My digital journey (which started with CDs ~1984) was troubled. The sound was convenient as hell, but sounded terrible when played above moderate volume on good audio gear. Digital sound refused to "scale" -- it refused to get better with better downstream gear.
That all changed with my first non-delta/sigma DAC ~6 years ago. It was the non-oversampling Audio GD NOS-19. That led me to Audio GD’s big seller, the R2R, oversampling DAC-19. These 2 were my "gateway DACs" to digital sound that no longer annoyed me, fatigued my ears, and made music sound amusical.
I’ve moved on to better DACs since then. Currently I have 3 good NOS DACs: the MHDT Labs Orchid; the Metrum Onyx; and the Audio GD R2R-11 MK2. Each has its pluses and minuses; they do not sound especially alike. But all three share a freedom from digititis.
So my 2 cents is simple: get yourself a well-reviewed R2R or NOS DAC and see what you think.