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“Unbelievable Grammy Winners: 21 Surprising Names You Won’t Expect to See!”

Added on February 3, 2025 inCelebrity News Cards, Entertainment News Cards

Ever looked at the Grammy winners list and thought, “Wait—how did that person win a Grammy?” I mean, who would’ve guessed that a fictional penguin from Happy Feet could outshine a legendary pop star? Yup, you heard it right! In this wild world of music recognition, some awardees leave us scratching our heads. From beloved characters like Elmo snagging multiple Grammys while icons like Britney Spears barely scrape by, it’s enough to make anyone question the very fabric of reality! So, buckle up as I take you through 21 of the most shocking Grammy winners that’ll make you laugh, ponder, and maybe even rethink your playlist! LEARN MORE.

21 People I’m Shocked Have Won Grammy Awards

2.

The Baha Men won Best Dance/Electronic Recording in 2001.

4.

LeVar Burton won Best Spoken Word Album in 2000.

7.

Kate Winslet won Best Spoken Word Album in 1999.

8.

Whoopi Goldberg won Best Comedy Album in 1986.

9.

Barack Obama has two Grammys, both for Best Spoken Word Album.

10.

Jimmy Carter has 4 Grammys.

11.

Stephen Colbert has two Grammys.

12.

Betty White won Best Spoken Word Album in 2012.

13.

Bill Clinton has two Grammys, each in the spoken word categories.

14.

Joaquin Phoenix won a Grammy in 2007 for his work on Walk The Line.

15.

Kathy Griffin won Best Comedy Album in 2014.

16.

Eugene Levy won the Best Song Written for a Motion Picture, Television, or other Visual Media in 2004.

17.

Elmo has three Grammys.

18.

Alvin & the Chipmunks have SEVEN Grammys

19.

Michelle Obama has two spoken word Grammys.

20.

Tiffany Haddish won Best Comedy Album in 2021.

21.

And lastly, Magic Johnson won Best Spoken Word Album in 1993.

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