In the process of trying to develop a career path, how do you know when to compromise?
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Does that mean it should be a short-term decision? I think in more of an offensive rather than a defensive situation where I see multiple future paths which would pay my rent but have other disadvantages I have to choose between, ie. which one would waste the least time.
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Yes, by definition compromises are short term. Otherwise the word you’re looking for is ‘mistake’

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