"What single project or task would you consider your most significant accomplishment in your career to date?" If this is the best question you can ask people, we got really lucky, because this is the essential question on all YC's application forms for events (e.g. Startup School) and has been one of the core questions on the YC application since the beginning.
This is problematic and discriminatory. I hope this doesn't become a trend. What if you are interviewing a kid from south-side Chicago or kid from third world who against all odds went to college. Is smart and motivated and could be a great asset to your company but never had the exposure to great ideas. You can argue that she can just say 'Going to college was my most significant achievement' but are you in a positi…
That is exactly the sort of achievement that impresses us, actually. For example, Qasar Younis started life in a house with dirt floors in a village in Pakistan. His family moved to the US, to Detroit, when he was 7. He appears to have worked his ass off from the moment they landed. We funded his startup, Talkbin, in Winter 2011, mainly because we were so impressed with him. Talkbin was acquired by Google soon after Demo Day, and he is now a part time partner at YC.
(Why do so many people assume that after 9 years of picking founders, we still have huge blind spots that are obvious to them but not to us?)