In 2010 Tom won the ECNY Award for Best One Person Show and he won the ECNY Award for Best Storyteller in 2011. He hosted Red Eye in 2014 and 2015 when he was subbing for Greg Gutfeld. He was a correspondent for the Daily Show. He acted as the permanent host of the Red Eye starting in June of 2015 until April of 2017 when the show was cancelled.