What is the reason for this? (Digital vs Vinyl Question)


I recently bought new speakers - GoldenEar Triton One.R towers - to pair with my Naim Uniti Star. My set-up for digital is the Naim with Ethernet, Qobuz & Tidal HiRes organized and played through Roon. With all of my other systems until now I preferred the sound of vinyl over digital. I have a Rega Planar 3 tt with Rega Fono preamp. I spin the highest quality records you can get - Mofi 1 Step, Analogue Productions, Classic Records, etc. etc. I've been listening for days trying to convince myself otherwise because of the $$ I've spent on records but the digital chain just sounds better to my ears. The question is: Is this because my new speakers are revealing the disparity between digital and analog better than lesser speakers I've used in the past (Monitor Silver, PSB Platinum, etc.) or is it because some speakers just match better with digital vs vinyl or is it because with the Naim streamer / DAC I've just put together a better digital front end and need to upgrade my tt and / or phono preamp?  
jdm11
"Mofi 1 Step, Analogue Productions, Classic Records, etc"

With all due respect to everyone who's weighed in on this so far, much of which I agree with, the problem is the records. These so called "Audiophile" records lack the very quality that makes analog so satisfying - TRANSPARENCY! I write about this a lot if you're interested:

https://www.thebrokenrecord.net\

The records you play make a GINORMOUS difference in the experience you have with analog. Try buying one record from Better Records, just one, and see if your current analog front end doesn't start to impress you. If it doesn't you can return the record (30 day money back guarantee) and forget you ever read this.

But if that record does turn out to pique your interest in the potential for vinyl again, then use THAT RECORD to decide what upgrades to make if and when you decide to upgrade your analog front end, or your electronics, or wires, or just about anything but the digital stuff.

This is the way forward in analog. START WITH THE RECORDS!
Your digital can be dramatically improved , theNaim is pretty decent but much better out there similar monies like Briscari M3 with streamer, Aqua ,
total dac , for example ,  to clear up digital  further your network switch 
uptone audio Ether Regen  a very good product , and upgrade your digital cable 
great value Wireworld star light start right at the streamer biggest difference 
then modem to router , you can buy a 10m fthey also sell , all make a audible 
improvement , one more thing I just did  mini ultra Still points $400, retail $500 
truly do bring added resolution , everything cost money .
how about dedicated music server, not a standard computer .
I am In Process of buying the Excellent Melco N10, 
"you did not mention the cartridge but if it is a rega you can switch to a dynavector 10x or 20 x and move to a whole new realm of sound on your table"

Yes. I switched from a factory installed Exact to a Dynavector 20X2 years ago. The difference was not subtle; major upgrade.
Thanks so much for all the input I really do appreciate everyone's time and willingness to pass along some knowledge.

I'm happy with the digital setup but will hold on to Audioman's suggestions for future consideration (though I might check out the Wireworld Starlight right away for the current digital setup. I use Wireworld cables and interconnects and really like them). 
 
Based on the input and some research I think my plan will be to upgrade the phono cartridge and phono pre on the current vinyl setup. I'm not ready to start shopping new, more expensive tts anytime soon. And a lot of the posts mention the big escalation in costs to have a top notch analog front end I just don't have the finances for that. I'm glad to have enjoyable digital sound, but like cat says I am a little disappointed the digital has surpassed the vinyl given the investment in lps. I'm not looking for the end-all in analog sound just to enjoy the sound of vinyl on my system as much as I am enjoying the sound of digital (like verdantaudio says about his setup - different but equally enjoyable).

Really good feedback from everyone thanks again everybody. 
Welcome to the 21st century. You have actually admitted to what most people already know but still do not quite want to admit. Vinyl is good. Was good. But it is primitive, limited in bandwidth and limited in dynamics. Regardless of the recent sales figures, it is a dinosaur and it is only a matter of time before it goes the same way as film cameras. 
I still like listening to vinyl but recently i discovered that i like actually "looking at it" more than the listening part.