All new gear for me too! I use my gear a lot and it is in various stages of delapitation. I am too practical and cheap to buy new gear until the old stuff totaly wears out. I certainly would replace gear more often. I think top of my list would be custom made gear that actually fits me - backpack, shoes and tent in particular. I kind of like the "sherpa" idea too! I do long trips and would love to be able to pay for commercial packer resupplies. Unlimited $$ would also mean that I wound not have to budget gas for trips thus expanding my radius of distance I consider when deciding where to go. And the ability to stay in a nice motel night before trip instead of campground would be nice too.