In an interview, the best candidates are not just there to be interviewed, they’re also there to do their own evaluating of the company and its people. Anyone worth hiring has done their homework and has thought realistically about the things that may not fit. Ask this question and you’ll know if you’re talking to someone who will get things done (and enjoy working) despite challenges at the company.
Source: This great list of unconventional interview questions from On Startups by Dharmesh Shah.
Have you asked this question? How did it go? Do you have advice for how best to ask it? PLEASE RATE! AND WRITE A REVIEW (in the comment box below)!