I suppose the analogue recordings sound like they do because of the equipment they were recorded on; mixing desks the size of a garden shed, valve powered amps etc to end up on magnetic tape. Then to be released on vinyl and cassette tapes which us older folk grew up listening to and maybe for nostalgic reasons prefer?
Digital is a totally different scenario, needs only a laptop and half decent software. I remember buying early CDs of 70’s albums and thinking how much tape hiss they had. They were subsequently ‘digitally remaster’, but sounder very dull as the top end was reduced to ‘remove’ the hiss
It’s ironic that people are spending fortunes on software to make their digital recording sound like the old analogue ones!
Slice up two tates for 're-issue' and boil one in oil and the other in water, the outcome you preferr is down to taste?. Maybe best consumed raw?