I have a soft spot for Obama and I know I shouldn't. His initial campaign was inspiring not only for the US, but for the entire world. I (want to) believe that he tried to make changes that mattered, but failed. He was definitely met by massive resistance and fought tooth and nail on any legislative initiatives and it seems like after his first term the life had pretty much been drained out of him. "Obama care" was completely gutted before it was passed, which is partly why it turned out as bad as it did.
Ultimately, he will be remembered as an establishment democrat who kept waging wars and contributing to the status quo.