25. Finale, The Tonight Show with Conan O'Brien
It would've been easy to be bitter, but Conan O'Brien is too classy for that. After NBC asked O’Brien to start his show a half-hour later and he refused, O’Brien vowed to have fun during his final days on the air. But his Tonight Show tenure culminated with the sincerest of goodbye speeches
. "Please do not be cynical," he pleaded to fans. "Nobody in life gets exactly what they thought they were going to get. But if you work really hard and you're kind, amazing things will happen." Then an amazing thing happened: O’Brien strapped on a guitar and played “Free Bird” with Will Ferrell, members of ZZ Top et al. Getting screwed out of a job never looked more fun.