InsiderSignal.AI

InsiderSignal.ai

GWRE - Guidewire Software, Inc.

Insider Sale by King James Winston (Chief Admin Officer, Gen Couns)

1 Month
After Trade
Before Trade

Loading data...

Trade Summary

6 days ago, King James Winston, serving as Chief Admin Officer, Gen Couns at Guidewire Software, Inc. (GWRE), sold 1,001 shares at $163.86 per share, for a total transaction value of $164,022.00. Following this transaction, King James Winston now holds 32,701 shares of GWRE.

This sale represents a 3.00% decrease in King James Winston's stake in the company. This is considered a medium-conviction trade.

The trade was executed on Tuesday, March 17, 2026 and publicly disclosed via SEC Form 4 filing on Wednesday, March 18, 2026, 1 day after the trade was made.

Guidewire Software, Inc. operates in the TECHNOLOGY sector, specifically within the SOFTWARE - APPLICATION industry. Insider selling activity in this sector can provide valuable signals about industry trends and company-specific developments.

King James Winston

King James Winston

Chief Admin Officer, Gen Couns

James Winston King (also referred to as King James Winston) serves as Chief Administrative Officer and General Counsel at Guidewire Software, Inc. (NYSE: GWRE), a company providing software solutions for the property and casualty insurance industry, headquartered in San Mateo, California.[[1]](https://www.investing.com/news/insider-trading-news/guidewire-softwares-chief-admin-officer-sells-shares-for-396625-93CH-3783460)[[2]](https://www.investing.com/news/insider-trading-news/guidewire-software-officer-winston-james-sells-177586-in-shares-93CH-4363960)[[5]](https://www.guidewire.com/about/leadership) In this role, he oversees administrative functions and legal affairs for the firm, which has demonstrated strong financial performance with revenue growth and positive analyst coverage.[[1]](https://www.investing.com/news/insider-trading-news/guidewire-softwares-chief-admin-officer-sells-shares-for-396625-93CH-3783460)[[2]](https://www.investing.com/news/insider-trading-news/guidewire-software-officer-winston-james-sells-177586-in-shares-93CH-4363960) King has been actively involved in insider trading activities, selling shares multiple times in 2025 under pre-arranged 10b5-1 plans, including 798 shares on November 17, 2025, for $177,586 (retaining 37,019 shares), and earlier transactions in December totaling 2,303 shares for $396,625 (retaining 45,934 shares).[[1]](https://www.investing.com/news/insider-trading-news/guidewire-softwares-chief-admin-officer-sells-shares-for-396625-93CH-3783460)[[2]](https://www.investing.com/news/insider-trading-news/guidewire-software-officer-winston-james-sells-177586-in-shares-93CH-4363960) Over 2025, he executed 9 sales totaling 19,620 shares for an estimated $4,737,308, with no purchases reported.[[4]](https://www.quiverquant.com/news/Guidewire+Software,+Inc.+($GWRE)+CEO+2025+Pay+Revealed) Specific details on his prior career highlights or education are not available in the sources.

View full insider profile →

Trade Price

$163.86

Quantity

1,001

Total Value

$164,022.00

Shares Owned

32,701

Trade Date

Tuesday, March 17, 2026

6 days ago

SEC Filing Date

Wednesday, March 18, 2026

Filed 1 day after trade

TECHNOLOGYSOFTWARE - APPLICATION

About Guidewire Software, Inc.

Company Overview

No company information available
View news mentioning GWRE

💬 Want Deeper Insight?

Use our AI assistant to ask questions about this trade, the insider, or the company.

Chat with AI

Share this trade

https://insidersignal.ai/trade/4895856

🚀 Track Insider Trades in Real-Time

Create a free account to access our full database of insider trades, AI-powered analysis, price alerts, and discover what corporate executives are buying and selling.

Create Free AccountLearn More

✓ Free forever plan available  •  ✓ No credit card required  •  ✓ Cancel anytime