You have asked 3 separate questions complaining about a parole officer. This appears to be the first one which asks about why a PO didn't do certain things. No one here can answer that question but understand that the PO has much more power with the state than does your friend. Your friend should be asking any questions he wishes to have answered. Also, his private business should not be put into a public Q&A forum.
To answer one of your questions that Abigail missed, a PO is under no obligation to remind anyone of anything. You should know your obligations and comply with them. It sounds like you have the attitude problem, not your PO.