My 2 cents on the timeskip, even though no one asked for it. :)
I agree that a timeskip would be convenient soon as more players end up 'going to sleep' at the end of night one, however I would strongly request we don't immediately jump to the boss battle/pre-boss planning. For one, if we're following a loose timeline of the show it took over a month to discover the boss room on floor one and I personally think a month is a bit too long of a skip. Secondly, I like the idea of this RP being more focused on actual every-day life in Aincrad rather than the progression through the game, as the show portrayed, and would certainly welcome more time to level up, develop characters, discover 'secrets' and the like. Would be fun if the GMs, or even other members of the RP, started a sort of 'quest board' that our characters could use as an excuse to team-up with each other (when they wouldn't otherwise meet).
Perhaps if we were looking for a way to get everyone together in 'the same room', as it were, there could be some other type of large event/rare group quest that would draw the players together. I also liked the idea of someone starting a guild that willing characters could join to provide more opportunities to act within our already-forming groups and the wider 20-something of us that are part of the RP.
The guild thing could start a ways down the line though, I'm in no rush (neither is Geist).
Jus' ma thoughts!