Equal $$ for Phono OR Streaming?


Consider the following situation. A friend who's watched me put together my system has decided to follow suit. He's inherited some very good speakers and amplification (no DAC) from a relative and has about wants to finish out the main elements of the system with the best possible source. He has about $4-6k to spend and wishes to spend it on either a phono stage/TT combo OR a DAC/streamer combo. (For content, he is willing to spend either on vinyl or streaming services to fulfill whichever path he chooses above.)

Focusing simply on the potential for sonic quality (rather than, say, the variety of music one can stream), where do you think his money would best be spent and why? Could he reach the same outcomes after spending on a TT, cartridge, phono stage, record cleaner, isolation table and all the other accoutrements necessary for a good phono set up as he could if he bought a good DAC, streamer, etc.?

If your tastes weigh so heavily toward analog or digital that you can simply decide this without considering the details of the comparison, please try to set those aside and answer based on what he might be able to get for $4-6k.

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I'd add, if it hasn't been added already, that listening habits have a big impact on what will be a satisfying listening experience for a given individual.

You cannot approach analog sound with streaming if you play music at a volume and with a level of attention that I would characterize as "true audiophile." But if you want to play music at lower volumes while you're involved in other, perhaps more engaging (for your friend) activities, then I'd say spend a few hundred on a decent DAC and use the rest on something more important.

IOW - analog is really for people who are pretty serious about the hobby. If you're friend is serious that's absolutely the way to go. If he decides ultimately he's not all that serious then he's probably more mentally healthy than the rest of us and might find that the money is better spent on something that brings him more joy.
I’ve been an audiophile since about 1972, with a Dual 1215S/Shure M91E/Sansui 2000x/Advents and went up the chain to Audio Research, C-J, Dahlquists, etc. Vinyl all the way, until the last 15 months or so. Aurender N100H+ Schiit Yggdrasil GS for about $4300 new blows away my vinyl, sorry. And, I am easily able to discover new music and remasters of the music I know. I am working my way through the marvelous Betty Boards recordings of the Grateful Dead on high res Tidal, no way I could do that with vinyl. Starting with the Bluesound Node is not a bad idea, especially as the controlling software is so bulletproof 
Lol, you can be both a collector (of lp’s) and enjoy! Analog is well worth the effort and expense.
However, digital also must be done right, it is just much easier. Streamer should be first rate, you won't find serious dac for a few hundred dollars, cables are also important, as are power cords. 

I’m a vinyl guy, and I happen to think the very highest levels of check-the-box / by-the-book sound quality, plus enchantment, plus wow factor, are monopolized by vinyl.  But I enjoy digital 20% of the time and I’ve spent time and money going through several DACs.  With that backdrop, if I were your friend, I would buy a PS Audio Directstream, or a HoloAudio May, and assign himself the vinyl path as the step after that.  I just think it’s very hard to beat those DACs with vinyl for under $10-15k.  Cart + tonearm + table + phonostage + LPs is expensive all at once, and better approached iteratively.  And, that’s part of the charm of the analog hobby.  In contrast, you can jump straight to excellent sound with a DAC.  Once his vinyl side betters his digital (and that may take some trial and error, and it may be a few cartridges down the road), he’ll know he’s successfully gotten to the next ladder rung.  I’m jealous of him, in the same way I’m jealous that my wife hasn’t started The Wire yet.