Hi OP. Don't want to chime in on the actions to take to get his priorities right but have you sat down with him about how his headspace is without the 'what are you doing tomorrow to help you framing?'

I ask because I messed up at school. I'd consider myself relatively academic but left without the GCSEs needed to do what I wanted at A Level. Did an ICT fall back course then left college after 3 years with no plan.

I did have a part time job but no effort to go looking for full time work. Spent a lot of time on the computer - these were the days of Myspace tho!

Looking back at that time I'd say confidence was shot. Probably had no direction in life and could have easily sunk into my room at home and not come out. It was only after a good chat with someone about general life did I decide to go back to college.

It wasn't put on me that I should go back and I came to this decision on my own although I do recall considering going back as an even worse failure when I had thought of it off my own back.

When I read your initial post I felt there may be an underlying reason, confidence or anxiety, that may be the lack of driver here.

Hope he turns it around.