Ryder Sys SEC Filings

Ryder System, Inc. (R) reporting person Steve W. Martin, EVP of DTS, reported multiple open-market sales of common stock on 08/22/2025. The Form 4 shows four separate sales totaling 5,500 shares at weighted average prices of $185.49, $186.88, $187.69, and $188.56, respectively. Following the transactions the reporting person’s direct beneficial ownership declined from 28,693 to 24,235 shares. The filing also discloses 2,639 shares held indirectly through the Ryder Employee Savings Plan and 126 shares held indirectly through the Ryder Deferred Compensation Plan. The Form 4 was signed by a power of attorney on 08/26/2025.

Ryder System, Inc. (R) submitted a Form 144 reporting a proposed sale of 5,500 common shares through Fidelity Brokerage Services with an aggregate market value of $1,028,450.72, to be executed on 08/22/2025 on the NYSE. The shares were acquired in 2024 through restricted stock vesting (totaling 4,940 shares across February 9–12), an ESPP purchase (155 shares on June 24), and a dividend reinvestment (3 shares on June 21). No securities sold by the reporting person in the past three months are reported. The filing includes the required representation about lack of undisclosed material adverse information and attests to Rule 144 compliance.

Ryder System, Inc. (R) notice of a proposed sale under Rule 144: an insider plans to sell 532 shares of Common stock through Fidelity Brokerage Services LLC on or about 08/22/2025 on the NYSE. The filing reports an aggregate market value of $99,739.79 for the shares to be sold and lists 40,790,636 shares outstanding. The 532 shares match recent restricted stock vesting events: 476 shares vested on 02/09/2025 and 56 shares vested on 02/11/2025, both acquired from the issuer as compensation and paid on the acquisition dates. The filer reports no sales of issuer securities in the past three months and includes the standard attestation that the seller is not aware of undisclosed material adverse information.

Thomas M. Havens, an officer serving as President, Global FMS, reported a sale of 6,500 shares of Ryder System, Inc. (ticker R) common stock on 08/13/2025 at a reported price of $181.77 per share. After the transaction he beneficially owned 32,478 shares, which includes 278 shares acquired under the company's dividend reinvestment plan. The Form 4 was signed on 08/15/2025 by Robert D. Fatovic by power of attorney. The filer notes the sale price reflects multiple sales at the same per-share price and offers to provide full details on request.

Ryder System, Inc. (R) filed a Form 144 reporting a proposed sale of 6,500 shares of common stock to be executed through Fidelity Brokerage Services LLC on the NYSE on 08/13/2025. The filing lists an aggregate market value of 1181505.65 and notes 40,790,636 shares outstanding.

The securities were recently acquired as restricted stock vesting on 02/07/2025 (4,802 shares) and 02/11/2025 (1,698 shares) with compensation as the payment nature. The filer indicates no securities sold in the past three months and represents that they are not aware of any undisclosed material adverse information about the issuer.

Ryder System insider Robert E. Sanchez, who serves as Chair and CEO and a director, reported changes in his beneficial ownership of common stock. The Form 4 discloses a disposal of 40,824 shares and a transaction on 08/08/2025 coded G for 8,412 shares. The filing shows total beneficial holdings attributable to him and related accounts as 441,532 shares, with additional indirect holdings of 28,245 shares in the Ryder Employee Savings Plan and 3,667 shares in the Ryder Deferred Compensation Plan.

Ryder System, Inc. (R) filed a Form 4 disclosing insider activity by EVP of DTS Steve W. Martin on 15 Jul 2025.

• Martin exercised 376 phantom stock units from the Deferred Compensation Plan (transaction code “M”) and immediately disposed of the same 376 common shares (code “D”) at $174.02 per share, a cash value of roughly $65k.
• Post-transaction direct ownership stands at 29,735 shares; indirect holdings total 2,764 shares (2,639 via the Employee Savings Plan and 125 remaining phantom units).
• The filing explains the exercise stems from a 1998 irrevocable deferral election that automatically distributed in 2025; no other equity awards were affected.

The share sale is modest relative to Martin’s total stake and appears plan-driven rather than indicative of a strategic change in insider positioning.

Form 4 shows Ryder System (R) Chair & CEO Robert E. Sanchez exercised 104,439 stock options at $55.32 on 07/28/25 (code M). He immediately disposed of the entire lot: 60,313 shares withheld for taxes (code F) and 44,126 shares sold on the open market at weighted-average prices ranging $178–$183 on 07/28-29/25 (code S).

Gross sale proceeds are roughly $8.1 million. Following the transactions, Sanchez’s direct ownership fell from 145,263 to 40,824 shares (-72%), while indirect holdings remain sizeable: 449,953 shares in a revocable trust, 28,237 in the Ryder Employee Savings Plan and 3,667 in the Deferred Compensation Plan—about 481,857 shares in total. No derivative securities remain from the option grant (would have expired 02/09/26).

The activity represents routine option exercise and profit-taking rather than a change in corporate outlook; Sanchez still controls about 522k shares (~1 % of outstanding), maintaining economic alignment with shareholders. No fundamental operating data or guidance is included in this filing.