After four years on the main stage of Chicago's Second City troupe, Rachel started on Saturday Night Live in 1999. Her memorable characters include Denise to Jimmy Fallon's horny Bostonian boyfriend, Sully, to her wispy little Calista Flockhart impression, Dratch easily goes from nerd (à la Sheldon on "Wake Up Wakefield") to sensuous "luv-uh" Virginia to Will Ferrell's Professor Klarvin. In 2000, she and Tina Fey put on their two-woman show, Dratch & Fey, at the Upright Citizens Brigade Theater in New York. And in 2001, a short film that Dratch wrote, directed, and performed (The Vagina Monologues Monologues, also featuring Fey and SNL performer Amy Poehler) premiered at the New York Comedy Film Festival. She has appeared in the movie Down With Love (with Ewan McGregor and Renée Zellweger) and the independent film The Hebrew Hammer (with Adam Goldberg). Her television appearances include Late Night With Conan O'Brien, CBS' King of Queens, and Third Watch.