Coltrane, Coltrane, Coltrane!
Blue Train is on your list? Excellent...........Blue Train is a highly accessible album that has Coltrane strut his stuff without going grazy......My Favorite Things is just fun to listen to - it never gets old, with the improvisation being brilliant and the happy soprano sound Trane has making the album a very light, enjoyable album.
I think Giant Steps is his best "early" period work though - he's matured for sure, and the compositions are complex but very easy to listen to.
However, if u want the ultimate first Trane album - go for A Love Supreme. This album has rythymic complexity that few other releases can claim to have.....and so much is implied in the spaces when Trane isn't playing......awesome drumming, bass playing, and Piano work by the rest of the quartet, too........
So, get A Love Supreme.
If you like it, venture into the virtual sequel of that album, Meditations. Meditations differs substantially from anything else that has been recommended on this list, since it is so firey. One of the things that makes Kind Of Blue such an addictive listen is the sort of intense coolness the album has. John Coltrane's later releases were substantially different. Meditations, and his other works, are more explosions of sound......
If you dig that fire and passion - everything on the table and people asking, "Is THIS jazz!?!?! sounds like noise!" ..........then, well, try and get your hands on the John Coltrane Impulse! box set. That's what I'm saving for.
If you don't like Meditations, but still dig Coltrane's sound, try and acquire his early Atlantic releases, like Ole! Coltrane....or go for it all with the Heavyweight Champion: The Complete Atlantic Recordings of John Coltrane.
As for other musicians, try:
The Blues And The Abstract Truth - Oliver Nelson
Maiden Voyage - Herbie Hancock
Moanin' - Art Blakely
The last one isn't very musically complex, but is a joy to listen to and is very well-executed. Tight band performing fun compositions......you can hear the happy.
Now, you specifically asked for Miles Davis, so all I'll say is:
- Sketches Of Spain
- Porgy And Bess
- Tribute To Jack Johnson
- Milestones
- Workin'/Steamin'/Cookin' with the Miles Davis Quartet