"[3][4] Dillon attended Nassau Community College and won a Bronze Award in Impromptu Speaking in 2005.

After a 2016 appearance at the Just for Laughs comedy festival in Montreal,[7] Rolling Stone named Dillon as one of the "10 Comedians You Need to Know" in 2017.

[10][independent source needed] Vulture described Dillon in 2016 as "simultaneously a boisterous, conservative-leaning Long Island native and a thoughtful, homosexual foodie with a soft spot for frozen yogurt.

[independent source needed] The Tim Dillon Show is a comedic video podcast hosted by Dillon that discusses events from his life and news topics that often revolve around American cultural issues, the entertainment industry, and politics.

[12][independent source needed] The Tim Dillon Show was originally named Tim Dillon Is Going to Hell,[13][14] when the podcast was first launched on the GaS Digital Network and featured co-host and fellow Long Island-based comedian Ray Kump.