Jeff, that is a personal decision you have to make for yourself. Too much money and effort involved so you really have to love it. I certainly would not get a VPI unless you can get it without a tonearm. Get a tonearm with a good gimbal bearing. Uni pivot arms have too many degrees of freedom and can not hold a cartridge steady. If you look at the systems reviewers use they avoid uni pivot arm with perhaps the exception of the Graham. The very best arms have proper bearings.
Should I buy a VPI SCOUTMASTER. I OWN 25 RECORDS.
Should I pursue analog? Invest maybe 3 or 4 grand in a table and start buying records? Some stuff sounds really good on Vinyl but it's an expensive endeavor and NEW records aren't cheap. Plus thos pops and noise and a lot of setup required. Love the vintage aspect of it. Some records sound truly amazing on a really good table and cartridge. Take the plunge? Or buy a better DAC and dont look back!!! Lol.