Yeah, ok, good for you.
But back to a REAL discussion,
Mfarb...
You could (and in my opinion SHOULD) do this in a standard game, maybe even a game for newbies. I have taken part in tutorial games where seasoned players would "coach" a player. Nothing wrong with that and it can be a great experience for all involved. The newbies would then learn how the game is really played and get more out of it. By playing a 1 vs 1 game he is not learning the intricacies of negotiations nor is he learning how fronts are fluid and rapidly changing. One rouge player and your best laid plans are in the toilet (and that happens in almost every game does it not?)
I did this and had a great time, I think the coaches were pretty much done by year 4 or so, the players stopped asking advise and took the reigns, took of the training wheels, it was fun to watch. Has any such game been done here?
I understand your reasons of course, it's easier to show him the ropes in a smaller game, it's quicker, etc. But he is simply going to get the wrong impression of the game and learn to play it all wrong. Similar to the FTF event I went to, I am out of practice having played ONLY on the web for the past 30 years. I got KILLED because the differences were so vast! But these vast differences between face to face and online are FAR less than 1v1 compared to a standard online games, the new player is in all honesty learning so very very little and more than likely learning wrong when compared to a standard game (not saying you are teaching him wrong, only that how he will need to play is so vastly different, it will be wrong playing what he had been taught)
...so why bother?
A newbie game with coaches is a great idea (and THAT I would agree to help with), barring that, simply get the player into a standard game and coach him just the same! I am absolutely not picking on Mfarb or his buddy, I wish them both well! My beef is with the notion that 1v1 is good for teaching ANYTHING worth learning.