In the last 12 months, insiders at Guidewire Software made open-market sales of $51.33 million (324.6K shares) and bought no shares on the open market.
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Michael George Rosenbaum | Chief Executive Officer | 276,066 | 0 | 276,066 | 37.8% | 13 Oct, 2026 |
| 2 | John P Mullen | President | 183,647 | 0 | 183,647 | 25.2% | 21 Sep, 2026 |
| 3 | Jeffrey Elliott Cooper | Chief Financial Officer | 85,420 | 0 | 85,420 | 11.7% | 21 Sep, 2026 |
| 4 | Priscilla Hung | President Coo | 38,131 | 0 | 38,131 | 5.2% | 20 Dec, 2023 |
| 5 | James Winston King | Chief Admin Officer, Gen Couns | 35,371 | 0 | 35,371 | 4.8% | 13 Oct, 2026 |
| 6 | Margaret Dillon | Director | 16,393 | 0 | 16,393 | 2.2% | 16 Dec, 2025 |
| 7 | Catherine P Lego | Director | 14,393 | 0 | 14,393 | 2.0% | 16 Dec, 2025 |
| 8 | Paul Lavin | Director | 1,211 | 12,585 | 13,796 | 1.9% | 23 Dec, 2024 |
| 9 | David Franklin Peterson | Chief Accounting Officer | 12,233 | 0 | 12,233 | 1.7% | 17 Sep, 2026 |
| 10 | Rajani Ramanathan | Director | 11,057 | 0 | 11,057 | 1.5% | 16 Dec, 2025 |
| 11 | Michael C Keller | Director | 10,606 | 0 | 10,606 | 1.5% | 16 Dec, 2025 |
| 12 | Marcus Ryu | Ceo And President | 10,555 | 0 | 10,555 | 1.4% | 19 Dec, 2023 |
| 13 | Michael Polelle | Chief Delivery Officer | 7,241 | 0 | 7,241 | 1.0% | 18 Mar, 2022 |
| 14 | David S Bauer | Director | 7,099 | 0 | 7,099 | 1.0% | 16 Dec, 2025 |
| 15 | Mark V Anquillare | Director | 2,716 | 0 | 2,716 | 0.4% | 16 Dec, 2025 |
| 16 | Andrew William Fraser Brown | Director | 2,524 | 0 | 2,524 | 0.3% | 23 Jun, 2022 |
| 17 | Jeffrey Steven Sloan | Director | 2,371 | 0 | 2,371 | 0.3% | 16 Dec, 2025 |
| 18 | Karl Alexander Vollert | Director | 578 | 0 | 578 | 0.1% | 12 Aug, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 12 Oct, 2026 | Michael George Rosenbaum | Chief Executive Officer | Disposed S | 1,200 | $168.97 | $202.76K | 276,066 | Direct |
| 09 Oct, 2026 | James Winston King | Chief Admin Officer, Gen Couns | Disposed S | 9,187 | $168.00 | $1.54Mn | 35,371 | Direct |
| 05 Oct, 2026 | Michael George Rosenbaum | Chief Executive Officer | Disposed S | 1,200 | $152.52 | $183.02K | 277,266 | Direct |
| 28 Sep, 2026 | Michael George Rosenbaum | Chief Executive Officer | Disposed S | 1,200 | $142.65 | $171.18K | 278,466 | Direct |
| 17 Sep, 2026 | James Winston King | Chief Admin Officer, Gen Couns | Disposed S | 11,814 | $144.47 | $1.71Mn | 45,939 | Direct |
| 17 Sep, 2026 | John P Mullen | President | Disposed S | 39,683 | $144.47 | $5.73Mn | 183,647 | Direct |
| 17 Sep, 2026 | Michael George Rosenbaum | Chief Executive Officer | Disposed S | 72,290 | $144.47 | $10.44Mn | 280,866 | Direct |
| 17 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 23,234 | $144.47 | $3.36Mn | 95,361 | Direct |
| 21 Sep, 2026 | Michael George Rosenbaum | Chief Executive Officer | Disposed S | 1,200 | $145.92 | $175.10K | 279,666 | Direct |
| 18 Sep, 2026 | James Winston King | Chief Admin Officer, Gen Couns | Disposed S | 1,381 | $144.98 | $200.22K | 44,558 | Direct |
| 18 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 854 | $140.73 | $120.18K | 94,507 | Direct |
| 18 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 2,430 | $141.68 | $344.29K | 92,077 | Direct |
| 18 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 4,468 | $142.69 | $637.54K | 87,609 | Direct |
| 18 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 1,195 | $143.61 | $171.61K | 86,414 | Direct |
| 18 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Disposed S | 994 | $144.98 | $144.11K | 85,420 | Direct |
| 17 Sep, 2026 | David Franklin Peterson | Chief Accounting Officer | Disposed S | 1,905 | $144.47 | $275.22K | 12,233 | Direct |
| 15 Sep, 2026 | John P Mullen | President | Acquired M | 75,211 | $0.00 | $0 | 223,330 | Direct |
| 15 Sep, 2026 | Jeffrey Elliott Cooper | Chief Financial Officer | Acquired M | 37,826 | $0.00 | $0 | 118,595 | Direct |
| 15 Sep, 2026 | Michael George Rosenbaum | Chief Executive Officer | Acquired M | 123,074 | $0.00 | $0 | 353,156 | Direct |
| 15 Sep, 2026 | David Franklin Peterson | Chief Accounting Officer | Acquired M | 4,351 | $0.00 | $0 | 14,138 | Direct |