I don't understand the dynamics of your father's business but I think Jake is too much into your family's personal lives and you should ask your father to talk to him, tell your mother what is going on with his bothering you and have the two of them do something about him. I would confront him if he asked me inappropriate questions about where I was or with whom or came in my house and woke me, etc., let him know you did not find it appropriate and you would be telling your father.