Yawn... to the OP.
Romney gave away some of his father's money AFTER using his fathers connections to make a fortune. George Romney didn't get to the "Celestial Heaven" until 1995. But the fact is, he was born on third base and thought he hit a triple.
For Bain, sorry, guys who lost their pensions trump anything else you throw out there.
There was an interesting article yesterday on Politico that BOTH sides are dancing around Bain. Romney likes to talk about what a leader he was, but doesn't want to get into specifics about what Bain did and what he actually did there and which decisions he was involved in. Obama is trying to attack Bain without saying all Venture Capitalists are bad.
Overall, though, Bain is Romney's Kryptonite Swiftboat.
Final point. If Romney were so proud of Massachusetts, he'd talk a lot more about it. But there are three takeaways.
1) His only real accomplishment was RomneyCare, or the Beta Version of Obamacare.
2) He was kind of helpless and hapless when the Courts made gay marriage legal there.
3) The people of Massachusetts disliked him so much at the end of one term he didn't even try to run for a second, and he's not contesting the state this time, even though Scott Brown has a very good chance to win there as a Republican.
So, really, his term as governor doesn't help him much. Only losers lose their home states, and even they are expected to make a play for them.