Really? Who in their right mind would spend this kind of time performing and then analyzing "experimental, imaginary play" concerning the hypothetical outcomes associated with a couple hundred dollars of monopoly money? Isn't the idea that it's gambling, and the rush that comes from putting your hard-earned money at risk the reality of gambling? Do you really expect that all of these make-believe events have any bearing on reality? What are you going to learn, that you should have quit after the first winner, or at least way before everything brought in was lost? Winning and losing when playing with what might have been the milk money is the only way to learn anything about managing or mismanaging your money.