First and foremost, like the music (or whatever) on that record. For many records, there is one version/pressing etc. particularly true for newer releases.
A technically bad recording that engages you is more enjoyable than some UHQR record of music that you don't like. I don't have a single "audiophile" recording (Mofi, AP, Craft, etc.) as none of that music is for me. Dark Side bores me to tears; I heard it in the 80s, don't have it in my collection. So the first question is: What type of music do YOU like? Only then and if there are multiple versions available can you get into the quality game.
I recently noted that The Outcast Single compilation 1978-1985 form 2023 sounds dreadful compared to my OG LP/EPs from 1982. A rare instance of noting sound quality differences in records in my collection. In other cases, say The Cure "Faith" OG vs. audiophile 180g repress: no difference.
So again, first identify the music YOU like.