He is known for his roles as a child actor in Daddy Day Care, Hostage, The Amityville Horror, Poseidon, Evan Almighty, Orphan, Shorts, and as young James T. Kirk in the 2009 film Star Trek.

He had smaller roles in the films Anchorman: The Legend of Ron Burgundy and Arthur Hailey's Detective, and also appeared in Judging Amy, CSI: Crime Scene Investigation and Everwood, and lent his voice to characters in the animated films The Polar Express, The Jungle Book 2, Winnie the Pooh: Springtime with Roo, Pooh's Heffalump Halloween Movie and I Want a Dog for Christmas, Charlie Brown.

[10][11] Following Argento's denials, a photograph of her topless in bed with Bennett was published, as well as her alleged admission of sex with him in text messages to model Rain Dove.

"[12] Dove confirmed in a statement that they had provided the texts to police in response to Argento's apparent admission to "sexual engagement with a minor ... which is an illegal act that can qualify as statutory rape," as well as "receiving continued nude images without reporting/blocking the account/written rejection/or action.

[15] As of September 2018, Bennett and his lawyer Gordon Sattro were working with a Los Angeles County Sheriff's investigation regarding the claims of sexual assault against Argento.