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I find with the better stuff the fit is better, the materials are better so they wick sweat better, and they last longer. The Rapha ProTeam lightweight stuff, for example, is definitely more comfortable for me than other lower spec jerseys. Then again, I sweat like the proverbial horse, so it's possibly more of an issue for me than most.
Fair enough regarding breathable waterproof stuff I suppose. But for normal nice weather kit, I honestly have never understood what actual difference it makes. I mean sure, don't go for the cheapest option, you usually notice the materials being more crap. But above a certain price point... I don't know, I've tried it, and to me an s/l jersey is an s/l jersey. I would definitely consider spending more for a really cool design, but more often than not, the expensive stuff is exceedingly boring as well!