Times nominated: 16
With his nomination this year for Best Reggae Album (for Reincarnated), Snoop matched Brian McKnight for the dubious distinction of most nominations without a win. In the past, the man now called Snoop Lion (or is it Snoopzilla?) earned nominations for classics "Nuthin' But a 'G' Thang," "Gin and Juice" and "Drop It Like It's Hot," among others. He can probably find some consolation in knowing he's been beaten out by the eminently worthy likes of Kanye West, Beyoncé (twice) and Dr. Dre. This year, his competition includes Ziggy Marley and Beres Hammond.