Honestly, a contest should have been held with the grand prize being a night of old school D&D pencil and paper with your friends and this dude, also with scotch on ice and beers.
Ice in a fine 12yo single malt? Not going to happen. Ever.
And will he be GMing or playing? Both would be awesome, no doubt about it, but if he's gamemastering, I'd vastly prefer a setting in Tamriel, set at any time he chooses, and a more versatile system like GURPS or Savage Worlds.