Playground Money: What would you do to keep yours?

Directionless Ian has made no significant choices in his life. When the certainty of being homeless, penniless and friendless begins tomorrow, he is forced to do something, which results in him acquiring more money than he had bet on. When the retaliation starts, Ian turns to others to sort out the ensuing collateral damage, letting them make the decisions that are increasingly immoral. How long will he let others control his life, will he ever take responsibility?