Have you considered volunteering?
I worked in a maximum security, juvenile, therapeutic community for eight years as a counselor. I was also active in coaching football there.
The facility, in which I worked, had several dedicated volunteers ( but never enough), who helped with tutoring and coaching some kids who really needed it.
It might be a nice intermediate step. As rewarding as this kind of work can be, it has it's drawbacks.
Good luck to you.