Worth pursuing analog sound from digital?

Here’s the thing I cant figure out. Listening to the same track (same mastering, spl, etc) on my digital or analog is extremely close to my ear. Yet I don’t ever listen as long to the digital stream. Maybe an hour max versus hours on vinyl. So is there something that my ears can’t detect that my brain can? Or does the digital interface itself tire me in a way that getting up from my chair doesn’t?

Pick up a MHDT Orchid R2R Dac for $1100 from LTA. It sounds great and is better than my previous PS Audio Direct Stream Dac which lists for $5k. It comes with 4 different digital inputs plus it has a tube stage. Buy a NOS WE2C51 or WE296A tube for less than $100 and you’ll have a great sounding system.

I convinced Grannyring to buy one and he absolutely loves it. 

@lowrider57, I use a pioneer pd-65 as transport sending data via coaxial to the nuwave and it does sound pretty good. The nuwave was much improved than my old dacmagic but maybe the R2R is the solution.

@draumatictenor, I think it's edginess of digital that causes fatigue which is what I'm trying to see if it can be eliminated. 

@jaferd
My Nuwave sounded pretty good as well. Large soundstage, good dynamics. But there was no mistaking that I was listening to digital.

Yes absolutely Lampizator new Amber3 dac has a lot of trickle down technologies from their top Pacific dac for under $3k a Steal 
it beats most dacs at 2 x the monies in many areas  and very very engaging and very natural sounding .