Conan, Andy, and Me: Remembering Late Night with Conan O'Brien
Late Night with Conan O'Brien first aired on September 13, 1993. I'm not sure when I first tuned in, but it must have been shortly after that, and it hooked me immediately. It appealed to me in ways David Letterman and Jay Leno did not. The dynamic between Andy Richter, Max Weinberg, and Conan, along with the strange skits that felt more like the odd, hallucinatory sketches from The Kids in the Hall than those of his late-night rivals, sucked me in. I raved about it to my friends who were much more interested in David Letterman. Leno was not cool to many of us because his jokes never felt like they were for us. Letterman was hipper because of his biting satire and relatability, while the newcomer Conan was tentative and unsure of himself as a host. His self-deprecating jabs and vulnerability gave him a different type of comedic edge that appealed to the underdog and the also-ran. I started taping my favorite skits and showing them to friends. I have hours of VHS tape of Conan...