4 questions I ALWAYS ask candidates:
1.) In looking for a job, what kinds of things are you looking for? I ask this, as I am trying to determine if the opening I have is a good match for what THEY want. I never try to squeeze a square peg into a round hole (as the expression goes) - I'm trying to find someone that not only qualifies for the job on paper, but wants what we have to offer.
2.) What kind of a supervisor are you? -ESPECIALLY if I am hiring a manager who will be overseeing other people. I want to learn more about their management style. If I know who they are managing, this helps me to determine if they will be able to manage that particular team of people.
3.) What things do you look for in a good supervisor? I want to know that they have realistic expectations of me. Some people are too needy - and for me, that would be difficult for me to accommodate. Some people are EXTREMELY independent - I need to know that too, so I can better manage them.
4.) What is the most difficult situation you've had as a supervisor/leasing agent/maintenance technician/etc - please tell me about it, and how you handled it. This helps me determine if their definition of "difficult" is the same as my definition of "difficult." It also shows me how they handle those kinds of situations. If I'm hiring for a property that I know has some difficult situations (like crime or personnel issues) that need to be dealt with, and the person I am interviewing tells me the most difficult thing they've had to deal with is unlocking doors for residents after hours, this might not be a fit for them OR for me. The level of "difficulty" depends on the site, the position, etc. BUT, the answer is always very telling.
In the end, I am looking for someone who not only qualifies for the job, but that will fit in with the established work environment, the current employees, as well as the expectations of the job/position. Just because someone looks good on paper doesn't mean that every position that they are qualified for will work for them.
I should also mention, it is a HUGE a distraction when people start telling me about their personal issues or complain about their current or previous supervisors/employers. This seems like common sense, but 80% of the people I have interviewed lately will do one or the other. Depending on how deep they go down this road, I usually end up writing those people off. There's one thing that most employers want to limit their exposure to in the work place - negativity & drama. I have great employees now (and I'm sure other supervisors and employers would agree with me on this statement), and would hate to add someone else's personal drama's or negative baggage to the equation!