This has obviously morphed into something else but, to respond to the op's original question - yes, i have a digital set that sounds better than my analog. It should because more thought and investment has been made into digital. At retail, I have more than double the investment in digital than analog,
Innuos Zenith MK 3; Innuos Phoenix; Sonore Etheregen & all in 1 power supply; Sonore Optical Converter with Ferrum Hypsos power supply; T+A DAC 200; Shunyata Venom V14 power cables for optical converter and Etheregen; Using Less Loss power cable & filter on the DAC; Less Loss premium DAC interconnects.
Analog - VPI Classic tt with upgrade tonearm and transfiguration Axia cart; Parasound JC 3 phono pre; Audio Sensibility Statement interconnects.
Using Qobuz, in every release of any artist's albums or tracks the digital system will easily identify its signature sound. It's fun to play the different releases and pick my favorite.
On some original vinyl recordings it is possible to get superior sound and, in some cases, better sound that digital. For example, the Cisco Music vinyl version of Aja by Steele Dan sounds terrific. They can go for $400 or more but I shopped and found one for around $200. I've read that the UHQR 45 rpm version is exceptional also but have not heard it. The UHQRs are expensive also. Bottom line, in my experience, is that you need to spend more on vinyl quality to rival digital. However, I have not heard any of those super expensive analog rigs and don't know if they are more forgiving on lesser quality vinyl or not. Cheers!

