This has already been largely addressed by others, but just to be clear about this—nothing we do relating to pokemon Policy is in the direct interest of fun. Nothing. Arriving at a "more fun" metagame will always require some roundabout, completely subjective route. It's not even in Doug's Characteristics of a more desirable metagame, a thread I know you posted in with the same thoughts but one where I specifically addressed the notion of fun with respect to competition:
The infamous words of Herm Edwards have never been more applicable: "You play to win the game". It's going to be hard to argue against this and appeal to "fun", in my opinion....Everything that is remotely competitive can be perceived as "too serious or cutthroat".
I'll leave this alone. We both have our own understanding on what influence fun/opinions have in affecting people's conception of what is/isn't Uber.
This line of thinking has been cut many times before—finalizing tiers for Gen IV will always be relevant. A decent Gen V simulator will likely not be completed for another good 18 months from now, assuming only nontrivial mechanics changes (which is a bad assumption actually), meaning people will be playing Gen IV for a long time after the Council reaches its decision on Salamence. Regardless, it's not going to take three months to decide on its tiering, lol...where did you pull that figure out of? I am on record stating that one of the main purposes of the council is expediting and streamlining the Suspect Test Process—the first iteration of the Council would be a monumental failure in that respect if it took four full months to decide on one pokemon.
Of course finalizing Gen IV tiers is relevant, for gamer history-- but as for the general population of competitive players, Gen V will markedly close the book on playing Gen IV. For myself, being just one of those general players, this is definitely the case. I will certainly not be alone amongst players who choose to completely ignore Gen IV's meta once Gen V is released.
Where did you draw the figure 18 months for a Gen V simulator? Even if we don't know battle mechanics, we DO know that there is full compatibility between Gen III/IV pokemon and Gen V (as pokemon will be transferrable). This puts a decidedly limiting factor in terms of altered mechanics.
Keeping that in mind, Shoddy is terrifically flexible software for simulating 1 v. 1 battle for Gen IV. Over the years of Gen IV, players have been repeatedly astounded at the speed at which the new game mechanics have been incorporated to the simulator. Alternate forms, movepool changes, all of these incorporated to the simulator within a week or two of the release of the given game. Not to mention all the experience Doug and others have been accruing through the CAP project.
No, even if there are a hundred new pokemon, new moves and items, I think it's safe to assume that a working Gen V simulator could be built from shoddy within a month or two after B&W's release. There will be tremendous demand and pressure for this to happen too, so there will be a lot of people who step up to help Doug with the process (and yeah, I do feel bad kind of making the assumption that he will be the man to take up the reigns of the project-- sorry Doug, thanks for all your work . . .).
edit: On a personal note, either way, I pretty much will not be playing Gen IV shoddy when Gen V comes out. I am definitely picking up a copy and wifi battling exclusively (once I manage to finish IV breeding/catching) until the simulator is up. I speak just for myself, but my Japanese is near-fluent, and in August, I actually move to Japan to work for the next few years . . . so yeah . . . Sayonara lol
Again I say this because I highly doubt I will be the only one to face Gen V in this manner-- there will be a number of players who do the same, whether they face the language barrier or not.