As of September 17, 2026, Townsquare Media's top three insider holders are Bill Wilson (Chief Executive Officer, 3.35Mn shares), Bill Wilson (Chief Executive Officer, 2.98Mn shares), Capital L P Msd (Other, 1.45Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Bill Wilson | Chief Executive Officer | 6,327,037 | 0 | 6,327,037 | 42.8% | 12 Aug, 2026 |
| 2 | Stuart B Rosenstein | Evp And Cfo | 2,171,061 | 0 | 2,171,061 | 14.7% | 16 Jan, 2026 |
| 3 | Capital L P Msd | Other | 0 | 1,952,549 | 1,952,549 | 13.2% | 18 Nov, 2024 |
| 4 | Erik Hellum | Coo | 1,951,129 | 0 | 1,951,129 | 13.2% | 11 Jun, 2026 |
| 5 | Steven Price | Executive Chairman | 897,115 | 0 | 897,115 | 6.1% | 08 Apr, 2024 |
| 6 | Scott Schatz | Evp, Finance Op And Tech | 272,209 | 0 | 272,209 | 1.8% | 05 Aug, 2026 |
| 7 | Stephen A Kaplan | Director | 232,648 | 0 | 232,648 | 1.6% | 16 Jan, 2026 |
| 8 | Claire Marie Yenicay | Evp, Inv Rel And Corp Comm | 222,946 | 0 | 222,946 | 1.5% | 20 May, 2026 |
| 9 | Square Garden Entertainment Corp. Madison | TenPercentOwner | 0 | 208,139 | 208,139 | 1.4% | 03 Apr, 2024 |
| 10 | Robert L. Worshek | Svp, Chief Accounting Officer | 144,280 | 0 | 144,280 | 1.0% | 20 Jul, 2026 |
| 11 | Gary L Ginsberg | Director | 129,938 | 0 | 129,938 | 0.9% | 16 Jan, 2026 |
| 12 | David Lebow | Director | 129,920 | 0 | 129,920 | 0.9% | 16 Jan, 2026 |
| 13 | B James Ford | Director | 103,790 | 0 | 103,790 | 0.7% | 16 Jan, 2026 |
| 14 | Gary D Way | Director | 50,712 | 0 | 50,712 | 0.3% | 16 Jan, 2026 |
| 15 | Michael W Josephs | Evp, Business Dev. And Ma | 6,498 | 0 | 6,498 | 0.0% | 11 Oct, 2022 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 11 Aug, 2026 | Bill Wilson | Chief Executive Officer | Disposed S | 126,744 | $5.61 | $711.03K | 3,000,481 | Direct |
| 12 Aug, 2026 | Bill Wilson | Chief Executive Officer | Disposed S | 21,420 | $5.54 | $118.67K | 2,979,061 | Direct |
| 03 Aug, 2026 | Scott Schatz | Evp, Finance Op And Tech | Acquired A | 1,132 | $5.94 | $6.72K | 72,126 | Direct |
| 16 Jul, 2026 | Scott Schatz | Evp, Finance Op And Tech | Acquired A | 2,000 | $4.57 | $9.14K | 70,994 | Direct |
| 16 Jul, 2026 | Robert L. Worshek | Svp, Chief Accounting Officer | Acquired A | 1,558 | $4.57 | $7.12K | 144,280 | Direct |
| 09 Jun, 2026 | Erik Hellum | Coo | Disposed S | 35,000 | $6.44 | $225.40K | 914,542 | Direct |
| 27 May, 2026 | Robert L. Worshek | Svp, Chief Accounting Officer | Acquired A | 34,299 | $6.56 | $225.00K | 177,021 | Direct |
| 28 May, 2026 | Robert L. Worshek | Svp, Chief Accounting Officer | Disposed S | 34,299 | $6.62 | $227.06K | 142,722 | Direct |
| 27 May, 2026 | Robert L. Worshek | Svp, Chief Accounting Officer | Acquired A | 250,000 | $6.56 | $1.64Mn | 717,855 | Direct |
| 27 May, 2026 | Robert L. Worshek | Svp, Chief Accounting Officer | Acquired A | 280,129 | $6.56 | $1.84Mn | 997,984 | Direct |
| 18 May, 2026 | Claire Marie Yenicay | Evp, Inv Rel And Corp Comm | Acquired A | 53,151 | $6.03 | $320.50K | 276,097 | Direct |
| 18 May, 2026 | Claire Marie Yenicay | Evp, Inv Rel And Corp Comm | Disposed S | 17,717 | $6.05 | $107.19K | 258,380 | Direct |
| 19 May, 2026 | Claire Marie Yenicay | Evp, Inv Rel And Corp Comm | Disposed S | 15,718 | $6.04 | $94.94K | 242,662 | Direct |
| 20 May, 2026 | Claire Marie Yenicay | Evp, Inv Rel And Corp Comm | Disposed S | 19,716 | $6.09 | $120.07K | 222,946 | Direct |
| 04 May, 2026 | Scott Schatz | Evp, Finance Op And Tech | Acquired P | 943 | $6.51 | $6.14K | 68,994 | Direct |
| 20 Mar, 2026 | Scott Schatz | Evp, Finance Op And Tech | Disposed S | 21,090 | $5.02 | $105.87K | 102,887 | Direct |
| 23 Mar, 2026 | Scott Schatz | Evp, Finance Op And Tech | Disposed S | 34,836 | $5.25 | $182.89K | 68,051 | Direct |
| 18 Mar, 2026 | Scott Schatz | Evp, Finance Op And Tech | Acquired A | 84,906 | $5.83 | $495.00K | 152,957 | Direct |
| 19 Mar, 2026 | Scott Schatz | Evp, Finance Op And Tech | Disposed S | 28,980 | $5.08 | $147.22K | 123,977 | Direct |
| 18 Feb, 2026 | Erik Hellum | Coo | Disposed S | 20,106 | $6.58 | $132.30K | 949,542 | Direct |