I think the main issue here is, if you were to play me 8 jazz records from my collection, and then play them again in a different order. I would:
A. Struggle to name even one of them.
B. Be easily convinced that the second playthrough were 8 entirely different records.
I'm the same way outside of the insanely popular stuff or more modern (like BBNG and Comet is Coming) but also still want to get some more high quality stuff.