Brian Stack

Brian Stack (born August 18, 1964) is an American actor, comedian, and writer best known for his sketch comedy work. He worked on all three late-night talk shows hosted by Conan O'Brien including Late Night with Conan O'Brien and The Tonight Show with Conan O'Brien on NBC, and Conan on TBS. Stack left Conan in April 2015 to join the writing staff of the CBS series The Late Show with Stephen Colbert. Career Stack got his start in comedy with the improv comedy troupe The Second City in Chicago, working alongside fellow comedians such as Amy Poehler. Late Night with Conan O'Brien Stack became a sketch writer on Late Night with Conan O'Brien in 1997, and served as a writer and actor on the show. The first sketch he wrote for the show was the inaugural iteration of the running gag "Andy’s Little Sister, Stacy," in which Stack's former Chicago improv colleague Amy Poehler portrayed the 13-year-old younger sibling of O'Brien's sidekick, Andy Richter, whose unrequited crush on O'Brien manifests in a range of emotion that runs "from adorable bashfulness to volcanic, homicidal rage." Stack would later say of Poehler in a 2021 Washington Post interview, "I’ve always been in awe of her incredible talent, but seeing her, Conan and Andy [Richter] have so much fun in that sketch is an especially wonderful memory for me and I’ll never forget it." Stack first appeared onscreen when one of the writers asked him to play a doctor in a sketch in which he had no dialogue. One of the first characters he did on the show was Bathtime Bob the Hygiene Cowboy, who sang about bath time, but like many of Stack's characters, there was a dark, tragic underbelly to his upbeat nature. Stack had previously tried to develop this character at Second City, but it never appeared in any shows.