Your friends are lucky, DC
You bet it's huge to 'get' stropping that quickly. 'Just hearing what you did will help me alot w/ my friends. Seeing your resto work makes it easy to understand how any of your friends would be drawn in.
If you two get together regularly, I would encourage nailing down the stropping - start w/ a sharp blade - let him strop - both of you feel the edge to see if the stropping helped, was neutral, or degraded the edge. 'Just thinking how critical that one skill is.
If you're agreeable or have blades you don't mind him trying - that would give him the benefit of knowing a bit before he buys his own blade. The times you two get together will keep bad habits from forming.
Major kudos for sharing what you know, and also for graciously letting him try some of your gear. The person trying to learn solo is at a vast disadvantage. Like many areas of interest, it's easy to spend alot until you learn that you don't need to spend alot.
Your friend's learning style will likely determine much of the rest of the path. If he learns best by interacting - your time together will help him learn most quickly. If he learns best by reading, he'll take up the task by devouring all the wiki/faq/how to threads and then duplicating. Either way, he's very lucky to have a place to ask his questions, make his mistakes, and shorten his learning curve.