Guidewire Software CEO & Director Mike Rosenbaum Files Form 144 to Sell $175K in Shares

Executive Summary

On September 14, 2026, Mike Rosenbaum (Officer and Director of Guidewire Software, Inc.) filed Form 144 with the SEC detailing the proposed sale of 1,200 shares of common stock through Morgan Stanley Smith Barney LLC. The estimated market value of the transaction is $175,044.00 at an implied price of approximately $145.87 per share.

Filing & Transaction Details

• Issuer: Guidewire Software, Inc. (CIK: 0001528396)
• Reporting Owner: Mike Rosenbaum (CIK: 0001784996)
• Role: Officer, Director
• Securities Proposed to be Sold: 1,200 shares of Common Stock
• Shares Outstanding: 81,992,669 shares
• Acquisition Source: Performance shares acquired directly from the issuer on September 15, 2023
• Trading Plan: Executed pursuant to a Rule 10b5-1 trading plan adopted on October 14, 2025

Historical Context (Past 3 Months)

The filer has maintained a consistent pattern of scheduled weekly sales of 1,200 shares under the 10b5-1 plan throughout June, July, August, and September 2026, alongside a single larger transaction of 5,830 shares on June 16, 2026.

Market Impact & Significance

The trading significance is rated Low. The proposed sale represents a negligible fraction (<0.01%) of Guidewire's total outstanding shares and is being conducted pursuant to a pre-established Rule 10b5-1 trading arrangement.