X0206 3 2014-05-22 0 0001364954 CHEGG, INC CHGG 0001608511 TOMASELLO ROBIN C/O CHEGG, INC 3990 FREEDOM CIR SANTA CLARA CA 95054 0 1 0 0 VP, CORPORATE CONTROLLER Common Stock 17400 D Employee Stock Option (right to buy) 7.875 2022-02-14 Common Stock 32000 D Employee Stock Option (right to buy) 8.415 2023-05-14 Common Stock 16666 D Employee Stock Option (right to buy) 12.50 2023-11-11 Common Stock 16666 D Employee Stock Option (right to buy) 5.48 2024-05-20 Common Stock 20000 D 25% of the shares subject to the option vested and became exercisable on January 17, 2013, then 1/48 of the shares subject to the option vests and becomes exercisable each month thereafter, until such time as the option is 100% vested. 1/48 of the shares subject to the option vests monthly beginning on May 1, 2013, until such time as the option is 100% vested. 1/48 of the shares subject to the option vests monthly beginning on December 12, 2013, until such time as the option is 100% vested. 1/48 of the shares subject to the option vests monthly beginning on May 16, 2014, until such time as the option is 100% vested. /s/ Robin Tomasello by Dave Borders, Attorney-in-Fact 2014-05-22