Times nominated: 16
Sort of the Susan Lucci of R&B, Brian McKnight co-holds the ignominious honor of being the artist who has the most Grammy nominations without a win. Surely you would think that somewhere in his deep and velvety catalog, brimming with favorites like "Anytime" (lost Best Pop Vocal Performance to Stevie Wonder's "St. Louis Blues" in 1999) and Back at One (lost Best R&B Album to TLC's FanMail in 2000), there is an album or song or video or duet worthy of a statue. But maybe his pristine adult contemporary R&B – though apparently highly nominate-able – is somehow too safe, too staid for even the Grammy records? Actually, scratch that: McKnight's 0-fer is probably just bad luck.