Just don't forget to backwards from KoB, too. I'd take pre-KoB Miles to post any day. And I love the non fusion post KoB a lot.
And before "Kind of Blue" there was "Birth of the Cool". Miles was certainly on the forefront of every change in Jazz. Jazz is so varied it is a rabbit hole indeed. As Freds.Bands suggested I think this is a good starting point to see what floats your boat: https://www.amazon.com/Ken-Burns-Jazz-Story-Americas/dp/B000050HVG Don't miss the chance to see his documentary -Dave.
Guitar and organ.....Wes Montgomery and Mel Rhyne, or with Jimmy Smith, any Wes from the Riverside days. Jimmy McGriff, Jck McDuff, Jimmy Ponder, Shirley Scott, Chris Flory Trio, Early George Benson on CBS. That should get you going.