If possible find a good knowledgeable dealer to work with and who offers you an upgrade path. Looking back at my experiences I probably would have had better sound quicker and for less working with my current dealer.
Another thing is realize what you don't know, again looking back I was buying stuff used 15-20 years ago that I had no business owning. Esoteric gear, tubed gear dip your toes gently into that realm until you get some real experience under your belt.