Became involved in the improvisation troupe ImprovOlympic

Took improv classes at Second City in Chicago

Performed and served as a writer on "Exit 57"

Was a cast member and writer on "The Dana Carvey Show" (ABC)

Served briefly as a writer for "Saturday Night Live" (NBC)

Voiced the character Ace in Robert Smigel's "The Ambiguously Gay Duo" on "Saturday Night Live" (NBC)

Correspondent on “The Daily Show” with Jon Stewart (Comedy Central)

Performed, wrote and executive produced "Strangers with Candy"

Performed as the voice of law firm founder, Phil Ken Sebben and prosecuting lawyer Reducto on Cartoon Network's "Harvey Birdman" (part of the Adult Swim lineup)

Provides voices for Comedy Central's "Crank Yankers"

Co-authored the novel Wigfield with ex "Strangers With Candy" costars Amy Sedaris and Paul Dinello

Appeared in the big screen adaptation of "Bewitched," as Stu Robinson

Appeared in and co-wrote "Strangers With Candy" the feature film based on the short-lived comedy series

Hosted "The Daily Show" spin-off series, "The Colbert Report" (Comedy Central); earned several Emmy nominations for Performance (2006, 2007, 2008), Writing (2006, 2008) and Producing (2006) a Variety, Musical Program or Special

Signed a seven-figure deal with Warner Books to pen his own comedy riffing on the current state of affairs in the vein of the Daily Show's bestseller "America"