musket
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In classical music, we have a nice little historical arch - medieval, Renaissance, Baroque, etc, and it can be useful for beginners to use it as a sort of map to what they are listening to. With jazz I don't have that.
I have heard some that I did enjoy. Some twenty years ago there was a movie titled Albino Alligator, a thriller set in its entirety in a nightclub. The sound track featured some marvelously atmospheric jazz. And I rather liked Claude Bolling's classical/jazz mashups. Also some of the composers you point out, particularly Gershwin's Rhapsody in Blue and American in Paris. Milhaud I don[t know well - I have been intending to explore his work a bit. Last but not least, I like Matisse's jazz series.
So perhaps getting into jazz is a nice little project to work on - I listen to music while doing art anyway.
Same thing with jazz. There is a historical arc, starting in the 1920s (though some people would say earlier, with the advent of ragtime) in New Orleans. At present, jazz is pretty moribund.