honestly, I agree with the "just because its expensive doesn't make it better"
personally I do think you need at least audition a flagship/statement product, but that doesn't mean you need to own a flagship/statement product, for example the GS-1000 is a nice listen, however I ended up finally buying SR-225's,at roughly 1/5th the price, and imho they have 99% of the same listening enjoyment
this has basically been my consideration in terms of headphone/audio purchases for a while, yes, the top end stuff usually sounds amazing, but theres usually something much cheaper that sounds equal/better, because usually when you get to statement products part of the price is for whatever new exotic thing they've done, and for the limited production #'s
look at the W5000 (won't deny its an amazing 'phone), those ear cups aren't cheap on their own, its also not a product sold for the mass market, so low numbers = higher price, and then of course the business statement that making something more expensive/harder to get == people want it more (which has been proven, forget what the concept is called, but its the basic principle behind why, to most people, a ferrari is so alluring even when a caterham is faster and more "fun" to go speeding around in)