Admitting my error…

Why take a step backwards in both sound quality and convenience?  It’s really as simple as that, stay with streaming.

If I had to start over I would go all digital and streaming.  The odd CD can be transferred to online storage (or a hard drive if you must).
If you really want to go vinyl, why not get something reasonable like a Rega P-8 or a Technics SL1200 GR.  You can have enormous fun with these, change out cartridges, fiddle with actual media, read the covers and inserts, compete with hipsters chasing down rare records, and show off to friends. Anything more expensive will have a limited return on investment in terms of sound quality.  Sort of like buying a Rolex (a cheap Timex keeps better time).
Of course, if you're loaded go where your heart leads you, but remember those expensive vinyl rigs are tedious and can be frustrating – the fastest way to audio nervosa!

I initially got into records because they quite frankly sound better than digital when you are listening to all analog record (no digital steps), mastered by a top shelf engineer, and pressed by an audiophile label (Analog Productions, Blue Note etc.). I got to say, the more I have gotten better (and more analog sounding) DACs, the smaller the gap in sound quality has gotten. It has gotten to the point, I’m now very reluctant to pay premium prices for out of print records (something I used to do without much thought).

Getting well pressed reissues is expensive business, and used records are a crapshoot. Before delving into vinyl solely for the sound quality, I would suggest thinking about getting a DAC that has the timbre and resolution that aligns more with your taste. To get a vinyl rig that matches sound quality of your Dave, you probably looking at spending $15-20K; it might make more sense to put that money towards getting a higher end DAC. Finally, if you mostly listen to music recorded from the early 80s onwards, I wouldn’t bother with vinyl because you are simply listening to a digital file pressed on plastic; my rule of thumb is, if it’s recorded digitally then listen to it digitally.

Just about all new vinyl pressings now have a digital stage. 
Most cutting lathes for the master for the vinyl pressings are digitally driven. 
 

so there is no reason to get into vinyl if you are going to buy new pressings. 
 

the only reason for vinyl now is if you have or intend to buy original old pre-digital vinyl pressings. 
 

Buy a collection just so you can have a collection?

I am sorry, but this sounds like a rich man's problem. Given the what strikes me as the extravagant amount that you are spending on your gear, I’m guessing I’m not far off. 
 

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