I think it plateaus at a certain point. You don't need the largest community, you just need critical mass so you don't have to build everything yourself. In fact, at some point being the biggest ends up diluting the talent pool because of the number of people getting into it for the money, and this is becoming a much bigger problem as the traditional job economy dries up and the demand for programmers increases.
As to being "significantly better", I think Haskell has that in spades. In fact the things that make Haskell better are probably difficult to appreciate by a lot of younger programmers who are using relatively new languages and frameworks like Node and Rails. When you start seeing the effects of code rot and programmer turnover on a codebase over time, the types of static checks that are a couple orders more powerful and simultaneously less verbose and restrictive than what most people think of when they hear "static language" (ie. Java), then Haskell really starts to shine.
Personally I think companies that invest in Haskell are going to start seeing major dividends in terms of productivity and agility over the lifetime of the company.