Interesting question.
I think some highly manipulative people can learn to enjoy prison.
If their manipulations will inevitably cause them to get arrested on the outside, incarcerated their manipulations will probably get them some advantages on the inside.
In his case, he is used to getting (IMO) misplaced warm fuzzies for confessions and repentance. If he could find a way to manipulate his way to a position of fundamentalist Christian moral leadership in a circle of people who think he was wrongly convicted, or unfairly targeted by the legal system for something that should have stayed in the spiritual system,* he could thrive.
* Just like decisions about bearing children. Oh, my bad. Welcome to formally fictional Gilead.