Frail and Bedazzled

@three_easy  I used to feel that way in comparing, but recently got a game changer of a DAC.  Since then the digital realm sounds nearly as good as analog.  I often forget that I'm listening to digital when I'm using it.  But, yes, I can hear the superiority of vinyl in my system as well, just not as much as I used to.

Digital is more accurate. Vinyl is prone to distortions that we actually like. There is always a small amount of feedback that occurs with a turntable unless you have it in another room. The feed back is delayed slightly which creates a slight echo given a sense of space which is pleasing. This is just one example. Analog is also prone to more harmonic distortion some forms of which are pleasing. 
It is all about what you like to listen to. Accuracy is meaningless in the end. Whether I prefer the vinyl or digital copy of an album depends more on the mastering than anything. To say one always sounds better than the other is rather short sighted. Remember 90% or better of modern recordings are digital. Once you are in numbers it is much harder to corrupt the music but with analog every single step adds distortion. It is why we love Direct to Disc recordings so much. Four or five steps are eliminated. If you are disappointed with digital get a Vacuum Tube DAC such as the Audio Research DAC 9. It will make digital files sound more analog.

I'm in a similar circumstance in which my vinyl rig is way more invested in than my digital rig and the sound reflects that. 

@mijostyn  

If you are disappointed with digital get a Vacuum Tube DAC such as the Audio Research DAC 9. It will make digital files sound more analog.

I did exactly that and have been using a Lampi Atlantic TRP for the past year.  It has made my digital much more engaging for sure.

I still enjoy my digital gear and have it playing throughout the day on Tidal and Quobz. I am sure once the new wears off a bit it may not seem like there is a distinct gap between the vinyl set-up and the digital. In the end, its like two good flavors of ice cream.