Thomas Michael Regan, Executive Vice President of DTS at Ryder System Inc, filed a Form 4 on November 3, 2026, disclosing two transactions in Ryder common stock dated November 1 and November 2, 2026.

Key Highlights

  • Tax withholding: 1,968 shares of common stock were withheld by the company on November 1, 2026, at $282.55 per share for payment of taxes upon vesting of TVRSRs originally granted on November 1, 2023.
  • Open-market sale: 3,032 shares were sold on November 2, 2026, at $288.05 per share in multiple sales at the same price.
  • Remaining holdings: Following both transactions, Regan directly beneficially owned 2,751 shares of common stock.
  • Dividend reinvestment inclusion: The post-transaction total includes 4 shares acquired under the company's Dividend Reinvestment or Employee Stock Purchase plans since the date of the reporting person's last Section 16 filing.
  • Reporting person role: Thomas Michael Regan is identified in the filing as an officer with the title EVP of DTS at NYSE:R.
  • Signing authority: The form was signed by Robert D. Fatovic by power of attorney on November 3, 2026.

Ryder EVP Regan's November 2026 Share Transactions Detailed

According to the Form 4 filed with the SEC, Thomas Michael Regan, Executive Vice President of DTS at Ryder System Inc (NYSE:R), reported two separate transactions in the company's common stock over consecutive days. On November 1, 2026, 1,968 shares were withheld by the company at a price of $282.55 per share to cover taxes owed upon the vesting of time-vested restricted stock rights (TVRSRs) that were granted to Regan on November 1, 2023. This transaction carried code "F," indicating shares disposed of for tax withholding purposes.

On November 2, 2026, Regan sold 3,032 shares of common stock at $288.05 per share, coded "S" in the filing. The filing noted that "the price reported reflects multiple sales at the same price of $288.05," and stated that full information regarding the shares sold would be provided upon request by the Commission staff, the issuer, or a security holder. Following both transactions, the filing reported Regan's direct beneficial ownership at 2,751 shares.

The post-transaction share count of 2,751, according to the filing, includes 4 shares acquired by Regan under the company's Dividend Reinvestment or Employee Stock Purchase plans since the date of his last Section 16 filing. The form was filed on November 3, 2026, and signed by Robert D. Fatovic acting under a power of attorney on behalf of the reporting person.

What Was Disclosed

Ryder System Inc EVP Thomas Michael Regan reported the withholding of 1,968 shares for tax purposes and an open-market sale of 3,032 shares, leaving him with direct beneficial ownership of 2,751 shares of Ryder common stock as of November 2, 2026.