"Wherever a man is against his will, that to him is a prison" - Epictetus
An encounter with Stoic philosophy is good preparation for any eventuality including incarceration.
Two novels address the theme of Stoic philosophy in prison:
The Epictetus Club: Lessons from the Walls by Jeff Traylor
A Man in Full by Tom Wolfe
What kind of resources are needed to get this idea off the ground and/or support it over time?