If I am interviewing for a position at Company X, is it appropriate for me to ask the interviewer what they don't like about working at X? For example, say I were to ask the interviewer, "what is your least favorite thing about working at X"? Is that appropriate, or is considered a faux pas and will likely negatively affect my performance in the interview?
Of course, the reason for asking such a question is to gauge if the negative aspects of a company (because we all know that no company is perfect) would be a deal breaker in accepting a position. For example, if the person answered, "Well, the company just did a giant reorganization and didn't ask any of the engineers what they thought about it. Given that it directly impacted my team and me, I would have liked to have been part of the decision." then that would give me insights into challenges I would face as an engineer with higher level management. Specifically, I would want to ask these questions now, before I got an offer because it's likely to be my only time to ask the actual day-to-day employees of the company rather than someone who is removed from their routine such as a recruiter.