First, we will wait until all the moves are confirmed (level up, TMs, HMs, egg moves etc).
Then what I will probably do is set up a new user to ask those questions and ask a handful per day.
As with Black & White, we will begin with more popular Pokemon like the starters and those with good stats. There will probably be some kind of poll question for people to suggest which ones to do first.
I also think we might add some more stringent rules such as having to include EVs and natures.