[Icemaster]

Need more information about what kind of mentoring. School? Social? Familial? Questions to ask are going to depend on what the goal is. At a minimum:

Get them to qualify what 'at risk' means. Having a parent in prison can lead to other problems. Kids act out in a variety of ways - criminal social and sexual depending on what they've had go on in the home.

You'll want to know a lot about the background of the kid you mentor, whos in and out of the picture family-wise; what's homelife like, medications, associated counseling etc.

You're going to need to know as much about what in the organizations eyes, makes a successful mentor.

You'll want to know what your limits and responsibilities are; how far you can go with mentoring the kid and when its up to you to call something in that you hear or sense is goign on thru your discussions. How accessible are you expected to be, and decide for yourself how accessible you're willing to be.

How think a skin do you need to have?

Biggest thing I learned is to listen. Most of the time kids have no one to listen to them and/or feel they need to posture. Ask them about this as well.