It would probably a good idea to have some variety in terms of instruments. For example, one could make a case for including Louis Armstrong, Dizzy Gillespie, and Miles Davis, but all three play the trumpet, so it would be rather skewed.
Of the three I mentioned, Louis Armstrong is probably the face to go with.
To represent saxophone, John Coltrane is hard to argue with.
A pianist should be included -- either Oscar Peterson or Thelonious Monk. Somebody more knowledgable about jazz than I can make that decision.
And for the fourth, perhaps a vocalist or a drummer should be represented. Ella Fitzgerald, perhaps? I don't know enough about jazz drummers to nominate somebody.
But my personal favourites are Brubeck, Coltrane, Miles, and Peterson.
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