elliott Cooper (CFO) sold 4,757 shares at $158.72 ($755K). Holdings down 7% to 67,996 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Mar 13, 2026 |
| Mar 9, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $166.34 ($200K), marked as a 10b5-1 plan trade. Holdings down 1% to 227,143 shares. | SEC filing Filed Mar 9, 2026 |
| Mar 2, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $143.87 ($173K), marked as a 10b5-1 plan trade. Holdings down 1% to 228,343 shares. | SEC filing Filed Mar 3, 2026 |
| Feb 23, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $125.50 ($151K), marked as a 10b5-1 plan trade. Holdings down 1% to 229,543 shares. | SEC filing Filed Feb 23, 2026 |
| Feb 17, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $127.00 ($152K), marked as a 10b5-1 plan trade. Holdings down 1% to 230,743 shares. | SEC filing Filed Feb 17, 2026 |
| Feb 9, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $127.77 ($153K), marked as a 10b5-1 plan trade. Holdings down 1% to 231,943 shares. | SEC filing Filed Feb 10, 2026 |
| Feb 2, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $140.01 ($168K), marked as a 10b5-1 plan trade. Holdings down 1% to 233,143 shares. | SEC filing Filed Feb 3, 2026 |
| Jan 26, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $160.32 ($192K), marked as a 10b5-1 plan trade. Holdings down 1% to 234,343 shares. | SEC filing Filed Jan 26, 2026 |
| Jan 20, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $156.26 ($188K), marked as a 10b5-1 plan trade. Holdings down 1% to 235,543 shares. | SEC filing Filed Jan 22, 2026 |
| Jan 13, 2026 | Planned (10b5-1) | Jeffrey Elliott Cooper (CFO) sold 216 shares at $180.87 ($39K), marked as a 10b5-1 plan trade. Holdings down <1% to 72,753 shares. | SEC filing Filed Jan 15, 2026 |
| Jan 13, 2026 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,200 shares at $180.87 ($217K), marked as a 10b5-1 plan trade. Holdings down 1% to 236,743 shares. | SEC filing Filed Jan 15, 2026 |
| Dec 29, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $204.95 ($287K), marked as a 10b5-1 plan trade. Holdings down 1% to 237,943 shares. | SEC filing Filed Dec 29, 2025 |
| Dec 22, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $200.72 ($281K), marked as a 10b5-1 plan trade. Holdings down 1% to 239,343 shares. | SEC filing Filed Dec 22, 2025 |
| Dec 16–18, 2025 | Planned (10b5-1) | Jeffrey Elliott Cooper (CFO) sold 4,104 shares between Dec 16, 2025 and Dec 18, 2025 at about $192.96 ($792K), marked as a 10b5-1 plan trade. Holdings down 5% to 72,969 shares. | SEC filing Filed Dec 18, 2025 |
| Dec 16–18, 2025 | Planned (10b5-1) | James Winston King (Chief Admin Officer, Gen Couns) sold 3,317 shares between Dec 16, 2025 and Dec 18, 2025 at about $193.72 ($643K), marked as a 10b5-1 plan trade. Holdings down 9% to 33,702 shares. | SEC filing Filed Dec 18, 2025 |
| Dec 16, 2025 | Sale | John P Mullen (President / COO) sold 7,975 shares at $192.08 ($1.5M). Holdings down 5% to 141,983 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 17, 2025 |
| Dec 16, 2025 | Sale | Michael George Rosenbaum (CEO and Director) sold 6,015 shares at $192.08 ($1.2M). Holdings down 2% to 240,743 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 17, 2025 |
| Dec 16, 2025 | Sale | David Franklin Peterson (Chief Accounting Officer) sold 358 shares at $192.08 ($69K). Holdings down 3% to 12,806 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Dec 17, 2025 |
| Dec 15, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $204.34 ($286K), marked as a 10b5-1 plan trade. Holdings down 1% to 246,758 shares. | SEC filing Filed Dec 15, 2025 |
| Dec 8, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $210.87 ($295K), marked as a 10b5-1 plan trade. Holdings down 1% to 248,158 shares. | SEC filing Filed Dec 8, 2025 |
| Dec 1, 2025 | Planned (10b5-1) | John P Mullen (President / COO) sold 3,000 shares at $213.44 ($640K), marked as a 10b5-1 plan trade. Holdings down 2% to 149,958 shares. | SEC filing Filed Dec 1, 2025 |
| Dec 1, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $213.44 ($299K), marked as a 10b5-1 plan trade. Holdings down 1% to 249,558 shares. | SEC filing Filed Dec 1, 2025 |
| Nov 24, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $213.23 ($299K), marked as a 10b5-1 plan trade. Holdings down 1% to 250,958 shares. | SEC filing Filed Nov 24, 2025 |
| Nov 17, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $222.54 ($312K), marked as a 10b5-1 plan trade. Holdings down 1% to 252,358 shares. | SEC filing Filed Nov 17, 2025 |
| Nov 17, 2025 | Planned (10b5-1) | James Winston King (Chief Admin Officer, Gen Couns) sold 798 shares at $222.54 ($178K), marked as a 10b5-1 plan trade. Holdings down 2% to 37,019 shares. | SEC filing Filed Nov 17, 2025 |
| Nov 10, 2025 | Planned (10b5-1) | Michael George Rosenbaum (CEO and Director) sold 1,400 shares at $218.53 ($306K), marked as a 10b5-1 plan trade. Holdings down 1% to 253,758 shares. | SEC filing Filed Nov 10, 2025 |
17 routine transactions (such as grants, option exercises or tax withholding) are not listed.
Cluster buys
No cluster buys in the last 12 months.
Red flags
No red flags in the last 12 months.
Key events
No key events in the last 12 months.
8-K filings, last 12 months
No 8-K filings in the last 12 months.
Red flags are objective triggers only: the item or form filed, never an opinion.
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