You know what?
Where he is telling you all these things then he knows what could be ahead and his own choices will bring about what ever will be.
Fear of repeating my past mistakes again and the fear of the strong possiblity of going to jail if caught repeating my past mistakes had a big part of opening my eyes.
The ball is in his court and his choices will dictate what he brings or doesn't bring onto himself.
It isn't your place to get in his way at this time. You can't save him from himself.