Pop Male Vocal Performance
From Perry Como in 1959 to Justin Timberlake in 2008 the Grammy Awards have awarded the Best Pop Vocal Performance by a Male Grammy throughout the years.
Multiple winners of the Pop Male Grammy Award have included Timberlake, John Mayer, Eric Clapton, Elton John, Stevie Wonder, Sting, Phil Collins, James Taylor, Harry Nilsson, Ray Charles, Jack Jones, and Frank Sinatra.
| 2008 Justin Timberlake ("What Goes Around…Comes Around") | |
| Other Nominees: Michael Buble (Everything); John Mayer (Belief); Paul McCartney (Dance Tonight); Seal (Amazing) | |
| 2007 John Mayer ("Waiting On the World To Change") | |
| Other Nominees: James Blunt (You're Beautiful); John Legend (Save Room); Paul McCartney (Jenny Wren); Daniel Powter (Bad Day) | |
| 2006 Stevie Wonder ("From the Bottom of My Heart") | |
| Other Nominees: Jack Johnson (Sitting Waiting Wishing); Paul McCartney (Fine Line); Seal (Walk On By); Rob Thomas (Lonely No More) | |
| 2005 John Mayer ("Daughters") | |
| Other Nominees: Elvis Costello (Let's Misbehave); Josh Groban (You Raise Me Up); Prince (Cinnamon Girl); Seal (Love's Divine) | |
| 2004 Justin Timberlake ("Cry Me A River") | |
| Other Nominees: George Harrison (Any Road); Michael McDonald (Ain't No Mountain High Enough); Sting (Send Your Love); Warren Zevon (Keep Me In Your Heart) | |
| 2003 John Mayer ("Your Body Is A Wonderland") | |
| Other Nominees: Craig David (7 Days); Elton John (Original Sin); Sting (Fragile); James Taylor (October Road) | |
| 2002 James Taylor ("Don't Let Me Be Lonely Tonight") | |
| Other Nominees: Craid David (Fill Me In); Michael Jackson (You Rock My World); Elton John (I Want Love); Brian McKnight (Still) | |
| 2001 Sting ("She Walks This Earth") | |
| Other Nominees: Marc Anthony (You Sang To Me); Don Henley (Taking You Home); Ricky Martin (She Bangs); Brian McKnight (6 8 12) | |
| 2000 Sting ("Brand New Day") | |
| Other Nominees: Marc Anthony (I Need To Know); Lou Bega (Mambo No. 5); Andrea Bocelli (Sogno); Ricky Martin (Livin' La Vida Loca) | |
| 1999 Eric Clapton ("My Father's Eyes") | |
| Other Nominees: Eagle Eye Cherry (Save Tonight); Brian McKnight (Anytime); Shawn Mullins (Lullaby); Sting (You Were Meant For Me) | |
| 1998 Elton John ("Candle In the Wind 1997") | |
| Other Nominees: Babyface (Everytime I Close My Eyes); Maxwell (Whenever Wherever Whatever); Seal (Fly Like An Eagle); Duncan Sheik (Barely Breathing) | |
| 1997 Eric Clapton ("Change the World") | |
| Other Nominees: Bryan Adams (Let's Make A Night To Remember); John Mellencamp (Key West Intermezzo); Tony Rich Project (Nobody Knows); Sting (Let Your Soul Be Your Pilot) | |
| 1996 Seal ("Kiss From A Rose") | |
| Other Nominees: Bryan Adams (Have You Ever Really Loved A Woman); Michael Jackson (You Are Not Alone); Elton John (Believe); Sting (When We Dance) | |
| 1995 Elton John ("Can You Feel the Love Tonight") | |
| Other Nominees: Michael Bolton (Said I Loved You…But I Lied); Prince (The Most Beautiful Girl in the World); Seal (Prayer For the Dying); Luther Vandross (Love the One You're With) | |
| 1994 Sting ("If I Ever Lose My Faith In You") | |
| Other Nominees: Boy George (The Crying Game); Billy Joel (River of Dreams); Aaron Neville (Don't Take Away My Heaven); Rod Stewart (Have I Told You Lately) | |
| 1993 Eric Clapton ("Tears In Heaven") | |
| Other Nominees: Peter Gabriel (Us); Michael Jackson (Black Or White); Elton John (The One); Lyle Lovett (Joshua Judges Ruth) | |
| 1992 Michael Bolton ("When A Man Loves A Woman") | |
| Other Nominees: Bryan Adams (I Do It For You); Marc Cohn (Walking In Memphis); George Michael (Freedom 90); Aaron Neville (Warm Your Heart); Seal (Crazy) | |
| 1991 Roy Orbison ("(Oh) Pretty Woman") |    |
| Other Nominees: Michael Bolton (Georgia On My Mind); Phil Collins (Another Day In Paradise); James Ingram (I Don't Have the Heart); Billy Joel (Storm Front); Rod Stewart (Downtown Train) | |
| 1990 Michael Bolton ("How Am I Supposed To Live Without You") | |
| Other Nominees: Billy Joel (We Didn't Start the Fire); Richard Marx (Right Here Waiting); Roy Orbison (You Got It); Prince (Batman Soundtrack) | |
