Over half the list is old and bad (estimation questions, well-known, or hackable behavioral, etc), but there are a handful of pretty cool ones I never saw. My favorite are:<p>1.) How many tennis balls are in the room right now (good for a WTF shock, similar is 'how much money do I have in my pocket right now, what is your 95% confidence interval?')<p>2.) How much would you charge to rent Central Park for a day (better than a standard estimation question by far)<p>3.) If both a taxi and a limo were priced the exact same, which one would you choose? (knowing nothing else I would pick taxi because I'd be afraid the limo would expect more tip)