I was in your position and I took the plunge. I bought a VPI Classic 1 and a Herron VTPH-2 phono stage the cartridge is a Benz Wood SL. I am extremely satisfied with the set-up. My CD player is a highly modded Sony SCD-1 and it can not compare to my analog set-up. I hardly ever turn it on anymore. I buy mostly new vinyl and have good luck doing so. I do pick up some used records from time to time and have had good experience with that as well.Would I ever go to an all analog setup NO. But the reality is digital just isn't there when compared to vinyl. For reference my Sony compared very well (side by side) to the AR cd reference 7 on cd only of course on SACD it bettered it. I say take the plunge.
Chuck
Chuck