Aaron made his film debut as Q in Michel Gondry's Be Kind Rewind, starring Mos Def and Jack Black. He co-starred in an NYU thesis short film called Mr. Brooklyn with Al Thompson (Liberty Kid, A Walk to Remember), directed by Jason Sokoloff.

Aaron has appeared in two episodes of the TV show Law & Order (Season 17, episode "Bling" as a bodyguard and episode "Fallout" as a bouncer).

His first lead role was playing Michael Oher, alongside Sandra Bullock and Tim McGraw in The Blind Side, released November 20, 2009. Directed by John Lee Hancock, the film was adapted from Michael Lewis's 2006 book The Blind Side: Evolution of a Game, which features Oher's real-life story. Oher had started in ten games as a guard during his first season with the Ole Miss Rebels, becoming a first-team freshman All-American, and later an American football offensive tackle for the Baltimore Ravens. Aaron auditioned for the role after his mother found out about the casting call online. Chosen as a finalist, he was flown in to Los Angeles for the final audition. Unsure whether he had been successful, he reached into his pocket on his way to the door and pulled out a card, telling director John Lee Hancock that he knew that it was a long shot for him to get the part, but that he did security work and would love to provide those services should they be needed for the film. Director Hancock said that he would keep it in mind.

During the 2010 Major League Baseball All-Star Game, Aaron participated in the Taco Bell Legends and Celebrities Softball Game as a victorious American Leaguer.

In 2015, Aaron shot the film Busy Day in Albuquerque, New Mexico.

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