Conan O’Brien

If Conan O’Brien in the 'Greatest Talk Show Hosts of All Time' arena doesn’t spark a fiery debate, what will? Here’s a guy who turned awkward into an art form, making us laugh with his self-deprecating humor and absurd antics. Every Conan fan knows the struggle: explaining why his offbeat interviews are genius, not just goofy. It’s like convincing your grandma to try sushi—tough but rewarding. His cultural impact? Huge. The hair alone deserves its own fan club. Get on board or miss out on the funniest ride in pop culture.