His Narcissism will be a big problem for him in prison. He will expect special treatment. (Because he didn't do it & doesn't belong there) That attitude alone will be a huge problem.
And SL doesn't like to follow RULES. He didn't like the rules that went along with marriage. So he ignored them & did what he wanted anyway. Found himself divorced, out of the house & paying child support.
He didn't like the rules that went along with having a good job. So he ignored those too, did what he wanted, drank on the job & got fired.
He didn't like the rules or responsibilities that went along with his second marriage either. But this time he knew the consequences were coming & he knew he didn't want them. So, being a narcissist, and believing he is smarter than everyone, he came up with his scheming plan to avoid his "consequences". Since he's smarter than everyone else, he never once even considered his plan wouldn't work.
Then, BAM!! It all fell in on top of him. Then he had to beg, lie, and lie some more to get all of his family to give up their life savings & mortgage their homes in order to finance his defense. TWICE!
SL does NOT like rules. He thinks he's smarter than everyone else. He's a pathological liar, a user, and a huge manipulator. Prison is FULL of rules that MUST be followed.
People who walk around with the attitude SL has are going to get called out in prison. And he better be tougher than a guy who can't stand up using only his legs when his arms are tied behind his back.