Guidewire Software CEO/Director Mike Rosenbaum Files Form 144 to Sell 1,200 Shares

Summary of Proposed Transaction

On October 26, 2026, Mike Rosenbaum, Officer and Director of Guidewire Software, Inc. ($GWRE), filed a Form 144 notice disclosing the intention to sell 1,200 shares of common stock with an aggregate market value of approximately $224,628.00 (average price of ~$187.19 per share).

Transaction Details

• Security: Common Stock
• Broker: Morgan Stanley Smith Barney LLC Executive Financial Services
• Proposed Sale Date: October 26, 2026
• Acquisition Origin: The shares were originally acquired on September 15, 2023, as performance shares directly from the issuer.
• Trading Plan: The proposed sale is executed pursuant to a pre-arranged Rule 10b5-1 trading plan adopted on October 14, 2025.

Historical Context & Market Impact

• Trading Significance: Low. The proposed disposition represents a minuscule fraction of Guidewire's 81,992,669 shares outstanding.
• Prior Dispositions: The filing reflects an ongoing, programmatic weekly selling pattern of 1,200 shares under the 10b5-1 plan, alongside a larger transaction of 72,290 shares on September 17, 2026 ($10.44M gross proceeds). Because these sales are pre-scheduled under Rule 10b5-1, the transaction carries limited discretionary signal for investors.