Mike Rosenbaum, an officer and director of Guidewire Software, Inc., filed a Form 144 notice of proposed sale of 1,200 shares of common stock on October 26, 2026, with an aggregate market value of $224,628.00.

Key Highlights

  • Proposed sale: 1,200 shares of Guidewire Software common stock with an aggregate market value of $224,628.00, with an approximate sale date of October 26, 2026.
  • Seller: Mike Rosenbaum, identified in the filing as both an officer and a director of Guidewire Software, Inc.
  • Broker: Morgan Stanley Smith Barney LLC Executive Financial Services, 1 New York Plaza, 8th Floor, New York, NY 10004.
  • Share origin: The 1,200 shares were acquired on September 15, 2023, as performance shares from the issuer, with payment noted as "Not Applicable."
  • Shares outstanding: 81,992,669 shares of common stock outstanding, according to the filing.
  • Rule 10b5-1 plan: The filing indicates a trading plan adoption date of October 14, 2025.
  • Prior 3-month sales: The filing lists 14 prior sales of common stock by Rosenbaum dating back to July 27, 2026, including a single transaction on September 17, 2026, of 72,290 shares with gross proceeds of $10,443,869.86.

Rosenbaum's Proposed Sale and Recent Transaction History at Guidewire Software

According to the Form 144 filed with the U.S. Securities and Exchange Commission, Mike Rosenbaum, who holds the roles of officer and director at Guidewire Software, Inc. (NYSE:GWRE), provided notice of a proposed sale of 1,200 shares of the company's common stock. The filing lists the approximate date of sale as October 26, 2026, through broker Morgan Stanley Smith Barney LLC Executive Financial Services. The filing was signed by Michael George Rosenbaum.

The 1,200 shares covered by this notice were acquired on September 15, 2023, as performance shares from the issuer. The filing notes the total shares outstanding at 81,992,669. The filing also discloses that Rosenbaum is relying on a Rule 10b5-1 trading plan adopted on October 14, 2025. By signing the form and indicating that plan adoption date, the filer represents, as of that date, that he did not possess material adverse nonpublic information regarding the issuer's current and prospective operations.

The filing's required three-month sales history for Rosenbaum shows a series of 1,200-share transactions occurring weekly or bi-weekly since July 27, 2026, with gross proceeds ranging from $170,772.00 to $245,328.00 per transaction. In addition, a significantly larger sale of 72,290 shares was recorded on September 17, 2026, generating gross proceeds of $10,443,869.86, as disclosed in the filing.

What Was Disclosed

Guidewire Software officer and director Mike Rosenbaum filed a Form 144 on October 26, 2026, giving notice of a proposed sale of 1,200 common shares valued at $224,628.00, acquired as performance shares in September 2023, under a 10b5-1 plan adopted October 14, 2025.