8. Les Claypool
Bands: Primus (1984-present), Colonel Les Claypool’s Fearless Flying Frog Brigade (2000-2004), Oysterhead (2000-2001), Colonel Claypool’s Bucket of Bernie Brains (2002-2004)
More than anyone else I have on this list I cant imagine many others feeling the same way. You cant really call Les Claypool a singer. Most of his vocals consist of quirky narration and maybe he'll sing for the chorus. The only song I can recall where he sings the whole way through is John the Fisherman. For some odd reason I really enjoy his style. I love the little random bits he'll throw in here and there (the "dog will hunt" part in Jerry was a Race Car Driver gets me every time). I also love his really zany vocals he does on songs like Sgt. Baker and Is It Luck? Not technically a good singer but he's definitely unique.
Example: Primus - Sgt. Baker