His film roles include The Virginity Hit, Bridesmaids, Me and Earl and the Dying Girl, The Stanford Prison Experiment and Manson Family Vacation.

[1][2] After appearing in numerous commercials, Bennett began his official acting career at the age of 18 as Jamie, in the 2009 TV movie Totally for Teens.

[citation needed] Bennett had his first starring film role in The Virginity Hit, which was produced by Funny or Die founders Will Ferrell and Adam McKay and released in October 2010.

[citation needed] On June 23, 2014, Bennett and his Victorious co-star Elizabeth Gillies were featured in the popular YouTube video "The Slap" as participants.

[14][15][16] Also in 2015, he starred in the music video for Poppy's 2015 "Lowlife" and guest-starred as Josh Wolowitz in The Big Bang Theory episode "The Fortification Implementation".

[30][31] Beginning in 2022, Bennett has toured as a DJ, playing songs from Disney and Nickelodeon series at several venues, including House of Blues chains.