He may get involved with church if he hasn't already. Religion seems to keep many of these guys grounded and hopeful after doing a long stretch. Many feel lonely and find it hard to relate to the " new world". It really is a challenge.
I remember reading a story years ago about a guy that did a long prison sentence and after a few months committed a crime just so he could go back to prison because he was so out of touch and lost. It was actually very sad.