Chegg's three largest insider shareholders as of August 29, 2026 are Daniel Rosensweig (President, Ceo, Exec Chairman, 7.63Mn shares), David Longo (Cfo Treasurer, 1.84Mn shares), David Longo (Cfo Treasurer, 1.78Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Daniel Rosensweig | President, Ceo, Exec Chairman | 7,633,778 | 0 | 7,633,778 | 56.9% | 16 Jun, 2026 |
| 2 | David Longo | Cfo Treasurer | 1,779,261 | 0 | 1,779,261 | 13.3% | 13 Jul, 2026 |
| 3 | Nathan J. Schultz | Ceo President | 1,464,391 | 0 | 1,464,391 | 10.9% | 15 Sep, 2025 |
| 4 | Marne L. Levine | Director | 465,281 | 0 | 465,281 | 3.5% | 17 Jun, 2026 |
| 5 | Marcela Martin | Director | 432,434 | 0 | 432,434 | 3.2% | 17 Jun, 2026 |
| 6 | Renee Varni Budig | Director | 376,311 | 0 | 376,311 | 2.8% | 14 Aug, 2026 |
| 7 | Andrew J Brown | Chief Financial Officer | 286,467 | 0 | 286,467 | 2.1% | 14 Dec, 2023 |
| 8 | Esther Lem | Chief Marketing Officer | 182,817 | 0 | 182,817 | 1.4% | 14 Mar, 2023 |
| 9 | Ted Schlein | Director | 174,784 | 0 | 174,784 | 1.3% | 17 Jun, 2026 |
| 10 | John Paul Fillmore | President, Chegg Skills | 173,090 | 0 | 173,090 | 1.3% | 14 Mar, 2023 |
| 11 | John E. York | Director | 112,235 | 0 | 112,235 | 0.8% | 07 Jun, 2024 |
| 12 | Melanie Anya Whelan | Director | 98,182 | 0 | 98,182 | 0.7% | 07 Jun, 2024 |
| 13 | Sarah Bond | Director | 89,383 | 0 | 89,383 | 0.7% | 07 Jun, 2024 |
| 14 | Paul Leblanc | Director | 85,513 | 0 | 85,513 | 0.6% | 07 Jun, 2024 |
| 15 | Robin Tomasello | Vp, Corporate Controller | 55,719 | 0 | 55,719 | 0.4% | 14 Oct, 2021 |
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 |
|---|---|---|---|---|---|---|---|---|
| 13 Aug, 2026 | Renee Varni Budig | Director | Disposed S | 54,347 | $0.78 | $42.15K | 376,311 | Direct |
| 12 Jul, 2026 | David Longo | Cfo Treasurer | Disposed F | 63,601 | $0.85 | $54.28K | 1,779,261 | Direct |
| 16 Jun, 2026 | Renee Varni Budig | Director | Acquired A | 119,784 | $0.00 | $0 | 430,658 | Direct |
| 16 Jun, 2026 | Marcela Martin | Director | Acquired A | 119,784 | $0.00 | $0 | 432,434 | Direct |
| 16 Jun, 2026 | Marne L. Levine | Director | Acquired A | 119,784 | $0.00 | $0 | 465,281 | Direct |
| 16 Jun, 2026 | Ted Schlein | Director | Acquired A | 119,784 | $0.00 | $0 | 174,784 | Direct |
| 12 Jun, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Disposed F | 1,956 | $1.11 | $2.17K | 7,640,115 | Direct |
| 12 Jun, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Disposed F | 6,337 | $1.11 | $7.03K | 7,633,778 | Direct |
| 12 Jun, 2026 | Marcela Martin | Director | Acquired A | 55,000 | $0.00 | $0 | 312,650 | Direct |
| 12 Jun, 2026 | Renee Varni Budig | Director | Acquired A | 55,000 | $0.00 | $0 | 310,874 | Direct |
| 12 Jun, 2026 | Marne L. Levine | Director | Acquired A | 55,000 | $0.00 | $0 | 345,497 | Direct |
| 12 Jun, 2026 | Ted Schlein | Director | Acquired A | 55,000 | $0.00 | $0 | 579,663 | Indirect |
| 12 Jun, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Disposed S | 1,956 | $1.11 | $2.17K | 7,640,115 | Direct |
| 12 Jun, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Disposed S | 6,337 | $1.11 | $7.03K | 7,633,778 | Direct |
| 12 Apr, 2026 | David Longo | Cfo Treasurer | Disposed F | 63,600 | $0.80 | $50.88K | 1,842,862 | Direct |
| 12 Apr, 2026 | David Longo | Cfo Treasurer | Disposed F | 63,600 | $0.80 | $50.88K | 1,842,862 | Direct |
| 12 Apr, 2026 | David Longo | Cfo Treasurer | Disposed F | 63,600 | $0.80 | $50.88K | 1,842,862 | Direct |
| 12 Apr, 2026 | David Longo | Cfo Treasurer | Disposed F | 63,600 | $0.80 | $50.88K | 1,842,862 | Direct |
| 12 Mar, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Disposed F | 7,004 | $0.57 | $4.00K | 7,618,071 | Direct |
| 13 Feb, 2026 | Daniel Rosensweig | President, Ceo, Exec Chairman | Acquired P | 100,000 | $0.56 | $56.36K | 7,625,075 | Direct |