I've had lots of experience at jobs that I end up hating after 6 months, so I drew up a list of questions that I use to weed the jobs that won't fit who I am. I ask questions about the management style, and I give a basic scenario of a common problem (I.e. worker is struggling to get project done, what do you as the manager do?). I'm looking for micro managers and trying to weed those out.

I've always had an interview that included at least one future co-worker, so I ask them to describe a regular day in their work life. The problem with this one is that they gloss over the bad, so I have to read between the lines.

I also ask about the technology used. Is it current? From past experiences, I'm not too gung-ho about accepting positions where for profits use open source. Especially well established, bringing in millions of dollars, companies. It usually signifies a lack of support for the IT department, and a general attitude of IT being non-essential.

Another question I ask is about current changes to leadership, or shifts in the organization. Sometimes change is good, but if the answers are filled with "I don't know who is our boss, or who the higher up's are", then I'm leery about working there. It's not an interview killer, but maybe if other answers were odd. I've had a few instances of being hired, only to find out that my laid back boss was laid off and Mr. Micromanager took his place.

Most important to me is back up policies, source control policies, or anything put in place already to protect data or source code. If they have none, I end the interview and leave.

I've also asked to speak to a current employee one on one, or through email, to ask them (without bosses around) what its really like working there. So far, it hasn't hindered my abilities to get job offers, but you really have to be tactful when you present that idea.

I'd rather not get a job because of the questions I ask, then get a job and hate it because I was too afraid they wouldn't like my questions. I'm methodical about figuring out what I want to know, and if the interview people are upset about it then its obviously not a good place for me.