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Yeah, sure, fans of the elite moneyed teams get to celebrate much more often than they average team, but they will never have the experience enjoyed by fans of a St. Louis or San Francisco or Florida (now Miami) when they reach and win the World Series. If Seattle should ever reach the pinnacle, we would be able to enjoy and appreciate what it took to get there in a way Yankee fans never will.
The key for baseball is to make that doable enough that one of the middling teams wins it several times a decade, and the have-nots never have to resign themselves to a perennial existence without the postseason, where some miracle may let them win it all. The day the rich are able to financially coerce the hoarding of the best draftees for themselves is the day baseball dies for the lesser teams. Sometimes it seems like it's going that way, but it's not there yet.
It's interesting but the advent of more and more RSN type mega-teams in my opinion, while widening the pool of haves, may take things right where they should not go. The more haves to overcome, the less chance the have nots have of ever making it to a World Series, much less winning one. It's like the squeezing of the middle class in the current economic climate. If the middle class loses hope, the consequences for society are dire. So it is in baseball.