The guys at Fear the Boot boot together a nice questionnaire that groups should fill out so that they have some idea of why the characters are working together and what they are trying to achieve, with the idea being that players work out a lot problems before adventuring begins, such as what the long term goals are, is there party conflict, are we good guys or bad guys, how do we know each other etc. Since I am very much a fan of troupe style roleplaying (I played a lots of Ars Magic and Vampire), I decided that instead of me dictating the rules of my old school game, I should come up with a questionnaire for prospective players. So here's my first attempt at some questions.
On a scale of 1 to 5, how complex would you like the game to be? (A 1 would be simpler than any published rules, a 5 would be more complex that 1e.)
If we were going to play an "official" D&D game, which version of the rules would you want to use? (OD&D, Holmes Basic, AD&D, Moldvay B/X, 2E, Rules Cyclopedia)
Is there a particular retro-clone that you would prefer to use? (Swords and Wizardry, Labyrinth Lord, LOTFP, etc..)
On a scale of 1 to 5, how quickly would you like the characters to advance in levels? (1 being almost never advancing, 5 being ever couple of game sessions).
Should the characters start at level 0 or at level 1?
How much magic would you like in the game? (1 almost none, magic items and casters are extremely rare, 5 almost everyone uses magic of some sort, its part of everyday life.)
Are the PCs allowed to do evil nasty things, or are they essential "good guys"?
Should the focus of the adventure be in the dungeon, the wilderness, the town, or a mix?
Are you interested in trying some experimental rules, or you would you prefer to "play by the book"?