As Ruby grows, how many more desirable features will have to be hacked in with new syntax? How much more foresight does the present syntax lack? How many syntax rules can a programmer be expected to remember? Saying "there's more than one way to do it" doesn't fly here. You'd have to say instead, "you're going to have to learn how to do this a different way later, if you want to use the nice features."
The answer to this one is basically XML, or, to the initiated, S-expressions.
Thus, programs must be written for people to read, and only incidentally for machines to execute.
Until hand-written S-expressions or hand-written XML become something other than unshockingly unpopular for communication even between programmers, I'll continue to believe that syntax matters and that maybe making parsers smarter is a worthwhile goal in programming language research.