| 1989 Bobby McFerrin ("Don't Worry Be Happy") | |
| Other Nominees: Phil Collins (A Groovy Kind Of Love); George Michael (Father Figure); Sting (Be Still My Beating Heart); Steve Winwood (Roll With It) | |
| 1988 Sting ("Bring On the Night") | |
| Other Nominees: Michael Jackson (Bad); Al Jarreau (Theme from Moonlighting); Elton John (Candle In the Wind - live); Bruce Springsteen (Brilliant Disguise) | |
| 1987 Steve Winwood ("Higher Love") | |
| Other Nominees: Peter Cetera (Glory of Love); Kenny Loggins (Danger Zone); Michael McDonald (Sweet Freedom); Paul Simon (Graceland) | |
| 1986 Phil Collins ("No Jacket Required") | |
| Other Nominees: Glenn Frey (The Heat Is On); Sting (Dream of the Blue Turtles); Stevie Wonder (Part Time Lover); Paul Young (Everytime You Go Away) | |
| 1985 Phil Collins ("Against All Odds") |  |
| Other Nominees: Kenny Loggins (Footloose); Lionel Richie (Hello); John Waite (Missing You); Stevie Wonder (I Just Called To Say I Love You) | |
| 1984 Michael Jackson ("Thriller") | |
| Other Nominees: Billy Joel (Uptown Girl); Prince (1999); Lionel Richie (All Night Long); Michael Sembello (Maniac) | |
| 1983 Lionel Richie ("Truly") | |
| Other Nominees: Donald Fagen (I.G.Y.); Joe Jackson (Steppin' Out); Elton John (Blue Eyes); Michael McDonald (I Keep Forgettin'); Rick Springfield (Don't Talk To Strangers) | |
| 1982 Al Jarreau ("Breakin' Away") | |
| Other Nominees: Christopher Cross (Arthur's Theme); James Ingram (Just Once); John Lennon (Double Fantasy); Bill Withers (Just the Two Of Us) | |
| 1981 Kenny Loggins ("This Is It") | |
| Other Nominees: Christopher Cross (Christopher Cross); Kenny Rogers (Lady); Paul Simon (Late In the Evening); Frank Sinatra (Theme from New York New York) | |
| 1980 Billy Joel ("52nd Street") |  |
| Other Nominees: Robert John (Sad Eyes); Kenny Rogers (She Believes In Me); Rod Stewart (Da Ya Think I'm Sexy); James Taylor (Up On the Roof) | |
| 1979 Barry Manilow ("Copacabana (At the Copa)") | |
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| 1978 James Taylor ("Handy Man") | |
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| 1977 Stevie Wonder ("Songs In the Key of Life") | |
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| 1976 Paul Simon ("Still Crazy After All These Years") | |
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| 1975 Stevie Wonder ("Fulfillingness' First Finale") | |
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| 1974 Stevie Wonder ("You Are the Sunshine Of My Life") | |
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| 1973 Harry Nilsson ("Without You") | |
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| 1972 James Taylor ("You've Got A Friend") | |
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| 1971 Ray Stevens ("Everything Is Beautiful") | |
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| 1970 Harry Nilsson ("Everybody's Talkin'") | |
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| 1969 Jose Feliciano ("Light My Fire") | |
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| 1968 Glen Campbell ("By The Time I Get To Phoenix") | |
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| 1967 Frank Sinatra ("Strangers In the Night") | |
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| 1966 Frank Sinatra ("It Was A Very Good Year") | |
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| 1965 Louis Armstrong ("Hello Dolly!") | |
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| 1964 Jack Jones ("Wives and Lovers") | |
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| 1963 Tony Bennett ("I Left My Heart In San Francisco") | |
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| 1962 Jack Jones ("Lollipops and Roses") | |
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| 1961 Ray Charles ("Georgia On My Mind") | |
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| 1959 Frank Sinatra ("Come Dance With Me") | |
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| 1959 Perry Como ("Catch A Falling Star") | |
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