Angela George at https://www.flickr.com/photos/sharongraphics/ · CC BY-SA 3.0

A stand-up comedian who became a favorite guest host on The Tonight Show and, for a stretch, a leading candidate to succeed Johnny Carson outright. He instead built two shows of his own: It's Garry Shandling's Show, which broke the fourth wall as a running joke, and The Larry Sanders Show, a mockumentary about a late-night host that reshaped how television comedy could look, earning him 18 Emmy nominations across its run.