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Theaker was born in Moose Jaw, Saskatchewan, and is an alumnus of the legendary Second City, for which she has written and performed comedic material in London, Toronto, Chicago, and Los Angeles. She earned a Dora Mavor Moore Award (Canada's equivalent of the Tony) for writing the Second City revue "Not Based On Anything By Stephen King. She also garnered critical acclaim (and a Cable Ace nomination as best actress) for her role as Casey Edison on the LucasFilm production Maniac Mansion, which was co-created and produced by Eugene Levy.

Theaker emigrated to the United States in the mid-1990's and has since appeared on countless television shows, including Joey, Curb Your Enthusiam, Six Feet Under, Gilmore Girls, and "Reno 911! She also appeared in the pilot Stephen's Life" for producer Sean Hayes, which won the audience vote for best sitcom in Bravo's reality series, "Situation Comedy.

She wrote the Comedy Central special of fellow comic and Kid In The Hall, Scott Thompson, and wrote and directed two solo stage shows for him: Take It Off, Eh! and Mixology Monology," which premiered at the Filmore in San Francisco.

Theaker is a mainstay of the Christopher Guest comedy ensemble and has appeared in three previous films and numerous commercials for him. Her recent film appearances also include Rat Race and Lemony Snicket's A Series of Unfortunate Events.