Daniel Rosensweig, President, CEO, and Executive Chairman of Chegg, Inc., filed a statement of changes in beneficial ownership on October 29, 2026, reporting an automatic share withholding transaction dated October 28, 2026, related to the vesting of restricted stock units.

Key Highlights

  • Reporting person: Daniel Rosensweig, serving as President, CEO, and Executive Chairman of Chegg, Inc. (NYSE:CHGG).
  • Shares withheld: 198,279 shares of common stock were disposed of on October 28, 2026, at a price of $0.6971 per share.
  • Purpose of disposal: According to the filing, shares were automatically withheld by the issuer to satisfy federal and state tax withholding obligations resulting from the vesting and settlement of RSUs; the reporting person did not sell any shares.
  • Direct holdings following transaction: 7,429,162 shares of common stock held directly after the reported transaction.
  • Indirect holdings: 25,000 shares held by The Rosensweig Family Revocable Trust U/A/D 03-12-07, and 24,842 shares held by The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12, in both of which Rosensweig is a Co-Trustee.
  • Transaction classification: The disposal is coded "F," described in the filing as an exempt transaction pursuant to Section 16b-3(e), involving shares cancelled by the issuer.

RSU Vesting and Tax Withholding Details for Rosensweig at Chegg

According to the filing, the transaction reported on October 28, 2026, involved 198,279 shares of Chegg, Inc. common stock that were automatically withheld by the issuer. The shares were cancelled by Chegg to cover federal and state tax obligations arising from the vesting and settlement of restricted stock units granted to Rosensweig. The filing states explicitly that "the Reporting Person did not sell any of the shares reported on this Form 4 item; such shares were cancelled by the Issuer in accordance with the foregoing."

Chegg, Inc. is an education technology company whose shares trade on the New York Stock Exchange under the ticker CHGG. The filing was signed by Kirk Johnson, Attorney-in-Fact for Daniel Rosensweig, and submitted on October 29, 2026. Following the withholding transaction, Rosensweig directly holds 7,429,162 shares of Chegg common stock. In addition, the filing discloses two pools of indirectly held shares: 25,000 shares through The Rosensweig Family Revocable Trust U/A/D 03-12-07, and 24,842 shares through The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12, in each of which he serves as Co-Trustee.

The transaction code "F" and the accompanying footnote characterize the disposal as exempt under Section 16b-3(e), covering payments of tax liability by delivering or withholding securities incident to the receipt, exercise, or vesting of a security issued in accordance with Rule 16b-3. No derivative securities were reported in Table II of the filing.

What Was Disclosed

The filing reported an automatic withholding of 198,279 Chegg common shares on October 28, 2026, at $0.6971 per share, to cover RSU-related tax obligations for CEO Daniel Rosensweig, leaving him with 7,429,162 shares held directly and additional shares held indirectly through two family trusts.