Most of the great newbie jazz albums were made in 1959.
Kind of Blue is fantastic, but also Coltrane's Giant Steps, and Brubeck's Time Out. Also Ornette Coleman's Shape of Jazz to Come though that one's not really my thing.
Thelonius monk is my favorite. It may take a moment to get your head around his dischordancies, but pretty fabulous stuff whether solo or in a band.
Nowadays I just listen to Phish. It has all the technical proficiency, much better sound, and endless flow of delightful ideas. Never before has a band been able to improvise fully as a group with that level of musicality, equality, and coherence.
I know they are an easy band to hate, with their gimmicks, stupid lyrics, rabid fans, and strange songs. Their current style is largely centered on pure improve after the song is over. It is very similar to Keith Jarrett in the Koln, Bremen, Lausanne period, but with four people improvising together, instead of just one (if Jarrett can be called just one!) Get a month free of LivePhish.com and listen to 2024 , 2025 live shows and see if you can dig it. (Do you see what I mean about rabid fans!? Sorry for my diatribe!)