The guys that made the money off the unprecedented bubble that was housing (commercial and office RE, too) were in the very right time at the right place.
They were extremely fortunate, and I bet that less than 4% of them hung on to the money they made, because they didn't take chips off the table. You see, greed does that...it intoxicates or drugs participants in the game, and lulls them into semi-comatose states' of mind.
Now the guy that impressed me most was Bass.
That guy was on his A Game, big time.
He did his homework, constantly questioned his assumptions, sought out others to help and try and disprove his thesis (they couldn't), and even flew to New York to meet with Ber Stearns head of Risk Management to outline his case.
When he saw that the morons had used ludicrous assumptions in their modeling, and saw the shit the credit rating agencies were stamping AAA, he acted, and acted big - investing a billion in CDSs.
That guy is epic.