Obama sure knows how to appeal to younger demographics. His speeches every year are pretty funny, and kudos to him for being able to make fun of himself and his administration. It makes him seem more human, more reachable, more familiar.
I think he’s been hamstrung by Congress over what he wants to do, and some of the things he managed to push through end up looking half-assed. But while he won’t ever be remembered as the greatest President of the US, I think he’ll be remembered in a positive light.