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I think David Bowie is in that league. Even into the 2000’s was still pushing himself and I love his final album. I think Beastie Boys, too. Their last album, they were still looking for new sounds.

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Bowie was absolutely in that league. It took me several years to appreciate his final album because of the circumstances but it is sublime.

I had kind of written him off after his "Let's Dance" sellout period I regret it. The second half of his career compliments the first half.

Let's Dance is actually a track that gave young Stevie Ray Vaughan a chance to shine with his guitar.

Of course, these examples are shadows of what Miles Davis accomplished. He’s in a league of his own. He fundamentally changed Jazz at least 3 times if not more. Influential in Bebop (he claimed to have written Donna Lee), Cool, Modal, Fusion, maybe some Third Stream. Guy was an incredible musician.

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