I've invested heavily (for a non-institutional investor) in various business deals. All made me money. Most relied on the government to somehow make a market inefficient for the benefit of cronies and/or to pay.
I also knew him when he campainged for Paul Tsongus, for those with long memories. He hit up my father to bundle money for him and sway the Orthodox Jewish voters in Brookline and Israel.
I decided I actually hated him when I listened to him give a very small (as in 15-20 people) private fundraiser speech basically to the effect that he'd take any position to get elected and would remember those who got him elected. My stomach churned.
In particular, in that speech, he recounted his father's loss to Richard Nixon.
Romney, Sr. ran as a moderate and Nixon ran to the right. (That election was during the Vietnam war.)
He said (and this is a quote as I remember it) "My father told me that, no matter how you govern, in Republican politics you can never win if someone 'runs to your right.' No matter what you intend to do, you must talk tough and right." (It was in the context of being asked whether he was a conservative or a liberal in context of some more conservative statements he made.)
He went on to explain that he was a liberal, would govern as a liberal, but had to talk like a conservative.
He talked about the business opportunities that are present with governmental institutions running things --- in short, the same Chicago "crony capitalism" that Obama practices, but the Boston version.
This fake hasn't changed his tune today.