I think you basically can't go wrong trying to understand your desires, as long as you also understand that they're not all necessarily stable & it's possible to be wrong about them. This is true of your destination & path, too, but there are additional risks there...
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"winding up trapped in a labor exchange situation you hate" - I feel like this really is a trap. There are all kinds of negative feedback loops associated with that kind of a situation that make it difficult for people to escape once in it.
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I think they’re super difficult to avoid even if you see them coming — for example, people very typically take on new recurring expenses when they start making more money. It’s super easy to become a servant indentured to yourself while believing your quality of life is improving
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