James Winston King serves as Executive at Guidewire Software, Inc., where they oversee executive responsibilities. Since joining the company, James Winston King has executed 388 insider transactions totaling $19.4M, demonstrating a bearish approach to their equity position. Their most recent transaction on Dec 18, 2025 involved selling 1,860 shares valued at $362.7K.
James Winston King currently holds 33,702 shares of Guidewire Software, Inc. (GWRE), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, James Winston King has been a net seller of GWRE stock. They have purchased $0 and sold $19.4M worth of shares.
James Winston King's most recent insider trade was on Dec 18, 2025, when they sold 1,860 shares at $195.00 per share.
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| $192.08 |
| Discretionary |
| Nov 17, 2025 | GWRE | $177.6K | Sale | 798 | $222.54 | Discretionary |
| Oct 20, 2025 | GWRE | $196.1K | Sale | 798 | $245.70 | Discretionary |
| Sep 18, 2025 | GWRE | $483.7K | Sale | 1,940 | $249.35 | Discretionary |
| Sep 18, 2025 | GWRE | $297.0K | Sale | 1,197 | $248.16 | Discretionary |
| Sep 18, 2025 | GWRE | $537.0K | Sale | 2,147 | $250.12 | Discretionary |
| Sep 18, 2025 | GWRE | $464.3K | Sale | 1,878 | $247.21 | Discretionary |
| Sep 16, 2025 | GWRE | $1.7M | Sale | 7,149 | $242.87 | Discretionary |
| Sep 15, 2025 | GWRE | $0 | Option Exercise | 10,597 | $N/A | Discretionary |
| Sep 11, 2025 | GWRE | $0 | Award | 5,687 | $N/A | Discretionary |
| Aug 18, 2025 | GWRE | $169.1K | Sale | 799 | $211.61 | Discretionary |
| Jul 14, 2025 | GWRE | $547.7K | Sale | 2,482 | $220.65 | Discretionary |
| Sep 19, 2024 | GWRE | $24.0K | Sale | 138 | $173.88 | Planned |
| Sep 19, 2024 | GWRE | $225.1K | Sale | 1,309 | $171.94 | Planned |
| Sep 19, 2024 | GWRE | $530.3K | Sale | 3,067 | $172.91 | Planned |
| Sep 17, 2024 | GWRE | $998.2K | Sale | 5,798 | $172.16 | Planned |
| Sep 15, 2024 | GWRE | $0 | Option Exercise | 2,335 | $N/A | Discretionary |
| Sep 15, 2024 | GWRE | $0 | Option Exercise | 6,563 | $N/A | Discretionary |
| Sep 11, 2024 | GWRE | $0 | Award | 8,967 | $N/A | Discretionary |
| Aug 21, 2024 | GWRE | $15.4K | Sale | 105 | $146.97 | Planned |
| Aug 21, 2024 | GWRE | $4.8K | Option Exercise | 105 | $45.27 | Planned |
| Jun 20, 2024 | GWRE | $176.6K | Sale | 1,316 | $134.20 | Planned |
| Jun 18, 2024 | GWRE | $139.4K | Sale | 1,036 | $134.54 | Planned |
| Mar 20, 2024 | GWRE | $142.7K | Sale | 1,268 | $112.51 | Planned |
| Mar 19, 2024 | GWRE | $123.6K | Sale | 1,106 | $111.74 | Planned |
| Jan 11, 2024 | GWRE | $119.1K | Sale | 1,075 | $110.77 | Planned |
| Dec 19, 2023 | GWRE | $143.1K | Sale | 1,379 | $103.79 | Discretionary |
| Sep 20, 2023 | GWRE | $43.3K | Sale | 467 | $92.73 | Planned |
| Sep 20, 2023 | GWRE | $378.4K | Sale | 4,110 | $92.07 | Planned |