I want to give a shout-out to jazz trumpeter Freddie Hubbard on his date of birth. He may not have been an iconoclast himself but there he was on some of the most ground-breaking and important jazz records made in the '50s and '60s, such as Ornette Coleman's Free Jazz and John Coltrane's Ascension.
You want more classics? How about this list of awesome LPs: Eric Dolphy Outward Bound, Max Roach Drums Unlimited, Wayne Shorter Speak No Evil, Oliver Nelson The Blues And The Abstract Truth, Art Blakey Ugetsu, Herbie Hancock Maiden Voyage, Tina Brooks True Blue, Sonny Rollins East Broadway Run Down, Ilhan Mimaroglu Sing Me A Song Of Songmy, along with his own classic run on Blue Note, Impulse! and Atlantic.
He headed over to CTI in the '70s and cut the groovy Red Clay, a staple of funk-jazz heads everywhere. After that he got a little boring, appearing with Billy Joel and the like. But you can't deny the ubiquitous presence of his horn in the world of jazz. His Blue Note recordings of the early '60s are a hard bop fan's dream.
From Open Sesame, Blue Note, 1960:
From Ready For Freddie, Blue Note, 1961, with the Coltrane rhythm section:
From Breaking Point, Blue Note, 1964:
His best work for CTI is right here, Red Clay:
And a personal favorite album of mine, his bizarre collaboration with Ilhan Mimaroğlu, Sing Me A Song Of Songmy, Atlantic, 1971: