Townsquare Media Inc SEC Filings

Townsquare Media, Inc. executive Robert L. Worshek, the company’s SVP and Chief Accounting Officer, reported acquiring additional Class A common stock. On January 8, 2026, he obtained 2,000 shares of Class A common stock at $4.63 per share under the company’s 2021 Employee Stock Purchase Plan.

After this transaction, Worshek beneficially owns 58,924 Class A-related securities directly, including 6,228 shares of Class A common stock that are unrestricted and 52,696 fully vested options to purchase Class A common stock that are not subject to transfer restrictions.

Townsquare Media, Inc. executive Scott Schatz, EVP of Finance, Operations and Technology, reported acquiring additional shares of the company’s Class A common stock. On 01/08/2026, he acquired 2,000 Class A shares at $4.63 per share under the company’s 2021 Employee Stock Purchase Plan. Following this purchase, he beneficially owns 57,071 Class A shares, which include 37,071 shares without vesting or transfer restrictions and 20,000 fully vested options to purchase Class A shares. He also holds 196,846 Class B shares, consisting of 21,846 unrestricted Class B shares and 175,000 fully vested options to purchase Class B shares, all reported as directly owned.

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.

Townsquare Media, Inc. reported an insider equity transaction by its Chief Operating Officer. On 12/29/2025, the COO sold 5,693 shares of Class A common stock at $5.061 per share. The filing explains that these shares were sold to cover tax withholding requirements following the vesting of restricted stock units, meaning the transaction was tied to equity compensation rather than an open-market discretionary sale.

After this transaction, the COO beneficially owned a total of 754,798 Class A-related interests, consisting of 110,477 shares of Class A common stock without vesting or transfer restrictions, 242,127 restricted stock units, and 402,194 fully vested stock options to purchase Class A common stock that are not subject to transfer restrictions. All reported holdings are listed as directly owned.

TSQ filed a notice that a holder plans to sell Class A shares. The filing covers the proposed sale of 5,693 Class A shares through Fidelity Brokerage Services LLC on the NYSE, with an aggregate market value of $28,813.41. These shares were acquired on 12/26/2025 through restricted stock vesting as compensation from the issuer and became available to sell on that date. The notice also reports that 15,145,320 Class A shares were outstanding at the time of the filing.

Townsquare Media (TSQ) reported a softer quarter. Q3 2025 net revenue was $106,759 thousand, down from $115,311 thousand a year ago, with operating income of $5,936 thousand versus $15,097 thousand. The company posted a net loss of $5,498 thousand (basic and diluted EPS of $0.36 loss), compared to net income of $11,336 thousand last year, as higher interest expense ($12,606 thousand vs. $9,175 thousand) and a $3,000 thousand goodwill impairment in the National Digital unit weighed on results.

Year to date, revenue was $320,882 thousand versus $333,169 thousand, and net loss was $5,000 thousand versus a $35,969 thousand loss last year. Cash and cash equivalents were $3,211 thousand at September 30, 2025. The company refinanced its capital structure on February 19, 2025, issuing a five-year $470,000 thousand Term Loan and a $20,000 thousand Revolving Credit Facility, using proceeds to redeem its 2026 Notes; the Term Loan rate was 9.20% at quarter end. The effective tax rate reflected the impact of the One Big Beautiful Bill Act of 2025, increasing deductible interest. As of November 5, 2025, outstanding common shares totaled 16,460,616 across Classes A, B and C.

Townsquare Media, Inc. filed a current report to note that it issued a press release with its operating results for the quarter ended September 30, 2025. The press release is attached as Exhibit 99.1, which contains the detailed quarterly figures and commentary. The company also reiterates that it uses the Equity Investors section of its website to share material information and to comply with Regulation FD disclosure requirements.

Townsquare Media (TSQ) executive Scott Schatz, EVP, Finance Op and Tech, reported a purchase of 855 shares of Class A common stock at $6.299 on 11/03/2025. The filing states the shares were acquired in a dividend reinvestment transaction.

Following the transaction, beneficial ownership is 54,920 Class A (including 34,920 shares not subject to restrictions and 20,000 fully vested options) and 196,846 Class B (including 21,846 shares not subject to restrictions and 175,000 fully vested options). Ownership is reported as Direct.

Stephen A. Kaplan, a director of Townsquare Media, Inc. (TSQ), purchased 10,000 shares of Class A common stock on 08/22/2025 at a weighted average price of $6.92 per share. After this transaction, Mr. Kaplan beneficially owns 208,618 shares of Class A common stock. The filing notes that 194,317 of those shares are not subject to vesting or transfer restrictions.

The reported purchase was executed in multiple trades at prices ranging from $6.91 to $6.92. The filer signed the Form 4 on 08/26/2025 and offered to provide, on request, details of the number of shares bought at each separate price.