In 2009, I remember reading a resignation later by a guy who made his "F* you money" betting for a housing collapse. He blasted the big banks, ivy leaguers, and old boys network.
I bought complex derivatives (SRS, SKF) but lost betting against the market.
I read http://calculatedriskblog.com for a while and educated myself about the macro factors in the markets.
Through "calculated risk", I learned of Jim the Realtor http://www.bubbleinfo.com/ who videos (vacant) casualties of the housing collapse. Seeing it made it real for me.
Over time, I've realized that the further from reality that decisions are being made, the more likely we are to make destructive decisions.
When soldiers kill people with drone aircraft in video game-like conditions, it removes the reality from something that would be extremely traumatizing when done with bare hands.
In our wonderfully complex world, we sow complexity, and reap disaster. Im not sure what the answer is, but there is something terribly wrong when destruction is more profitable than creation.