Complex yes but I am also glad to hear that you play your role in whichever capacity you can. What a beautiful soul. Imagine if the majority of us were like you, positive change would be ours.
Can I share a secret even though we've just visually met? Incarceration does that to someone. It robs one of everything and his going back to square is partially something that cropped up during his sentence.
I would know. I was once incarcerated. But that's a story for another day.
Your family member needs loads pf love and reassurance. He also needs to talk to someone (would highly recommend a professional) so that he unlearn some painful lies he may harbour about himself.
Love and light.