- At age 7, appeared in a Florida dinner-theater production of The Music Man.
- Began doing stand-up comedy in New York clubs at the age of 9.
- Reported on the 2000 Democratic and Republican national conventions for Nickelodeon; interviewed Bob Dole and Cokie Roberts.
- Inducted into the Friars Club in 2005 at 19, becoming one of its youngest members in history.
- Launched a Vine page in 2013, quickly becoming one of the most popular posters on the app; he earned two 2015 Teen Choice Awards nominations, for Choice Web Star: Comedy and Choice Viner.
- 2005, Independent Spirit Awards — Special Distinction Award: Winner
- Barbara — Mother
- Paige O'Brien — Wife
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