I don’t like Kind of Blue either, I’m sick to death of it. It’s overplayed and over-rated, by my way of thinking. It seems like some Hifi nuts think it is the very definition of jazz! Some of the tunes are relatively easy to understand and play (badly) because of the relatively simple modal chord structures, which was I suppose one of the “innovations” of the album. When I was a kid I learned to play the trumpet solo (very badly) to a couple of the tunes of that album on my guitar. To borrow the title to one of the songs, “So What.” So maybe we are about on the same page with that one. And as I learned more about the character flaws of Miles Davis I liked him less and less overall, and it’s hard for those particular character flaws not to influence my perception of the music, so my opinion is probably pretty tainted.
If you can ignore the modest to minimal (by my taste) degradation in sound quality, on youtube you can find lots of recordings for free, as I’m sure you know. So here is Tupelo Honey, as provided by the record label:
I find this particular song pretty amazing. I had to pay close attention and give a few listens to start to get the different layers of meaning though, and of course, there is ambiguity that is open to interpretation.
There is a jazz thread on this board, it’s got a sticky (because I asked for it!), it might be worth flipping through the songs to see what is to your taste, what hooks you in. The styles range pretty widely and there are a lot of pretty sharp folks here with varied and interesting tastes:
Thread 'Jazz ♫ Music only | In the now, or recently, or that you love...'
https://audiosciencereview.com/forum/index.php?threads/jazz-♫-music-only-in-the-now-or-recently-or-that-you-love.90/