My best friend dated a girl for about 10 months.. for the past two months he's been telling me he's not sure that he still wants to be in a relationship with her.. He would constantly say how much he loves her but he just wants to be single for a while. I told him to break up with her if that's how he feels.. He danced around it for about 2 months but finally broke up with her. He told her how he was feeling right off the bat so it wasn't completely unexpected.. The girl he dated is actually also a pretty good friend of mine.... Now, 4 days after breaking up with her, he hooks up with this other girl we know / work with. I feel like he never gave a shit about the chick he dated before if he's able to drop a 10 month relationship in 4 days. Also, the girl he hooked up with is a few "ranks" below him at work and I'm afraid it will cause a conflict. I'm his boss and our company policy is that dating in the work place isn't allowed unless the person is of the same title/position as you. He already had an issue in the past dating a girl that worked with us and she had to quit because of it. I can't really afford to lose another manager (the girl he just hooked up with) because of his lust.. As a friend I think it's kind of disrespectful how fast he moved on, but he's my best friend and the girl he dumped and I aren't nearly as close so I can handle it. As his boss the last thing I need is to lose another employee because of his complete disregard for company policy. I'm definitely going to confront him on the work front, but should I say something about how I feel for him moving on so quickly?