I’ll rephrase the original question slightly. The artists I can listen to their whole catalog, and listen to day after day. (also based on what is in my library):
Talking Heads
The Byrds
J.S. Bach
Next tier: (may need a break between - not quite day after day)
Dire Strits
Pat Metheny
Leo Kottke
Ry Cooder
Nitty Gritty Dirt Band