I think there is an important difference between a listener tiring of a certain style of music and an artist "tiring" of it because, as an artist, he/she needs to move forward and continue growing and evolving. Now, a case can easily be made for why that should also be the case for fans of a music, but the listener always has the luxury of being complacent; no great burden being a listener. Miles was the quintessential artist as far as this goes; always reaching and searching. Even when the listener does continue to stay lockstep with an artist's growth and evolution, the artist's previous work never stops being relevant.
This was, IMO, possibly the greatest jazz band that ever was and is music that never stops being hip:
https://m.youtube.com/watch?v=kJq3j4rA0o0
This was, IMO, possibly the greatest jazz band that ever was and is music that never stops being hip:
https://m.youtube.com/watch?v=kJq3j4rA0o0