7. Conan O’Brien (Conan)
We all know Conan O’Brien, and most of us seem to love the guy. Of course, the controversy surrounding his exit from The Tonight Show might be what most people think of first when discussing Conan. It’s a shame as one could argue that Conan would have excelled hosting The Tonight Show if they gave him more time to get settled in the new gig. But as we all know, things led to a big falling out between O’Brien and NBC.
But O’Brien wasn’t done hosting comedy talk shows. He’d sign on with TBS to host Conan, a new late night talk show airing exclusively on their network. Sure, Conan would no longer be on network television, but probably gets much more creative freedom on cable. Longtime fans of O’Brien could then keep following him by watching Conan.
While his longevity in the business shouldn’t be anything to scoff at, Conan is unfortunately not heard from very much these days. While his show is doing just fine, not many outside of those who watch it regularly talk about it. Conan will pull off the occasional viral videos (like with his hilarious Clueless Gamer segments), but he’s not quite at the top of the game anymore.