People Who Have Surprisingly Won a Grammy

This list is not about bad music artists but those that you would be most surprised to find that they have a Grammy. By the way this is not a troll list all of these genuinely have won a Grammy. Feel free to add any person or group who you are surprised has gotten a Grammy. Also it doesn't have to be a competitive award any accolade counts.
The Top Ten
1 Barack Obama Barack Hussein Obama II (born August 4, 1961) is an American politician who served as the 44th president of the United States from 2009 to 2017. He was the first African-American president of the United States... read more

Shouldn't be surprised about President Obama winning a Grammy, really. The American people loved him (and many still do).

Twice won Best Spoken Word Album in 2006 and 2008. Quite a few of the winners will be for this award.

2 Magic Johnson Earvin "Magic" Johnson Jr. is a retired American professional basketball player who played point guard for the Los Angeles Lakers of the National Basketball Association for 13 seasons.

Uh...is a "spoken word album of year X" just a fancy way of saying these people are well-spoken?

3 Martin Luther King Jr Martin Luther King Jr. (born Michael King Jr.; January 15, 1929 – April 4, 1968) was an African American minister and activist who became the most visible spokesperson and leader in the civil rights movement from 1955 until his assassination in 1968. King is best known for advancing civil rights through... read more

Best Spoken Word Album in 1971 (Posthumous).

4 Alvin And The Chipmunks Alvin and the Chipmunks, originally David Seville and the Chipmunks or simply The Chipmunks, is an American animated music group created by Ross Bagdasarian, Sr., for a novelty record in 1958. The group consists of three singing animated anthropomorphic chipmunks: Alvin, the mischievous troublemaker,... read more

Best comedy performance and best recording for children 1959 (1st awards).

I hope this is a joke, but I know it's not.

5 Cardi B Belcalis Marlenis Almánzar (born October 11, 1992), known professionally as Cardi B, is an American rapper. Born and raised in New York City, she became an Internet celebrity by achieving popularity on Vine and Instagram. From 2015 to 2017, she appeared as a regular cast member on the VH1 reality television... read more

Sure, she's not talented, but Grammy loves popularity, not quality, so it's not a surprise.

I think she isn't talented enough to win a Grammy. The Grammys should be about skill, not popularity.

6 Audrey Hepburn Audrey Hepburn, born Audrey Kathleen Ruston (4 May 1929 – 20 January 1993) was a British actress and humanitarian. Recognized as a film and fashion icon, Hepburn was active during Hollywood's Golden Age. She was ranked by the American Film Institute as the 3rd greatest female screen legend in American... read more

Best spoken word album for children 1994.

7 David Fincher David Andrew Leo Fincher is an American film director, film producer, television director, television producer, and music video director.

Directed best music video in 1995 and 2014.

8 Charles Moniz
9 Steve Jobs Steven Paul Jobs (February 24, 1955 – October 5, 2011) was an American entrepreneur and business magnate. He was the chairman, chief executive officer (CEO), and a co-founder of Apple Inc., chairman and majority shareholder of Pixar, a member of The Walt Disney Company's board of directors following... read more

Grammy Trustees award 2012. (Posthumous) Not a regular award but it still counts.

10 Eminem Eminem, born Marshall Bruce Mathers III, is an American rapper, actor and music producer born on October 17, 1972 in St. Joseph, Missouri. Eminem has sold over 300 million records making him the bestselling hip-hop artist of all time. In addition to his solo career, he is a member of D12 and (with Royce... read more

The reason this is on here (May I add I didn't add this) is because when Eminem won his first Grammy, I was surprised. I thought DMX was going to win. That's the reason why this is on here.

The Contenders
11 Justin Bieber Justin Drew Bieber (born March 1, 1994) is a Canadian singer, songwriter, and record producer. He currently resides in Ontario, Canada and is Christian. He is the son of author Pattie Mallette... read more

You'd think someone with as much talent as a garbage can wouldn't win a Grammy, wouldn't you? Also, who sings about how yummy their wife is?

12 Britney Spears Britney Jean Spears, born on December 2, 1981, is an American former singer and actress. She was born in McComb, Mississippi, and raised in Kentwood, Louisiana. As a child, she performed acting roles in stage productions and television shows, such as "The Mickey Mouse Club," before signing with Jive... read more
13 Mikhail Gorbachev

Best spoken word album for children 2004.

14 Hillary Clinton Hillary Diane Rodham Clinton (born October 26, 1947) is an American politician, diplomat, and former lawyer who served as the 67th United States secretary of state from 2009 to 2013, as a United States senator representing New York from 2001 to 2009, and as first lady of the United States from 1993... read more
15 Tia Carrere Tia Carrere is an American actress, singer, and model. She is known for her roles in Lilo & Stitch, True Lies, Relic Hunter, Wayne's World, and Dancing with the Stars. She has won two Grammy Awards for her music.

Best Hawaiian music album 2009 and 2011.

16 Billie Eilish Billie Eilish Pirate Baird O'Connell, known professionally as Billie Eilish (born December 18, 2001) is an American singer and songwriter, best known for her songs "When the Party's Over", "Bury a Friend", "Everything I Wanted", "Happier Than Ever" and especially "Bad Guy".
17 Kelly Clarkson Kelly Brianne Clarkson is an American singer, songwriter and children's book author. She rose to fame in 2002 after winning the inaugural season of the television series American Idol, which earned her a record deal with RCA Records. Clarkson's debut single, "A Moment Like This", topped the US Billboard... read more
18 Chris Brown Christopher Maurice "Chris" Brown (born May 5, 1989) is an American singer, songwriter, dancer and actor. Born in Tappahannock, Virginia, he was involved in his church choir and several local talent shows from a young age. He is most well known for his physical assault towards the singer Rihanna in... read more
19 Michelle Branch Michelle Jacquet DeSevren Branch is an American singer, songwriter and guitarist. During the early 2000s, she released two top-selling albums, The Spirit Room and Hotel Paper.
20 Pink Alecia Beth Moore known professionally as P!NK, is an American singer, songwriter, dancer and actress.
21 Lorde Ella Marija Lani Yelich-O'Connor (born 7 November 1996), better known by her stage name Lorde, is a singer-songwriter from New Zealand. She released her first EP "The Love Club" in 2012 and gained worldwide popularity with her song "Royals" at the age of 16... read more
22 Don Cheadle
23 Olivia Rodrigo Olivia Isabel Rodrigo (born February 20, 2003) is an American singer-songwriter and actress who rose to fame after playing Paige Olvera in Bizaardvark and has also played Nini Salazar-Roberts in High School Musical: The Musical: The Series. She gained much more fame after the release of her debut single... read more
24 Megan Thee Stallion Megan Jovon Ruth Pete (born February 15, 1995), known professionally as Megan Thee Stallion, is an American rapper, singer, and songwriter from Houston, Texas.
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