Sinclair's top three insider shareholders as of October 03, 2026 are Christopher Ripley (President Ceo, 824.03K shares), David D Smith (Executive Chairman, 526.57K shares), Frederick G Smith (Vice President, 300.00K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Christopher Ripley | President Ceo | 824,032 | 0 | 824,032 | 24.8% | 11 Mar, 2026 |
| 2 | David D Smith | Executive Chairman | 526,573 | 0 | 526,573 | 15.8% | 02 Mar, 2026 |
| 3 | Frederick G Smith | Vice President | 333,000 | 154,808 | 487,808 | 14.7% | 02 Oct, 2026 |
| 4 | Robert Weisbord | Coo President Of Local Media | 293,980 | 0 | 293,980 | 8.8% | 19 Mar, 2026 |
| 5 | Jason Ryan Smith | Executive Vice Chairman | 291,905 | 0 | 291,905 | 8.8% | 11 Mar, 2026 |
| 6 | David B Gibber | Evp Chief Legal Officer | 184,244 | 0 | 184,244 | 5.5% | 12 Aug, 2026 |
| 7 | Lucy Rutishauser | Svp Cfo | 170,068 | 0 | 170,068 | 5.1% | 04 Mar, 2025 |
| 8 | Robert E Smith | Director, TenPercentOwner | 114,808 | 0 | 114,808 | 3.4% | 08 Jun, 2026 |
| 9 | Howard E Friedman | Director | 94,780 | 0 | 94,780 | 2.8% | 08 Jun, 2026 |
| 10 | Laurie R Beyer | Director | 84,208 | 0 | 84,208 | 2.5% | 08 Jun, 2026 |
| 11 | Benjamin Sr Carson | Director | 77,660 | 0 | 77,660 | 2.3% | 10 Jun, 2026 |
| 12 | Benson E Legg | Director | 56,760 | 0 | 56,760 | 1.7% | 08 Jun, 2026 |
| 13 | Justin Leroy Bray | Svp, Treasurer | 51,314 | 0 | 51,314 | 1.5% | 11 Mar, 2026 |
| 14 | Jeffrey Edward Lewis | Chief Compliance Officer | 27,846 | 0 | 27,846 | 0.8% | 02 Mar, 2026 |
| 15 | Daniel C Keith | Director | 0 | 25,122 | 25,122 | 0.8% | 06 Jul, 2026 |
| 16 | David R Bochenek | Svp/Chief Accounting Officer | 17,581 | 0 | 17,581 | 0.5% | 26 Jun, 2026 |
| 17 | J Duncan Smith | Vice President/Secretary | 185 | 0 | 185 | 0.0% | 31 Dec, 2025 |
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 |
|---|---|---|---|---|---|---|---|---|
| 30 Sep, 2026 | Frederick G Smith | Vice President | Disposed J | 48,000 | $12.76 | $612.48K | 51,900 | Indirect |
| 30 Sep, 2026 | Frederick G Smith | Vice President | Acquired J | 48,000 | $12.76 | $612.48K | 237,000 | Direct |
| 30 Sep, 2026 | Frederick G Smith | Vice President | Disposed J | 48,000 | $12.76 | $612.48K | 51,900 | Indirect |
| 30 Sep, 2026 | Frederick G Smith | Vice President | Acquired J | 48,000 | $12.76 | $612.48K | 285,000 | Direct |
| 30 Sep, 2026 | Frederick G Smith | Vice President | Disposed J | 48,000 | $12.76 | $612.48K | 51,008 | Indirect |
| 30 Sep, 2026 | Frederick G Smith | Vice President | Acquired J | 48,000 | $12.76 | $612.48K | 333,000 | Direct |
| 23 Sep, 2026 | J Duncan Smith | Vice President/Secretary | Disposed J | 222,300 | $12.87 | $2.86Mn | 242,900 | Indirect |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Disposed S | 100 | $13.51 | $1.35K | 99,900 | Indirect |
| 23 Sep, 2026 | J Duncan Smith | Vice President/Secretary | Acquired J | 222,300 | $12.87 | $2.86Mn | 5,515,386 | Direct |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Disposed S | 100 | $13.50 | $1.35K | 99,900 | Indirect |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Disposed S | 992 | $13.51 | $13.40K | 99,008 | Indirect |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Disposed S | 100 | $13.51 | $1.35K | 99,900 | Indirect |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Disposed S | 100 | $13.50 | $1.35K | 99,900 | Indirect |
| 21 Sep, 2026 | Frederick G Smith | Vice President | Acquired S | 992 | $13.51 | $13.40K | 99,008 | Indirect |
| 10 Aug, 2026 | David B Gibber | Evp Chief Legal Officer | Disposed S | 28,828 | $13.74 | $396.14K | 184,244 | Direct |
| 10 Aug, 2026 | David B Gibber | Evp Chief Legal Officer | Disposed S | 418 | $13.82 | $5.78K | 184,244 | Direct |
| 10 Aug, 2026 | David B Gibber | Evp Chief Legal Officer | Disposed I | 5,799 | $13.76 | $79.79K | 184,244 | Direct |
| 02 Jul, 2026 | Daniel C Keith | Director | Disposed S | 17,000 | $15.02 | $255.34K | 25,122 | Indirect |
| 24 Jun, 2026 | David R Bochenek | Svp/Chief Accounting Officer | Acquired J | 8,617 | — | — | 17,581 | Direct |
| 04 Jun, 2026 | Benjamin Sr Carson | Director | Acquired A | 17,095 | — | — | 77,660 | Direct |