CHGG's three largest insider shareholders as of September 29, 2026 are Daniel Rosensweig (President, Ceo, Exec Chairman, 7.63Mn shares), David Longo (Cfo Treasurer, 1.78Mn shares), Nathan J. Schultz (Ceo President, 1.46Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Daniel Rosensweig | President, Ceo, Exec Chairman | 7,627,441 | 0 | 7,627,441 | 55.4% | 15 Sep, 2026 |
| 2 | David Longo | Cfo Treasurer | 1,779,261 | 0 | 1,779,261 | 12.9% | 13 Jul, 2026 |
| 3 | Nathan J. Schultz | Ceo President | 1,464,391 | 0 | 1,464,391 | 10.6% | 15 Sep, 2025 |
| 4 | Marne L. Levine | Director | 465,281 | 0 | 465,281 | 3.4% | 17 Jun, 2026 |
| 5 | Marcela Martin | Director | 432,434 | 0 | 432,434 | 3.1% | 17 Jun, 2026 |
| 6 | Renee Varni Budig | Director | 376,311 | 0 | 376,311 | 2.7% | 14 Aug, 2026 |
| 7 | Richard Sarnoff | Director | 369,089 | 0 | 369,089 | 2.7% | 23 Jun, 2025 |
| 8 | Andrew J Brown | Chief Financial Officer | 286,467 | 0 | 286,467 | 2.1% | 14 Dec, 2023 |
| 9 | Esther Lem | Chief Marketing Officer | 182,817 | 0 | 182,817 | 1.3% | 14 Mar, 2023 |
| 10 | Ted Schlein | Director | 174,784 | 0 | 174,784 | 1.3% | 17 Jun, 2026 |
| 11 | John Paul Fillmore | President, Chegg Skills | 173,090 | 0 | 173,090 | 1.3% | 14 Mar, 2023 |
| 12 | John E. York | Director | 112,235 | 0 | 112,235 | 0.8% | 07 Jun, 2024 |
| 13 | Melanie Anya Whelan | Director | 98,182 | 0 | 98,182 | 0.7% | 07 Jun, 2024 |
| 14 | Sarah Bond | Director | 89,383 | 0 | 89,383 | 0.6% | 07 Jun, 2024 |
| 15 | Paul Leblanc | Director | 85,513 | 0 | 85,513 | 0.6% | 07 Jun, 2024 |
| 16 | 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 | 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 |
| 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 |
| 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 | Renee Varni Budig | Director | Acquired A | 55,000 | $0.00 | $0 | 310,874 | Direct |
| 12 Jun, 2026 | Marcela Martin | Director | Acquired A | 55,000 | $0.00 | $0 | 312,650 | 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 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 |
| 12 Jan, 2026 | David Longo | Cfo Treasurer | Disposed F | 1,815 | $0.92 | $1.67K | 2,169,385 | Direct |
| 12 Jan, 2026 | David Longo | Cfo Treasurer | Disposed F | 262,923 | $0.92 | $241.89K | 1,906,462 | Direct |
| 12 Dec, 2025 | Daniel Rosensweig | Executive Chairman | Disposed F | 6,337 | $0.92 | $5.83K | 7,525,075 | Direct |