Macklemore & Ryan Lewis (2014)
Most years it'd look bizarre if Macklemore & Ryan Lewis didn't win Best New Artist after the blockbuster rookie season they had. But most years don't have Kendrick Lamar as the competition. The entire slate of nominees was uncommonly strong that year: Kacey Musgraves, Ed Sheeran, James Blake. But as strong as all these artists are, there's only one Kendrick, as To Pimp a Butterfly made clear. Macklemore also won Best Rap Album and even he thought it was nuts — to his credit, he sent Kendrick a text that night: "You got robbed. I wanted you to win. You should have."