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So I have a waitlist interview on Monday with a member of the admissions board. How should I prepare? Or does one usually prep for these at all? In general, what do you think they're going to ask?

I have interviewed for jobs before; are these waitlist interviews similar? Am I going to have to answer the same typical pointless questions such as "what would you say is your biggest weakness" or "where do you see yourself in 5 years"?

Those are all possible, but consider why you want to attend X Law School, why you think you're a good fit, etc.