How much do you need to spend to get digital to rival analog?

Depending on Budget. The Excellent Lampizator vacuum tube dac 
which received a 5 star rating in Enjoy the music .com 
is their latest entry level dac that is $2750: and by far the most natural sounding dac under $5k. If your budget can go higher their next step is around $6-7 k. The key is very good USB cable 
they distribute a small little known brand a Final a Touch Audio
Callisto usb cables by far the best cable I have heard and nothing under $1500 can beat it for its natural presentation especially after 
150 hr runin , it was so good I bought the cable ,their interconnects are just as good . Check out the Lampizator Amber3
dac .they even have a money back guarantee, and the USB  cable 
at around $800 a must if you want to hear proper digital thst sounds like good analog.

You have not heard a proper setup then , You didnot state how much $$ spent on complete turntable setup ,that is key
for under $4k the new Vacuum tube Lampizator vacuum tube 
Amber 3 dac, and a Must their Callisto USB cable try that ,
look at the reviews. 

The average high end Vinyl rig 
with cartridge and power supply is at least $5-6k. That being said 
a Lampizator has a Tube rollers dac for $7k  , then buy the critical 
Final touch audio - Callisto USB 
cable  and it will not only give a Vinyl a challenge but beat it in many areas even 2x that. I have listened to many record rigs side by side , band width is very limited to 12 bits , where digital can go 
to well over 20. Plus you can keep your labor of cleaning,demagnatizing, pops and clicks, cartridge maintainence, a wall just to store them . Where with 
well done Digital ,your whole library at the touch of a button through a tablet. I owned a Audio store in the U.K.  What’s next a stack of 45 records stacked on a spindle like In the days of old ?
why not buy a juke box too ? As I suggested check out a Very good Vacuum tube Lamoizator dac 
and get a good power cord and a Essential top quality ASB cable 
such as the Final touch Callisto 
the best cable outthere under $1500, for $800 is a steal,
Digital owners ,just check it out.

I totally disagree ,if you listened to the Zlatest Lampizator Vacuum tube dacs 
with top quality USB cable which is essential to bring the realism out
I highly recommend the Final touch Audio- Callisto usb, and their great interconnects.  Records lack in many areas for example a record at best 12 bits
digital almost double Thst, dynamic range No contest, Bass also .
and in a proper setup the warmth of the tubes and  greater resolution ,
as well as not all the added headaches of cleaning records, storing a wall of vinyl.
i just get my tablet and play. A good turntable setup is well over $5 k 
the entry Lampizator with upgraded tubes ,power cord and usb is about $5k.
at $5k with full turntable setup and cartridge ,That is maybe average for a decent turntable setup , which I heard many , and I would never go back to a turntable
too much added labor and No sonic benefit IMO. Some reviewers are jaded for their hearing likes a duller warmer foundation , your cartridge can tune your turntable like a different Vacuum tube can flavor your system .
one person likes a more defined leading edge, where another prefers a silky smooth midrange ,that too is why we hav3 Vacuum tube Amps preamp ,
land solid Stste many times mixed Solid-state Amp,Vacuum tube preamp
you system cables ,power cords all have influence . That is  why you hear many 
good systems ,and vinyl had maybe 10% of music selection of high res DSD
or cd . And far more expensive ,and need a room just for storage. If you like Analog good ,I prefer good digital .go to a show where Lampizator or other Highend digital is playing for sure you will hear a major difference ,
I do agree that vinyl will sound better at the lower priced setups , but once you start approaching over $5-10 grand the gaps closes fast ,check out the $25k 
Lamoizator Pacific,or Golden gate World class  sounding music Period 🎶🎶👍

I have been at this for over 40 years and owned a Audiostore 
digital has come a long way , the recording has a lot to do with any 
playback , but apples to apples first using Vacuum tubes in digital is a big plus ,on a quality machine tubes distort with even harmonicsare more forgiving natural sounding to the ear ,that being said the Best Buy for the money and is excellent is the new 
Lampizator Amber 3 dac for under $3k none better ,                 enjoy the music.com gave it 5 stars across the board for music quality, instrumental is the cable .i have tried Every brand out there under $1500. Final touch audio Callisto is by far the best in bringing realism to the party. I sold my $6k PS audio dac for the Lampizator , I also bought the $500 Triode Digital power cord it made a very nice improvement all critical components ,and 
synergistic research New Orange fuse. They offer a money back 
trial on Everything including the dac .

As I stated before  key to getting digital right great digital design knowledge 
Lampizator, 2, vacuum tubes bring much more realism to the music ,
which too you can tune to your sonic taste. A top USB cable also is instrumental
i have compared  usb cables up to $1500 and the Final touch audio- Callisto 
is very natural and detailed and at $850 a bargain, and a good power cord.
even the new Lampizator Amber 3 entry lever around $3 k with cable
sound very good  and vinyl at the same price imo is not as good.