It depends on him. If he wants to break the cycle of being incarcerated, then he will go straight. If he is too institutionalized he will keep going back. You already know this, but he is the only one that can decide, you can't do it for him.
https://www.inmateaid.com/ask-the-inmate/do-you-think-my-older-brother-will-grow-out-of-going-back-to-prison#answer
Accepted Answer Date Created: December 22,2015