CBS

“You could consider being on different NBA teams similar to being in a tribe on Survivor, where you don’t necessarily like everyone. In the NBA, you can’t choose who you share a locker room with.”

As you can see, his signature gap-toothed look hasn’t wandered over the years. Trivia: Jeff Smulyan, CEO of Emmis Communications, IM’s parent company, was Letterman’s second boss after the future star graduated from Ball State University.

Via @lenadunham: “Obvi will miss Letterman and his gorgeous tooth scenario/general brilliance.”