I always thought Bart Simpson said it best, “you’re damned if you do, damned if you don’t”.
Basically it is when the established solution to a problem is impossible due to the nature of the problem. Very often attributed to government policies. An example would be needing to turn on a utility, to do so you need proof you live there like a utility bill, which you don’t have because that is the very thing you are trying to set up.
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