I have the original pressing of Brothers in arms, the cd version (digitized) and the 180 gram two disc version (analog).
If you want to test the sound quality of any stereo equipment, I recommend using the track brothers in arms from that album/cd.
it is revealing.
I have a pretty darn good system including digital and I can listen to the digital system all day. but, my analog system will still sound better than the digital system.
When I really want to sit and listen and I'm not lazy, I listen to the analog system.
My CD transport is quite good, thank you, paired to my Audio Research DAC 9 and I'm there. I also have an Aurender ACS10 that does bit perfect ripping and it into the DAC 9 makes wonderful music.
but, I have found that a really good analog system still beats a really good digital system.
An analog recording (well made) vs a Digital recording, the digital sound for want of a better word, compressed.
An analog rig playing a digital recording vs the digital rig playing a cd of the same digital recording and its hard to hear much difference, if the recording is done well.
I'm not an analog fanboy and could listen to my digital system all day. But, I have often had people over where we played music on the analog system and the same music on the digital system and although they liked the digital system's sound, they preferred the analog.
but, analog depends on quite a few more factors.
turntable rig, tonearm, cartridge, cabling from turntable to phone stage, phono stage.
digital rig is more simple. CD player/transport, cable from CD/player to pre-amp, or from Transport to DAC, DAC. Best is CD transport to DAC vs CD player.
enjoy