Romney usually comes across as saying whatever a crowd wants, was he intentionally going into the NAACP hoping to be booed to build his credibility among the conservative base or was this a sincere outreach?
Democrats tend to win the black vote about 85-90%. Obama won about 95% in 2008. So I doubt Romney was going to peel off many votes. But he came across as someone willing to say unpopular things (which is something he virtually never does), and he said them to a group who wouldn’t vote for him anyway. So it is win/win. Come across as principled by pissing off people who aren’t voting for you anyway.
It’d be like Obama going to a tea party rally and talking about how we have to run government responsibly and treat our fellow citizens well. He’d come across as less of a wimp by pissing off people who generally don’t like him anyway.