Best guess is ISTj
ILI (FINAL ANSWER)
I was thinking Infj for some strange reason. Really hearing the guy talk, he divulges alot of personal information naturally to connect with people. I've really only noticed that in delta Nf's
ESFJ
Types examples: video bloggers, actors
He seems like he has a lot of experience, in any case. These things might have changed him when it comes to consequences/relationships. He's been in prison, and afterwards had a new lease on life, etc.. He's one of those former badasses that gets involved in a lot of inner city outreach type of stuff... to teach kids to not be like him.