I listened to Jeff Joseph's Pulsar speakers back in 2012....hooked me on computer audio (Jeff had album rips at 352khz at 32bits). Some of the best sound at Axpona 2012. He was using a Mac. I saw another system using a Windows setup with JRiver - I was out done.
Since then I've gone digital - if I have analog recordings, I take them to digital (I have iZotope and other programs for this). I've even used Jriver to Convert redbox to DSD256 while preserving the original Redbox file. Personally I like the DSD256 file - for some reason it appears to be more "open".
I've had my share of analog devices - however I'm nowhere near $20k in equipment (my Turntable of choice is the classic Technics 1200MKII used to be a DJ back in the day....had a nice Rotel turntable too - that was on the music listening system).
I'll say this - I love the convenience of PC audio too. No need to look throiugh thousands of Redbox CD's or albums. As far as DAC's go the ES9038 chip is very nice, it replaced my old AK4495SEQ kit that I had prior.
To the OP....THAT'S SOME NICE GEAR!!!!! I'm not there yet, but currently - I have no desire to go further. I have the biggest soundstage that I've heard (with the exception of the Scanea loudspeakers). My room sounds very similar to the Tidal room of that same year (circa 2012 Jacksonville). My favorite rooms were Tidal (the speaker company), the Pulsars, the Whispers, and the Scaneas. I'm well satisfied with my PC audio.