I tend to associate mentorship with a father-son or younger-older relationship, while I wouldn't expected it but confiding inner-most fears and trepidation or hope towards life etc would be commonplace amongst the two. It's not just Hart and the pupil needing to gel, but their respective families should also be on board with the arrangement. I don't think a casual relationship between families suffice, it should eventually become an extended family-like status. So it's not just about you, your loved ones have a say in this too.
and i second this.