Some thoughts in the spirit of the thread. Where is our OP, btw?
We all have favorites. They are favorites for a variety of reasons; mostly subjective and not objective The playing style of a favorite resonates with our own aesthetic sense and it is important to remember that this preference often says just as much (maybe more) about oneself than it does about the artist; and, is not some indication that our favorite is the “best” based on any objective set of standards. Of course, the tricky part is that there are, in fact, some basic standards of excellence that have to be met to even consider an artist for being ONE of the best.
I have always disliked “best” designations. Jazz, probably more so than any other genre puts a premium on individuality and, as such, makes the notion of who was “the best” kind of pointless. I think that it can be safely said that if one must indulge in “best” designations that one unavoidable consideration is the question of whether the artist was one of the handful that truly changed the direction of the music in a significant way and made more than relatively minor contributions along the path of its evolution. I think we all know who those have been: Pops, Duke, Prez, Bird, Miles, Trane and a handful of others. So, what to do if one loves bebop, but doesn’t like hard bop and beyond; or, swing and what came before (as much?). Can the “best” bebopper be the best jazz player? I don’t think so.
Sonny Stitt was a fantastic bebopper; certainly one of the very best. Was he THE best? If so, what then does one do with Charlie Parker’s legacy? Parker was a genius bebopper and a game changer. Unless we are going to rewrite all that has been written about the history (evolution) of this music there is little question about this.
We may, but Jazz doesn’t like boxes.