- Co-founded the sketch comedy troupe The New Group while attending New York University; the group was later renamed The State and had a self-titled MTV series.
- After transferring to Brown University, Showalter joined the improv group imProvidence.
- Formed a three-man troupe named Stella with David Wain and Michael Ian Black, both former members of The New Group and The State.
- Co-wrote, with Wain and Joe Lo Truglio, the stage production Sex a.k.a. Wieners and Boobs, which was written and staged over four days in 1998.
- Sings lead vocals in The Dollies, an acoustic comedy band he formed with Zak Orth.
- Is an adjunct professor at Tisch School of the Arts at New York University.
- English Showalter — Father
- Vinca Showalter LaFleur — Sister
- Elaine Showalter — Mother
- Anne Kalin Ellis — Wife
- Attended New York University, New York, New York, United States; Brown University, Providence, Rhode Island, United States (1992)
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- Birth Place: Princeton, New Jersey, United States
- Profession: Comedian, Actor, Screenwriter, Producer, Director
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