Townsquare Media (TSQ) CFO adds 2,000 Class A shares under 2021 ESPP

Rhea-AI Filing Summary

Townsquare Media EVP and CFO Stuart B. Rosenstein acquired 2,000 shares of Class A common stock of Townsquare Media, Inc. on 01/08/2026 under the company’s 2021 Employee Stock Purchase Plan at a price of $4.63 per share. Following this purchase, he beneficially owns 670,125 shares of Class A common stock, which include 121,721 unrestricted shares, 208,079 restricted stock units, and 340,325 fully vested stock options. He also beneficially owns 467,213 shares of Class B common stock, consisting of 117,213 unrestricted shares and 350,000 fully vested stock options.

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

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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^*

Rosenstein Stuart B

(Last) (First) (Middle)

C/O TOWNSQUARE MEDIA, INC.

4 MANHATTANVILLE ROAD SUITE 107

(Street)

PURCHASE NY 10577

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
Townsquare Media, Inc. [ TSQ ]

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

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	EVP and CFO

3. Date of Earliest Transaction (Month/Day/Year)
01/08/2026

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

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

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

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
Class A Common Stock	01/08/2026		A		2,000	A(1)	$4.63	670,125(2)	D
Class B Common Stock								467,213(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. The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

2. Includes: i) 121,721 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 208,079 restricted stock units and ii) 340,325 Class A options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

3. Includes i) 117,213 shares of Class B common stock that are not subject to vesting or transfer restrictions and ii) 350,000 Class B options to purchase Class B common stock that are fully vested and not subject to transfer restrictions.

Remarks:

	/s/ Stuart Rosenstein	01/12/2026
	** 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.

FAQ

What insider transaction did Townsquare Media (TSQ) report for Stuart B. Rosenstein?

Stuart B. Rosenstein, EVP and CFO of Townsquare Media, Inc., acquired 2,000 shares of Class A common stock on 01/08/2026 under the 2021 Employee Stock Purchase Plan at a price of $4.63 per share.

How many Townsquare Media (TSQ) Class A shares does the EVP and CFO own after this transaction?

After the reported transaction, Rosenstein beneficially owns 670,125 Class A shares, including 121,721 unrestricted shares, 208,079 restricted stock units, and 340,325 fully vested stock options.

How many Townsquare Media (TSQ) Class B shares does the EVP and CFO beneficially own?

Rosenstein beneficially owns 467,213 Class B shares, which include 117,213 unrestricted shares and 350,000 fully vested stock options.

Was the Townsquare Media (TSQ) insider purchase made under an employee stock purchase plan?

Yes. The 2,000 Class A shares reported were acquired under Townsquare Media’s 2021 Employee Stock Purchase Plan, as stated in the footnotes.

What is Stuart B. Rosenstein’s role at Townsquare Media (TSQ)?

Rosenstein is an officer of Townsquare Media, Inc., serving as EVP and Chief Financial Officer (CFO), according to the filing.

Is the reported Townsquare Media (TSQ) insider holding direct or indirect ownership?

The filing lists direct (D) ownership for both the Class A and Class B holdings reported for Rosenstein.