When he appeared on Between Two Ferns
Remember how revolutionary it was to see a president on a ridiculous web series like Between Two Ferns with Zach Galifianakis? This year, Hillary Clinton followed Obama's lead like it was no big whoop.
Funniest moment: When Galifianakis, who starred in The Hangover, told Obama, "It must stink that you can't run three times," Obama replied, "No, actually I think it's a good idea. If I ran a third time, it'd be sort of like doing a third Hangover movie. It didn't really work out very well, did it?"