Guidewire Software Officer Files Form 144 to Sell $1.54M in Common Stock

Insider Filing Analysis: Guidewire Software, Inc. (Form 144)

Summary

On October 9, 2026, James Winston King, an Officer of Guidewire Software, Inc. ($GWRE), filed a Form 144 proposing the sale of 9,187 shares of common stock with an aggregate market value of approximately $1,543,416.00 (~$168.00 per share).

Key Details

• Shares to be Sold: 9,187
• Estimated Total Value: $1,543,416.00
• Approximate Sale Date: October 9, 2026
• Broker: Morgan Stanley Smith Barney LLC Executive Financial Services
• Origin of Securities: The shares were acquired on September 15, 2026, as Performance Shares directly from the issuer.
• Trading Plan: The proposed sale is executed pursuant to a Rule 10b5-1 trading plan established on April 9, 2026.

Past 3-Month Activity

The filer reported prior sales within the past three months:

• September 17, 2026: 11,814 shares sold for gross proceeds of $1,706,784.92.
• September 18, 2026: 1,381 shares sold for gross proceeds of $200,217.38.

Market Impact & Significance

• Significance Level: Medium
• While the sale represents over $1.5M in value, it is being executed under a pre-established Rule 10b5-1 trading plan adopted six months prior, mitigating concerns regarding opportunistic selling or undisclosed material non-public information. Additionally, the shares represent a very small fraction of the 81,992,669 shares outstanding.