Tell Me About Your Weaknesses. It’s the question that strikes fear in the heart of many interviewees. Truth be told, it’s a crummy question. It’s crummy because who is going to admit that their biggest weakness is a serious inability to drag their sorry selves out of bed before 8:55 AM, and expect that they’ll get the job that starts at 9 AM? This question is definitely one you want to prepare for before you hit the interview trail.