It sounds like his heart is in the right place but he's got Fruit-Loops for brains. He may claim they are "saved" but that should not be grounds to immediately permit them unfettered access to anything and everything.
Yes. I think that because he believes so strongly in the transforming power of the Holy Spirit that when people say the right words, he believes them. They probably do mean it at the time and appear very sincere, but perversions are wired into brains.
I’m sure he also wants to see fruit from his years of the jail ministry.