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, with an approximate sale date of November 2, 2026.

Key Highlights

  • Seller and role: Mike Rosenbaum is identified in the filing as both an officer and a director of Guidewire Software, Inc.
  • Proposed sale: 1,200 shares of common stock with an aggregate market value of $192,192.00, according to the filing.
  • Acquisition source: The 1,200 shares were acquired on September 15, 2023, through a performance shares transaction from the issuer.
  • Broker: The proposed sale is to be conducted through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, 8th Floor, New York, NY 10004.
  • Trading plan date: The filing indicates a Rule 10b5-1 plan adoption date of October 14, 2025.
  • Shares outstanding: The filing reports 81,992,669 shares of common stock outstanding.
  • Exchange: The securities are listed on NYSE, and the filing identifies the issuer as trading on NYSE:GWRE.

Rosenbaum's Proposed Sale in Context of Recent Transactions at Guidewire

According to the Form 144 filed on November 2, 2026, Mike Rosenbaum intends to sell 1,200 shares of Guidewire Software, Inc. common stock (NYSE:GWRE) at an approximate sale date of November 2, 2026. The filing states that these shares were originally acquired on September 15, 2023, through a performance shares transaction directly from the issuer, with payment described as "Not Applicable."

The filing also lists securities sold by Rosenbaum during the past three months. Those transactions include recurring sales of 1,200 shares each on August 3, August 10, August 17, August 24, August 31, September 8, September 14, September 21, September 28, October 5, October 12, October 19, and October 26, 2026, with gross proceeds ranging from $171,180.00 to $245,328.00 per transaction. Additionally, the filing discloses a separate sale of 72,290 shares on September 17, 2026, generating gross proceeds of $10,443,869.86.

The filing notes that Rosenbaum adopted a written trading plan under Rule 10b5-1 of the Exchange Act on October 14, 2025. By signing the Form 144, Rosenbaum represented, as of the plan adoption date, that he did not know of any material adverse information regarding the current and prospective operations of Guidewire Software that had not been publicly disclosed. Guidewire Software, Inc. is headquartered at 970 Park Place, Suite 200, San Mateo, California 94403.

What Was Disclosed

The Form 144 discloses officer and director Mike Rosenbaum's proposed sale of 1,200 Guidewire Software common shares valued at $192,192.00, acquired via performance shares in 2023, under a Rule 10b5-1 plan adopted October 14, 2025.