Forgive me if I am not completely the guy you’re looking for. I did play saxophone between my 7th and 13th year. They said I had some natural talent but I was/am lazy and did not practice enough. I do have some music theoretical knowledge but nothing advanced and its been a while. I surely can’t hear what key something is. I do hear if a guy isn’t very skilled in improvising and trying to stick to blues scales and stuff (that’s what I did too). Some solos in well known pop songs tend to irritate me for that reason. I remember a video of Oscar Peterson duelling with Keith Emerson and Keith is clearly showing he could play from charts but couldn’t improvise at all.
When I started listening to jazz, technique and skill was all that mattered to me. Now here comes the cliche: now I don’t care for it anymore. Now it’s mostly about feeling, emotional depth and originality. Bird, Newk, Stitt and Tatum: those guys could still make me crazy (in a good way) with their supernatural skills. But those skills aren’t a necessity for me to enjoy. I don’t analyze music technically or something like that. It’s just a click I’ll have that is not really to be put down in words. I have it with Billy Harper and Mal Waldron. It’s like feeling every sentence they want to tell. And I still have it mostly with Coltrane who of course also is a very skilled player.