TSQ · Townsquare Media, Inc. · Insider Trading

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $5.50 to $5.70. The reporting person undertakes to provide to Townsquare Media, any security holder of Townsqaure Media, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in footnotes (1) and (2) to this Form 4.

Includes: i) 681,623 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 971,830 restricted stock units and iii) 1,325,608 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $5.50 to $5.90. The reporting person undertakes to provide to Townsquare Media, any security holder of Townsqaure Media, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in footnotes (1) and (2) to this Form 4.

The shares reported herein represent shares acquired in a dividend reinvestment transaction.

Includes 42,126 shares of Class A common stock that are not subject to vesting or transfer restrictions and 30,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes 40,994 shares of Class A common stock that are not subject to vesting or transfer restrictions and 30,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes: i) 7,786 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 136,494 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $6.34 to $6.56. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 123,615 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 388,733 restricted stock units, and iii) 402,194 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $6.60 to $6.70. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 6,228 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 136,494 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The Reporting Person's time-based options reported in this row will vest as to 33.33% on the first anniversary of the Grant Date, 33.33% on the second anniversary of the Grant Date, and 33.34% on the third anniversary of the Grant Date, in each case, subject to the Reporting Person's continued service through each applicable vesting date.

The Reporting Person's options reported in this row will vest and become exercisable subject to the achievement of a specified volume weighted average trading price ("VWAP") over a period of 20 consecutive trading days, in each case subject to the achievement of such VWAP during the period beginning on the Grant Date and ending on the third anniversary of the Grant Date, and the Reporting Person's continued service through each vesting date. Subject to the foregoing conditions, achievement of a VWAP of $7.87, $9.18, and $10.50, will result in the vesting of 85,911, 92,592, and 101,626 options, respectively.

Includes 136,494 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent the grant of a stock award, which vests immediately.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $6.03 to $6.26. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 17,946 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 205,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $6.03 to $6.10. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $6.03 to $6.15. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

The shares reported herein represent a grant of a stock award, which vests immediately.

The shares reported herein represent shares acquired in a dividend reinvestment transaction.

Includes 38,994 shares of Class A common stock that are not subject to vesting or transfer restrictions and 30,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $5.25 to $5.29 The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes 38,051 shares of Class A common stock that are not subject to vesting or transfer restrictions and 30,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $5.00 to $5.13 The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $5.00 to $5.26 The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes 93,977 shares of Class A common stock that are not subject to vesting or transfer restrictions and 30,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent a grant of a stock award, which vests immediately.

Represents shares sold to cover tax withholding requirements following the vesting of previously granted restricted stock units.

Includes: i) 158,615 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 388,733 restricted stock units, and iii) 402,194 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired in a dividend reinvestment transaction.

Includes 38,051 shares of Class A common stock that are not subject to vesting or transfer restrictions and 20,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

Represents shares sold to cover tax withholding requirements following the vesting of restricted stock units.

Includes: i) 132,553 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 434,901 restricted stock units, net of 52,980 performance-based restricted stock units that were cancelled on January 18, 2026, and iii) 402,194 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

Represents shares sold to cover tax withholding requirements following the vesting of restricted stock units.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

Includes: i) 95,890 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 10,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

Includes 26,682 shares of Class A common stock that are not subject to vesting or transfer restrictions.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

Includes 208,618 shares of Class A common stock that are not subject to vesting or transfer restrictions.

The Reporting Person's time-based restricted stock units reported in this row will vest as to 33.33% on the first anniversary of the Grant Date, 33.33% on the second anniversary of the Grant Date, and 33.34% on the third anniversary of the Grant Date, in each case, subject to the Reporting Person's continued service through each applicable vesting date.

The Reporting Person's time-based restricted stock units reported in this row will vest as to 33.33% on the first anniversary of the Grant Date, 33.33% on the second anniversary of the Grant Date, and 33.34% on the third anniversary of the Grant Date, in each case, subject to the Reporting Person's continued service through each applicable vesting date.

