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I think it's problematic mostly because it's binary. Dreams with a very large potential payoff are fine, but one should examine whether the value only comes at the end, and only if everything goes right. The dreams to follow are those that promise way too much, but have lots of "failure" paths that promise a positive amount.
Note that the opposite failure mode should be avoided as well; if your dream is easily achieved, you should be asking "does it promise enough"?