Dillon was born and raised in Island Park, New York. He is of Irish Catholic descent.

As a child in 1994, he landed a small role on the PBS children’s show Sesame Street. Dillon said on The Joe Rogan Experience, “I was a child actor as a kid and I failed. I was on Sesame Street twice. I did the polka with Snuffleupagus.”

Dillon attended Nassau Community College and won a Bronze Award in Impromptu Speaking in 2005