First off, good on you for giving people second chances. The world can be cruel, and good people make mistakes. It's nice to know there are people out there lik

First off, good on you for giving people second chances. The world can be cruel, and good people make mistakes. It's nice to know there are people out there like you willing to take a chance on someone with a less than squeaky clean past. I think the problem here is the line between professional / personal life is a bit blurred. If he is doing good work and continues to do good work, keep him. However it is not the place of an employer (or a workspace) to fill every need in someone's life. He needs to move out and work on establishing healthy boundaries. Does your health insurance plan cover mental health services?