Raymond B. Bentley, a director and 10% owner of Bentley Systems, Incorporated, filed a Form 4 on October 27, 2026, disclosing two open-market sales of Class B Common Stock totaling 155,797 shares executed on October 23 and October 26, 2026, under a Rule 10b5-1 trading plan.

Key Highlights

  • First sale: 16,662 shares of Class B Common Stock were sold on October 23, 2026, at a weighted average price of $40.0009, with individual transaction prices ranging from $40.00 to $40.005.
  • Second sale: 139,135 shares were sold on October 26, 2026, at a weighted average price of $40.0544, with individual transaction prices ranging from $40.00 to $40.16.
  • Remaining direct holdings: Following the October 26, 2026 sale, Raymond B. Bentley directly held 14,660,607 shares of Class B Common Stock.
  • Indirect holdings: The filing also reports 125,000 shares held indirectly by spouse and 92,654 shares held indirectly through a 401(K) Plan.
  • Trading plan: Both sales were made pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 12, 2026, according to the filing.
  • Reporting person's role: Raymond B. Bentley is identified in the filing as both a director and a 10% owner of Bentley Systems, Incorporated (NASDAQ:BSY).

Raymond B. Bentley's October 2026 Class B Share Sales at Bentley Systems

According to the Form 4 filed with the SEC on October 27, 2026, Raymond B. Bentley disposed of a combined 155,797 shares of Class B Common Stock in two separate transactions. The first transaction, on October 23, 2026, involved the sale of 16,662 shares at a weighted average price of $40.0009. The filing notes these shares were sold in multiple transactions at prices ranging from $40.00 to $40.005. Following that sale, Bentley's direct beneficial ownership stood at 14,799,742 shares.

The second transaction, on October 26, 2026, involved the sale of 139,135 shares at a weighted average price of $40.0544. The filing notes that those shares were sold in multiple transactions at prices ranging from $40.00 to $40.16. After this transaction, direct beneficial ownership fell to 14,660,607 shares. The filing also discloses indirect holdings of 125,000 shares held by spouse and 92,654 shares held through a 401(K) Plan, neither of which changed in the reported transactions.

Both sales were executed under a Rule 10b5-1 trading plan that Raymond B. Bentley adopted on March 12, 2026, as stated in the filing's explanation of responses. The filing was signed by Michael T. Fischette as Attorney-in-Fact on October 27, 2026. The reporting person has undertaken to provide full information on the number of shares sold at each separate price within the disclosed ranges, upon request by Bentley Systems, any security holder, or SEC staff.

What Was Disclosed

Raymond B. Bentley, a director and 10% owner of Bentley Systems, Incorporated (NASDAQ:BSY), reported the sale of 155,797 Class B Common Stock shares across two dates in October 2026, both executed under a pre-established Rule 10b5-1 trading plan adopted March 12, 2026.