Jimmy celebrates his 100th episode! For the big occasion, Jimmy interviews Brian McCann, the Emmy-winning writer for Late Night with Conan O'Brien. He is now creating his own show, The Brian McCann Leasure Hour. The former roommates talk about Brian's path from cartooning to improv to stand-up to sketch, his relationship with Conan O'Brien and getting back into improv. It's an episode filled with lots of laughs, great stories, and thoughtful advice for improvisers.