Team Obama is screwed if their whole strategy revolves around painting Romney as a flip-flopper. Why?
I suspect that the Obama campaign will focus mostly on Romney being out of touch with the needs and concerns of ordinary people.
They can try that, much like Carter did in 1980, but Obama will be the incumbent who is presiding over gasoline at $4-5/gallon and unemployment in excess of 8% with real unemployment in the double digits. Like Carter in 1980 and Bush in 1992, the last two incumbents to lose re-election, Obama is presiding over days of malaise. "ROMNEY RICH = ROMNEY BAD" is not enough in this environment with Romney NOT being the incumbent.
I hate to say it, but if I were in charge of Obama's team I would believe that my only chance of victory starts with bombing Iran, and causing a successful military engagement there. I do not see how Obama can win unless something dramatic happens in the foreign policy realm that Obama can use to his advantage.