Ryder System EVP Thomas Michael Regan sells 3,032 shares

Ryder System's EVP of DTS reported the company's withholding of 1,968 shares for taxes upon vesting of TVRSRs granted November 1, 2023.

Available on EDGAR 11/03/2026 - 06:32 PM EST Accepted by SEC EDGAR 11/03/2026 - 06:31 PM EST Learn about SEC filing dates

Rhea-AI Filing Summary

Ryder System Inc. EVP of DTS Thomas Michael Regan sold 3,032 common shares on November 2, 2026, at $288.05 per share in multiple sales at the same price. On November 1, 2026, the company withheld 1,968 shares to pay taxes due upon vesting of TVRSRs granted to Thomas Michael Regan on November 1, 2023. No Rule 10b5-1 plan was reported.

Insider Trade Summary

Net Seller: 3,032 shares

Net Sell 2 txns

Insider Regan Thomas Michael

Role EVP of DTS

Sold 3,032 shs ($873K)

Type	Security	Shares	Price	Value
Sale	common stock F2, F3	3,032	$288.05	$873K
Tax Withholding	common stock F1	1,968	$282.55	$556K

Holdings After Transaction: common stock — 2,751 shares (Direct)

Footnotes (3)

1. F1. Represents shares of common stock withheld by the Company for the payment of taxes due upon the vesting of TVRSRs granted to the reporting person on November 1, 2023.
2. F2. The price reported reflects multiple sales at the same price of $288.05. The reporting person will provide, upon request by the Commission staff, the issuer, or a security holder of the issuer, full information regarding the shares sold.
3. F3. Includes 4 shares of common stock acquired by the reporting person under the Company's Dividend Reinvestment or Employee Stock Purchase plans since the date of the reporting person's last Section 16 filing.

Key Figures

Common shares sold: 3,032 shares Sale price: $288.05 per share Shares withheld for taxes: 1,968 shares

3 metrics

Common shares sold 3,032 shares November 2, 2026

Sale price $288.05 per share Multiple sales at the same price on November 2, 2026

Shares withheld for taxes 1,968 shares Upon vesting of TVRSRs on November 1, 2026

Key Terms

TVRSRs, Dividend Reinvestment, Employee Stock Purchase plans

3 terms

TVRSRs financial

"vesting of TVRSRs granted to the reporting person"

Dividend Reinvestment financial

"under the Company's Dividend Reinvestment or Employee Stock Purchase plans"

Dividend reinvestment is when the money earned from a company's profit sharing, called dividends, is automatically used to buy more shares of that company instead of being received as cash. This process helps investors grow their holdings over time without extra effort, much like using earned interest to buy more of a savings account. It encourages long-term investment growth by continuously increasing the amount of shares owned.

Employee Stock Purchase plans financial

"under the Company's Dividend Reinvestment or Employee Stock Purchase plans"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

How many R shares did Thomas Michael Regan sell, and at what price?

Thomas Michael Regan, Ryder System Inc.'s EVP of DTS, sold 3,032 common shares on November 2, 2026, at $288.05 per share in multiple sales at the same price. No Rule 10b5-1 plan is reported.

Why did Ryder System withhold 1,968 R shares?

Ryder System withheld 1,968 common shares on November 1, 2026, to pay taxes due upon vesting of TVRSRs granted to Thomas Michael Regan on November 1, 2023.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Regan Thomas Michael

(Last) (First) (Middle)

2333 PONCE DE LEON BLVD.

SUITE 700

(Street)

CORAL GABLES FLORIDA 33134

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
RYDER SYSTEM INC [ R ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	EVP of DTS

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
11/01/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
common stock	11/01/2026		F(1)		1,968	D	$282.55	5,779	D
common stock	11/02/2026		S		3,032	D	$288.05(2)	2,751(3)	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Represents shares of common stock withheld by the Company for the payment of taxes due upon the vesting of TVRSRs granted to the reporting person on November 1, 2023.

2. The price reported reflects multiple sales at the same price of $288.05. The reporting person will provide, upon request by the Commission staff, the issuer, or a security holder of the issuer, full information regarding the shares sold.

3. Includes 4 shares of common stock acquired by the reporting person under the Company's Dividend Reinvestment or Employee Stock Purchase plans since the date of the reporting person's last Section 16 filing.

Remarks:

	/s/ Robert D. Fatovic by power of attorney	11/03/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)