St. Clair was born in Princeton, New Jersey and raised in Westfield, New Jersey, where she attended Westfield High School, graduating as part of the class of 1994. She is a graduate of Middlebury College and a former classmate of fellow Upright Citizens Brigade performer Jason Mantzoukas. She began her comedy career as a regular improviser and sketch performer at the Upright Citizens Brigade Theatre in New York and Los Angeles, originally as a member of the improv team "Mother". Her first major television work was as a regular panelist on the VH1 series Best Week Ever, offering comedic insights on pop culture and the news of the week. She co-starred in the short-lived ABC sitcom In the Motherhood in 2009.
St. Clair has gained notice for her frequent guest appearances (often alongside performing partner Lennon Parham) on podcasts such as Comedy Bang! Bang!, in which she plays the show's teenage intern Marissa Wompler. In 2015, St. Clair and Parham spun off their characters in a new Earwolf podcast called WOMP It Up!, with St. Clair as host Marissa Wompler and Parham co-hosting as Marissa's teacher Miss Listler. Frequent guests on the podcast include Brian Huskey as Marissa's stepdad Seth and Jason Mantzoukas as Marissa's former flame Eric "Gutterballs" Gutterman. The podcast ran through the summer of 2015, returning after a hiatus on November 16, 2015.
St. Clair and Parham created and starred in the NBC comedy series Best Friends Forever, which premiered on April 4, 2012 and aired for one season, followed by Playing House, which premiered on USA on April 29, 2014 and concluded its third and final season in July 2017.

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