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Question 2 is "What have you done so far that shows your potential for greatness, adjusted for whatever life circumstances you were born into?" TBH, I'm not sure I would want a ticket to the narcissist convention that question implies. The obituary question is a great question IMO.

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The only way I could comfortably answer that question is "Irrespective of greatness or potential for it, here's a list of projects I've done/been involved in and am proud of:".

The "adjusted for privilege" bit seems to be trying to discourage people from talking about where they went to college. It is definitely an awkward question and I think Bryan was right to skewer it.

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