some of that Gil Evans stuff is so horrible.. like Sketches of Spain..good lord..probably my least favorite stuff...hard to consider it jazz..
my favorite Miles is probably about 1958... the great sextet with both Cannonball and Coltrane...before, during and immediately after Kind of Blue.....also that record that was credited to Cannonball but is really more a Miles effort imho "Somethin' Else"...
of course there is a ton of great Miles.. I also like the 1964 My Funny Valentine concert (with George Coleman who is underrated [he's also on Herbie's Maiden Voyage which is fabulous and very modal Miles sounding])