The loss is pretty squarely on the shoulders of the DNC, they picked a terrible candidate, and then manipulated a primary victory. I believe history will show that the tremendous loss was a result of the DNC disenfranchising their own voter base. There were something like 10 million less voters in this election, that many voters changes the outcome of nearly every other election on the ticket.

I'm willing to wager that a super majority of the voters who stayed home were Democrat leaning, and were probably Bernie supporters. The third party candidates did more harm to Trump's numbers than Hillary's, Johnson voters were probably right leaning, and Stein was openly railing against Clinton.

While a statement like this might feel good after the victory, Obama will be remembered in history as the first Black president, and Healthcare will probably always carry his name, regardless of its ultimate form. Past that he won't be remembered for anything else policy wise, his executive orders will most likely be widely reversed, and if the Trump presidency goes badly, he might be remembered for not ultimately leading his party.

I also think his response on Kimmel's show about "at least being President", will be forever shown as a premature celebration fail. It's one thing to say you don't believe he would get elected, it's another to shove it in his face and then be wrong. He will regret that moment for the rest of his life, it sullied him and had no upside.