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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Interesting. What would be an example of b)?
Generic scenario: kid comes from fairly wealthy family, gets obsessed w/ theater; his parents are initially supportive (extracurriculars make good resume items), but cool on it as he ages. He starts to consider it a low-level hobby → stops seeking mastery → gets bored with it
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(I think it's pretty easy to be unhappy doing something you generally love if you don't allow yourself to do it in a context where you can seek mastery, and if you've internalized the belief that it's fine for leisure but a waste of time, you're likely to find yourself there.)
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In reality "all life is problem-solving" (Popper). In reality, Waste of time=When you don't love the problem. In current practice, when you're young, people are continually wasting your time. This can lead to internalising ideas like "OK as a hobby" with dire results as you say.
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