rap The Worst Artists to Win a Grammy Award  

Ranker Music
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List Rules Vote up the worst Grammy winners and vote down the artists who deserve their Grammys

Unlike the best artists who never won a Grammy, these are the worst artists to win a Grammy Award. Featuring rappers, DJs, bands, groups, and singers who should not have won a Grammy, this list of the worst Grammy winners makes award shows seem more like a popularity contest than a ceremony for music excellence. Which artists did not deserve to win a Grammy?

Although The Chainsmokers's album Memories...Do Not Open is considered as one of the worst albums of 2017, the electronic music duo won their first Grammy Award for Best Dance Recording for their hit single "Don't Let Me Down." Other so-called bad artists with Grammys include Justin Bieber, Chris Brown, Meghan Trainor, and Lorde.

Vote up the worst artists to ever win a Grammy Award. Feel free to add any other undeserving Grammy winners missing from the list.

Chris Brown is listed (or ranked) 1 on the list The Worst Artists to Win a Grammy Award
Photo: Royal Rouge/Twitter
1 377 VOTES

Chris Brown


2011: Best R&B Album - F.A.M.E.

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#11 on The Greatest Dancing Singers

297 80
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Milli Vanilli is listed (or ranked) 2 on the list The Worst Artists to Win a Grammy Award
Photo: Randy Liedtke/Twitter
2 318 VOTES

Milli Vanilli


1990: Best New Artist - Girl You Know It's True

255 63
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Justin Bieber is listed (or ranked) 3 on the list The Worst Artists to Win a Grammy Award
Photo: jessicaleigh206/Twitter
3 417 VOTES

Justin Bieber


2015: Best Dance Recording - "Where Are Ü Now"

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#31 on The Best Current Pop Groups/Singers

#73 on Who Is America's Boyfriend in 2018?

298 119
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The Chainsmokers is listed (or ranked) 4 on the list The Worst Artists to Win a Grammy Award
Photo: The Chainsmokers/Instagram
4 298 VOTES

The Chainsmokers


2017: Best Dance Recording - "Don't Let Me Down"

Also Ranked

#13 on The Best EDM Duos of All Time

#26 on The Best Musical Duos

#34 on Bands You're Most Excited to See at Coachella 2016

210 88
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