Seeing as these gaming companies are sheer and utter fools, due to the line of classic RPGs becoming MMO (Final Fantasy, Dragon Quest and even Shin Megami Tensei), what is the likely hood of Game Freak making Pokemon an official MMO and how badly/ well do you think it will do?

Well, I don’t know much about business or marketing, or about the games you mention.  I do know that Pokémon is one of the big items for Nintendo’s portable consoles, and I also doubt that those consoles will be able to support an MMORPG any time soon.  So, assuming Nintendo want to go on selling consoles, I don’t think that will happen for the foreseeable future, no.

As for how it would do… well, you should probably ask a marketer or entrepreneur; such things are beyond me.  I imagine anything with “Pokémon” on the label would sell reasonably well.