The Reporting Person's performance-based restricted stock units reported in this row will vest subject to the achievement of a specified volume weighted average trading price ("VWAP") over a period of 20 consecutive trading days, in each case subject to the achievement of such VWAP during the period beginning on the Grant Date and ending on the third anniversary of the Grant Date, and the Reporting Person's continued service through each vesting date. Subject to the foregoing conditions, achievement of a VWAP of $6.49, $7.57, and $8.66, will result in the vesting of 115,420, 153,752 and 204,248 of the performance-based restricted stock units, respectively.

Includes: i) 668,428 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 1,353,940 restricted stock units and iii) 1,325,608 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

Includes: i) 95,908 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 10,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The Reporting Person's performance-based restricted stock units reported in this row will vest subject to the achievement of a specified volume weighted average trading price ("VWAP") over a period of 20 consecutive trading days, in each case subject to the achievement of such VWAP during the period beginning on the Grant Date and ending on the third anniversary of the Grant Date, and the Reporting Person's continued service through each vesting date. Subject to the foregoing conditions, achievement of a VWAP of $6.49, $7.57, and $8.66, will result in the vesting of 55,402, 73,801 and 98,039 of the performance-based restricted stock units, respectively.

Includes: i) 121,721 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 546,227 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.

The Reporting Person's performance-based restricted stock units reported in this row will vest subject to the achievement of a specified volume weighted average trading price ("VWAP") over a period of 20 consecutive trading days, in each case subject to the achievement of such VWAP during the period beginning on the Grant Date and ending on the third anniversary of the Grant Date, and the Reporting Person's continued service through each vesting date. Subject to the foregoing conditions, achievement of a VWAP of $6.49, $7.57, and $8.66, will result in the vesting of 46,168, 61,501 and 81,699 of the performance-based restricted stock units, respectively.

Includes: i) 110,477 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 523,916 restricted stock units and iii) 402,194 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The Reporting Person's time-based restricted stock units reported in this row will vest as to 33.33% on the first anniversary of the Grant Date, 33.33% on the second anniversary of the Grant Date, and 33.34% on the third anniversary of the Grant Date, in each case, subject to the Reporting Person's continued service through each applicable vesting date.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

Includes 79,760 shares of Class A common stock that are not subject to vesting or transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes: i) 6,228 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 52,696 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

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.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes 37,071 shares of Class A common stock that are not subject to vesting or transfer restrictions and 20,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

Represents shares sold to cover tax withholding requirements following the vesting of restricted stock units.

Includes: i) 110,477 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 242,127 restricted stock units and iii) 402,194 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired in a dividend reinvestment transaction.

Includes 34,920 shares of Class A common stock that are not subject to vesting or transfer restrictions and 20,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $6.91 to $6.92. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares purchased at each separate price.

Includes 194,317 shares of Class A common stock that are not subject to vesting or transfer restrictions.

The shares reported herein represent a grant of restricted stock made to the Reporting Person in respect of his services on the Company's Board of Directors. This award of restricted stock vests with respect to 100% of the shares on the first anniversary of the grant.

The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $6.69 to $6.80. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares purchased at each separate price.

Includes 184,317 shares of Class A common stock that are not subject to vesting or transfer restrictions.

The shares reported herein represent shares acquired in a dividend reinvestment transaction.

Includes 34,065 shares of Class A common stock that are not subject to vesting or transfer restrictions and 20,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes: i) 4,228 shares of Class A common stock that are not subject to vesting or transfer restrictions and ii) 52,696 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes: i) 100,590 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 227,210 restricted stock units and ii) 288,511 Class A options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes 33,322 shares of Class A common stock that are not subject to vesting or transfer restrictions and 20,000 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The shares reported herein represent shares acquired under the terms of the Company's 2021 Employee Stock Purchase Plan.

Includes: i) 100,866 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 257,431 restricted stock units and iii) 367,651 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $7.05 to $7.23. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 98,866 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 257,431 restricted stock units and iii) 367,651 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $7.03 to $7.17. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 108,866 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 257,431 restricted stock units and iii) 367,651 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $7.00 to $7.02. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $7.00 to $7.03. The Reporting Person undertakes, upon request by the Staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, to provide full information regarding the number of shares sold at each separate price.

Includes: i) 116,561 shares of Class A common stock that are not subject to vesting or transfer restrictions; ii) 257,431 restricted stock units and iii) 367,651 options to purchase Class A common stock that are fully vested and not subject to transfer restrictions.