Obama is probably the most opportunistic politician in American history. He had never signed a paycheck for a private company, his entire political career had been set up with a combination of breaks and Chicago dirty tricks his entire way from state senator to US senator. His presidential run was a combination of several factors including a press who was looking for their Holy Grail socialist:
A major recession triggered by Democratic-caused bank failures
A domestically schizo-RINO president initiating a trillion-dollar bailout
A primary opponent who was not as "bold" and "exciting" as he was and had her own baggage
A crisis in gas prices
A very tepid general election opponent
NO vetting by the press
Once elected, he was "blessed" with a super-majority senate; even THAT was a huge factor of both luck and vote count shenanigans, of which Al Franken was the biggest factor. This was critical in negating any GOP opposition or even impact in virtually every bailout bill. His HUGE win was the passage of Obamacare through outright lies to malcontent senators (the Louisiana Purchase II and the Cornhusker Kickback).
He was able to get two justices confirmed during this time who so far have been the two most anti-constitutionalist justices in SCOTUS history.
Finally, his biggest break was George Bush's biggest mistake: the assignment of John Roberts as Chief Justice, significantly more liberal than William Rehnquist, who decided to secure his own legacy rather than vote for Constitutional austerity, in doing so rendering the Constitution pragmatically null and void. Ironically, had he nominated Roberts to the court and perhaps Clarence Thomas or Antonin Scalia as Chief, I have no doubt that Roberts would not have voted the way he did (as he would not have been able to write the majority position).
(For ONCE I can actually agree with a DUmmie: It's George Bush's fault!)
Back to Obama: I have pretty much laid out the fact that we literally have the absolutely luckiest man in the history of the country, Barack Obama, who if one out of many factors had not come into play, would not have been successful in getting the ACA passed. And now our work is cut out for us. We are in the process of losing 6 years, or more if we don't get the ESH (executive, senatorial, and house) triad.