The Miles Davis cross-section is almost perfect. I would add Cannonball Aderly's Somethin' Else (tip o' the hat to thrice for that one -- it has remained a favorite), some representation of the Relaxin'/Steamin'/Workin'/Cookin' sessions -- perhaps the Legendary Prestige Quintet Sessions? -- and something representing the 65-68 Quintet output (personally, I'd do the boxset, but there might be a better single album).
Chick Corea is sinfully underrepresented -- one disk? Fusion needs reprazentin'.
Also, shouldn't Keith Jarrett be represented with both a solo piano disk and a trio disk?
I guess my summation is that -- as stated in the intro -- this list is obviously stilted towards jazz's early years.
And there is such a thing as vocal jazz, I just don't think Frank Sinatra should represent that.