King James Winston insider trades
King James Winston has filed 48 Form 4s with the SEC that we hold, all for Guidewire Software, Inc. (GWRE), as Chief Admin Officer, Gen Couns. Across all of them we count 0 purchases worth $0 and 60 sales worth $15.0M reported on Form 4. In the last 12 months: 0 purchases ($0) and 9 sales ($3.4M). The largest single trade was a sale of 7,149 shares of Guidewire Software, Inc. worth $1.7M, dated 2025-09-16. Of 2 sales filed since we began reading the 10b5-1 checkbox, 2 (100%) were marked as made under a 10b5-1 trading plan. The first filing on our record is dated 2021-09-16 and the latest 2026-09-21.
Guidewire Software, Inc. (GWRE)
| Trade date | Code | Shares | Value as filed | Filed |
|---|---|---|---|---|
| 2021-09-17 | S, sale reported on Form 4 | 2,925 | $346.6K | 2021-09-21 |
| 2021-09-20 | S, sale reported on Form 4 | 996 | $116.4K | 2021-09-22 |
| 2021-09-20 | S, sale reported on Form 4 | 1,091 | $126.2K | 2021-09-22 |
| 2021-12-17 | S, sale reported on Form 4 | 1,376 | $155.5K | 2021-12-17 |
| 2021-12-20 | S, sale reported on Form 4 | 611 | $66.9K | 2021-12-20 |
| 2022-03-14 | S, sale reported on Form 4 | 163 | $14.1K | 2022-03-15 |
| 2022-03-17 | S, sale reported on Form 4 | 991 | $87.1K | 2022-03-18 |
| 2022-03-18 | S, sale reported on Form 4 | 442 | $40.6K | 2022-03-18 |
| 2022-03-18 | S, sale reported on Form 4 | 725 | $65.9K | 2022-03-18 |
| 2022-06-17 | S, sale reported on Form 4 | 993 | $71.7K | 2022-06-17 |
| 2022-06-21 | S, sale reported on Form 4 | 1,166 | $85.3K | 2022-06-21 |
| 2022-09-19 | S, sale reported on Form 4 | 3,110 | $195.4K | 2022-09-19 |
| 2022-09-20 | S, sale reported on Form 4 | 1,193 | $74.6K | 2022-09-21 |
| 2022-09-20 | S, sale reported on Form 4 | 2,000 | $123.7K | 2022-09-21 |
| 2022-12-19 | S, sale reported on Form 4 | 1,577 | $96.8K | 2022-12-19 |
| 2022-12-20 | S, sale reported on Form 4 | 1,386 | $83.2K | 2022-12-20 |
| 2023-03-01 | S, sale reported on Form 4 | 192 | $13.5K | 2023-03-01 |
| 2023-03-17 | S, sale reported on Form 4 | 1,057 | $81.6K | 2023-03-21 |
| 2023-03-20 | S, sale reported on Form 4 | 1,526 | $117.3K | 2023-03-21 |
| 2023-06-20 | S, sale reported on Form 4 | 1,050 | $74.7K | 2023-06-21 |
| 2023-06-21 | S, sale reported on Form 4 | 1,915 | $134.4K | 2023-06-21 |
| 2023-09-01 | S, sale reported on Form 4 | 42 | $3.6K | 2023-09-05 |
| 2023-09-19 | S, sale reported on Form 4 | 5,607 | $514.6K | 2023-09-20 |
| 2023-09-20 | S, sale reported on Form 4 | 4,110 | $378.4K | 2023-09-22 |
| 2023-09-20 | S, sale reported on Form 4 | 467 | $43.3K | 2023-09-22 |
| 2023-12-19 | S, sale reported on Form 4 | 1,379 | $143.1K | 2023-12-19 |
| 2024-01-11 | S, sale reported on Form 4 | 1,075 | $119.1K | 2024-01-11 |
| 2024-03-19 | S, sale reported on Form 4 | 1,106 | $123.6K | 2024-03-21 |
