King James Winston (CIK 1586253) reported 21 SEC Form 4 insider transactions across 1 companies over the past 18 months (most recent 2026-06-16). Recent activity: Sell GWRE (999 shares), Sell GWRE (1,001 shares), Sell GWRE (1,457 shares), Sell GWRE (1,860 shares), Sell GWRE (798 shares). Source: SEC Form 4.
| Date | Company | Role | Type | Shares | Value |
|---|---|---|---|---|---|
| 2026-06-16 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 999 | $118,624 |
| 2026-03-18 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,001 | $164,024 |
| 2025-12-18 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,457 | $279,861 |
| 2025-12-18 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,860 | $362,700 |
| 2025-11-17 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 798 | $177,587 |
| 2025-10-21 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 798 | $196,069 |
| 2025-09-22 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,878 | $464,260 |
| 2025-09-22 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,197 | $297,048 |
| 2025-09-22 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,940 | $483,739 |
| 2025-09-22 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 2,147 | $537,008 |
| 2025-09-17 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Buy | 10,597 | $0 |
| 2025-09-17 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 7,149 | $1.7M |
| 2025-09-15 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Buy | 5,687 | $0 |
| 2025-08-18 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 799 | $169,076 |
| 2025-07-15 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 2,482 | $547,653 |
| 2025-06-18 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,230 | $306,196 |
| 2025-03-19 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,051 | $199,070 |
| 2025-03-19 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 841 | $160,883 |
| 2025-03-19 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 1,827 | $353,543 |
| 2025-03-19 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 792 | $154,131 |
| 2025-01-15 | Guidewire Software, Inc. (GWRE) | Chief Admin Officer, Gen Couns | Sell | 270 | $47,191 |
Source: SEC Form 4 filings · as of 2026-06-16