Honestly, I believe he really believes he did nothing wrong, and really feels bad about anyone getting financially ruined.

I think he was kind of an idiot, in an environment where lots of people were getting rich behaving in unethical and illegal ways, and getting away with it, while convincing themselves they weren't doing anything wrong. That whole "scene" created it's own version of reality in which they could do whatever they want and make up their own facts and deserved only victory... which sounds kind of familiar for the USA and much of the world in general these days.