There are standard reasons for apologizing at work: missing a deadline, miscommunication of deliverables to a co-worker, or accidentally double-booking meetings. And, it’s understandable. From childhood, men and women are taught to say “I’m sorry” to express remorse for their actions. But, the gesture happens so often that, in the workplace, it falls flat. There’s a fine line between politeness and seeming insecure. And, the habit of over-apologizing may hurt your career.