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5 Rappers That Won More Than One Grammy Award for Best Rap Album

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JC Olivera, WireImage

It’s tough winning a Grammy Award. Just ask Nas. The lyrical G.O.A.T. has been one of the most celebrated rap artists since he first made his mark on the game with his 1994 classic, Illmatic. The Magic rapper has also been one of hip-hop’s most consistent artists for almost three decades and yet he just received his first Grammy Award in 2021. Truth be told, most hip-hop icons have never gotten a single Grammy. The list of legendary rap stars without a Grammy includes Snoop Dogg, Nicki Minaj, 50 Cent, DMX and many others. The list legit goes on and on, especially if you’re talking about a Grammy Award for Best Rap Album. 

Most of the rap G.O.A.T.s that have been victorious at the annual award ceremony have only won a Grammy Award for Best Rap Album once. The likes of Jay-Z, Drake and Lil Wayne have been some of the most accomplished artists in history, not just rap, and are in many hip-hop fans’ top five of all time, and yet they only have a single win each. Although they’ve each received a bunch of nominations. 


It’s a rare feat for a rapper to bring home a Grammy Award for Best Rap Album on more than one occasion. It’s so rare that only five rap acts have been able to do it. Here’s a list of the five rappers that have won a Grammy Award for Best Rap Album at least twice.

5. Tyler, The Creator

4. Outkast

3. Kendrick Lamar

2. Ye (formerly known as Kanye West)

1. Eminem

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