Ha, that's a fun question, interesting to see what some people consider "bad tone," for instance I'm not a huge Rush fan but jeez, I couldn't disagree more with criticism of his tone, or Duff's. Not arguing, I just think it's amazing how different tastes can be.
I'd have to go with a couple oldies for my "good player bad tone": Noel Redding and Jack Bruce. Listening now it sounds like Noel was a good player... When I was a kid I couldn't get over the muddy mess, I kinda thought he just sucked but my ears have developed to the point where now I can hear the notes he played, not too bad

Billy Cox was certainly a tighter player, but those recordings don't have the charm of the earlier recordings.
Jack Bruce was a huge influence on me as a kid, but I never liked his fuzzy tone. I loved his creativity, still do, and now I kinda think there might not be a better tone for that band, although a buzzy, glassy Tool growl might have sounded nice. These guys didn't exactly have Class D Amps and 10" speakers to work with, who knows what these guys would have sounded like with modern gear, maybe pretty boring
