Not bad! I think the highest score I've seen for this build is in the 700,000s.
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Great question! Let's say there are 5 aspects of your life (though in reality there are many more than that). Every time you press the button, one of those 5 aspects is selected at random and is increased by one 'improvement unit'. If, on a subsequent press, the same aspect is randomly selected and increased, then that aspect is now at 2 improvement units. So the same aspect of your life can be improved more than once, and the effect is cumulative. This is why it is advantageous to press the button as many times and as quickly as possible.