I agree with the parking lot. I remember a co worker taught me how to drive a stick. We had an old Ranger we took trash off in. Later on my father bought me a stick and I drove it home.
I think I would have him avoid hills for now, unless you can find one to practice on. The thought of rolling backwards in another vehicle is very distracting, not to mention scary as hell.
The first few days I would just go over the basics, pulling out, stopping shifting in a few gears, etc.
Having said that, I agree that it is a difficult vehicle to learn. I drove a stick about 10 years ago. Despite the saying that once you learn you always have it, when I tested a WRX I had a horrible time. I have had mine for about a week and to be honest there have been some really frustrating moments for me, mainly when pulling out. I can reverse and shift through the gears fine but pulling out is killing me.
I typically shift around 3-3.5 rpm. I would explain to him that it is a very fun car to drive, but to give it time. It is coming a bit easier to me now but damn...I don't feel so bad though my dad has stalled 2 times the first time he drove it too.