You’re welcome.
I can’t speak about trumpet from a technical point of view but there are others on the forum who probably can.
The recordings of M. Davis 2nd Great Quintet are among my favorites in Jazz. For my taste, they embody an ideal balance of consonance/dissonance and structure/freedom. Wayne Shorter is one of my very favorite Jazz composers and tenor players. H. Hancock is one of my favorite Jazz piano players (when he plays acoustic piano -- I don’t care for synths). Miles was a master of saying a lot with just a few notes. I tend to really enjoy such players -- in any genre. I love his dark, smoldering tone and emotional intensity.
I also very much enjoy the earlier incarnation of the Quintet with George Coleman on tenor. The live My Funny Valentine is a great example.
I haven’t heard much Chet Baker and it was a long time ago. I didn’t find it particularly compelling at the time but stylistically, the music was less appealing to me than what I generally prefer. I should try to listen to more of his stuff.
If forced to choose just one, I’d pick Woody Shaw as my favorite trumpet player.