I dunno, sounds to me like the guy (probation officer, case worker, whatever--why wouldn't you find out WHO you're talking to before discussing details of your life with this guy?) wanted to let you know he's not going to be able to skate on this. And I hope you don't tell him that there's nothing to worry about, because there IS--for him. Not if he does the work, but if he's gaming the system, he ought to worry.
I think you know what my opinion is of letting him stay with you, so I won't waste your time. But PLEASE, if he does anything to scare you--at all--call the police. I'm dead serious. Your life and well-being are worth far more than his freedom at this point. He's getting his chance--one I don't think he deserves, but he's got it. It's for him to mess up. If he does, don't let him get away with it one more time.