King James Winston, the Chief Administrative Officer and General Counsel at Guidewire Software, Inc., has sold 9,187 shares of the company's common stock. This transaction took place on October 9, 2026, and was reported in a filing with the SEC on October 13, 2026.
This sale is significant as it reflects Winston's ongoing trading strategies within the prepackaged software industry, where Guidewire operates. The shares were sold at a price of $168 each, totaling approximately $1.54 million. Following this transaction, Winston retains ownership of 35,371 shares in the company.
Background
Guidewire Software, Inc. is a prominent player in the prepackaged software sector, as indicated by its Standard Industrial Classification (SIC) code of 7372. The company is known for providing software solutions for property and casualty insurers. King James Winston, who has been with the company in various capacities, continues to play a crucial role in its operations.
What the Filing Says
The SEC filing reveals that the sale was executed as part of an automatic trading plan established under Rule 10b5-1, which allows corporate insiders to set up a predetermined schedule for selling shares. This plan was adopted by Winston on October 14, 2025, and amended on April 9, 2026. The filing states, "Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025, as amended on April 9, 2026." This indicates that the sale was planned in advance to comply with regulations regarding insider trading.
Impact
This transaction may affect various stakeholders, including investors and analysts watching Guidewire's stock performance. Insider sales can sometimes raise questions about the company's future prospects, although the structured nature of this sale under a trading plan may mitigate such concerns. Additionally, this move highlights the ongoing practices of corporate governance and transparency within the software industry.
What's Next
The filing does not say what happens next.











