Guidewire Software Officer Jeffrey Cooper Files Form 144 to Sell $1.42M in Common Stock

Executive Summary

On September 18, 2026, Jeffrey Elliott Cooper, an Officer at Guidewire Software, Inc. ($GWRE), filed a Form 144 notice indicating an intention to sell 9,941 shares of common stock with an aggregate market value of approximately $1.42 million through Morgan Stanley Smith Barney LLC.

Transaction Details

• Securities to be Sold: 9,941 shares of Common Stock
• Estimated Aggregate Market Value: $1,417,731.74 (~$142.61 per share)
• Source of Shares:
  • 8,722 shares acquired via Performance Shares from the issuer on September 15, 2026.
  • 1,219 shares acquired via Restricted Stock from the issuer on September 15, 2026.
• Trading Plan: The planned sale is conducted under a Rule 10b5-1 trading plan established on March 20, 2026.

Prior Sales Within Past 3 Months

• September 17, 2026: 23,234 shares sold for gross proceeds of $3,356,658.82.
• June 22, 2026: 1,348 shares sold for gross proceeds of $142,443.16.

Market Impact & Significance

The proposed transaction represents a pre-scheduled liquidation of recently vested equity under a pre-established Rule 10b5-1 plan adopted months in advance. Due to the programmatic nature of the sale and its modest size relative to Guidewire's 81,992,669 shares outstanding, this filing carries low signaling impact for the broader market.