I may be biased, but I think my brother is pretty entertaining. He and his friends have this project going on right now called 88 Night of Cinco de Mayo. They live near a mexican restaurant with 88 items on the menu, and they decided to try everything on the menu in order, film their meals, and edit them into short movies. Some episodes are funny, some are thought-provoking. They're currently on episode 21, but since the episodes are only 1-2 minutes each, you can catch up pretty quickly. Take a look at my favorite episode so far, "If You Had to Guess...":
And if you live in the LA area--or are willing to travel there (at your own expense, naturally)--they are having a funny little contest called the "Making Dreams Come True" contest. Details HERE.