Major Hit: "Whoa" (2000)

Other Hit: "I Dare You" (2000)

Black Rob was one of the early victims of the Bad Boy curse, which began rearing its head around the turn of the century. Perhaps it was because Diddy was focusing on his own career, or perhaps Black Rob just wasn't talented enough to bet the farm on. Whatever the case, just don't call him a one-hit wonder. He may be best-known for "Whoa," from his 2000 LP True Story, but don't sleep on his underground smash "I Dare You" or his other chart hit "Ready."