1. To match something; to correspond to or agree with something. Your explanation doesn't square with the story every other witness has given us so far.

2. To settle a dispute, disagreement, or debt with someone. Hey, have you squared with Jim? I heard you two had a bit of a falling out. I'm trying to help Janet get a job as a way of squaring with her. Hold on, I have to go square with the cashier.

3. To ensure that someone approves of something. In this usage, a noun or pronoun is used between "square" and "with." I think it sounds like a good plan, but have you squared it with the boss?

4. To be honest with someone; to tell someone the truth. Just square with me, OK? Where were you last night?