I was asked by a founder of a Silicon Valley tech company if I could meet with him and discuss mentorship.<p>What questions should I ask?
Obviously I have some already that are specific to what I'm working on and stuff like 'what would you do if you were me?' but I'd like to hear the point of view of people who are most likely more experienced.
"What one practice, if removed from your day/week, would hurt you the most?" (be ready with a follow up question if he just says "eat" or "sleep" or whatever - "do you approach that in an intentional way? have you had to tune how you do that?")<p>"Is there anything I should be asking, but I'm not?" - has occasionally yielded interesting responses for me.
Normally I like to ask where their lowest point in life was. People who reach great heights often have great lows too.<p>Also ask if they do whatever the trend is - meditation, what time they wake up, habits like that. Most people don't realize what routine they follow and it's often best to work close with them and observe.
I'm curious, did he tell you how he would be helping/mentoring you? What does he bring to the table that would make it valuable to you?<p>Since he's the one offering a mentorship relationship, how is it going to work? What is he getting out of it?
Be prepared, and ask specific questions.
When know your mentor, your goals, and your problems, it's easier to figure out how they might help you.
Also, take notes and follow up.