 After dropping out of college, he began studying, performing, and teaching as an improv and sketch comedian at the Upright Citizens Brigade Theater (UCB) in Los Angeles.He most notably was a member of the sketch and improv team A Kiss From Daddy, alongside comedians Paul Rust, Eva Anderson, Mookie Blaiklock, Neil Campbell, Michael Cassady, Dave Horwitz, Allan McLeod, and Harris Wittels.Wiger created the comedy podcast "Doughboys" with comedy writer Mike Mitchell in 2015.