| 2024-03-20 | S, sale reported on Form 4 | 1,268 | $142.7K | 2024-03-21 |
| 2024-06-18 | S, sale reported on Form 4 | 1,036 | $139.4K | 2024-06-20 |
| 2024-06-20 | S, sale reported on Form 4 | 1,316 | $176.6K | 2024-06-20 |
| 2024-08-21 | S, sale reported on Form 4 | 105 | $15.4K | 2024-08-21 |
| 2024-09-17 | S, sale reported on Form 4 | 5,798 | $998.2K | 2024-09-19 |
| 2024-09-19 | S, sale reported on Form 4 | 3,067 | $530.3K | 2024-09-19 |
| 2024-09-19 | S, sale reported on Form 4 | 1,309 | $225.1K | 2024-09-19 |
| 2024-09-19 | S, sale reported on Form 4 | 138 | $24.0K | 2024-09-19 |
| 2024-12-17 | S, sale reported on Form 4 | 1,509 | $258.1K | 2024-12-19 |
| 2024-12-19 | S, sale reported on Form 4 | 794 | $138.5K | 2024-12-19 |
| 2025-01-15 | S, sale reported on Form 4 | 270 | $47.2K | 2025-01-15 |
| 2025-03-18 | S, sale reported on Form 4 | 1,051 | $199.1K | 2025-03-19 |
| 2025-03-19 | S, sale reported on Form 4 | 841 | $160.9K | 2025-03-19 |
| 2025-03-19 | S, sale reported on Form 4 | 1,827 | $353.5K | 2025-03-19 |
| 2025-03-19 | S, sale reported on Form 4 | 792 | $154.1K | 2025-03-19 |
| 2025-06-17 | S, sale reported on Form 4 | 1,230 | $306.2K | 2025-06-18 |
| 2025-07-14 | S, sale reported on Form 4 | 2,482 | $547.7K | 2025-07-15 |
| 2025-08-18 | S, sale reported on Form 4 | 799 | $169.1K | 2025-08-18 |
| 2025-09-16 | S, sale reported on Form 4 | 7,149 | $1.7M | 2025-09-17 |
| 2025-09-18 | S, sale reported on Form 4 | 1,878 | $464.3K | 2025-09-22 |
| 2025-09-18 | S, sale reported on Form 4 | 2,147 | $537.0K | 2025-09-22 |
| 2025-09-18 | S, sale reported on Form 4 | 1,197 | $297.0K | 2025-09-22 |
| 2025-09-18 | S, sale reported on Form 4 | 1,940 | $483.7K | 2025-09-22 |
| 2025-10-20 | S, sale reported on Form 4 | 798 | $196.1K | 2025-10-21 |
| 2025-11-17 | S, sale reported on Form 4 | 798 | $177.6K | 2025-11-17 |
| 2025-12-16 | S, sale reported on Form 4 | 1,457 | $279.9K | 2025-12-18 |
| 2025-12-18 | S, sale reported on Form 4 | 1,860 | $362.7K | 2025-12-18 |
| 2026-03-17 | S, sale reported on Form 4 | 1,001 | $164.0K | 2026-03-18 |
| 2026-06-16 | S, sale reported on Form 4 | 999 | $118.6K | 2026-06-16 |
| 2026-07-09 | S, sale reported on Form 4 | 1,684 | $220.0K | 2026-07-09 |
| 2026-09-17 | S, sale reported on Form 4 | 11,814 | $1.7M | 2026-09-21 |
| 2026-09-18 | S, sale reported on Form 4 | 1,381 | $200.2K | 2026-09-21 |
Counted from the Form 4 filings this reporting owner (SEC CIK 1586253) filed on EDGAR. Values are the transaction values as filed. See every filing on EDGAR, or browse insider buying and today's insider purchases.
Source: U.S. Securities and Exchange Commission (EDGAR) and other official
government data · Updated 2026-10-12 ·
For informational purposes only, not investment advice.
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