| Grammy-winning New Age singer | 29 |
| Grammy-winning Nelly Furtado song . . . or a hint to the puzzle theme | 69 |
| Grammy-winning mezzo-soprano Anne __ von Otter | 46 |
| Grammy-winning merengue singer Tañón | 42 |
| Grammy-winning maestro ___ Solti | 32 |
| Grammy-winning King | 19 |
| Grammy-winning Jones | 20 |
| Grammy-winning jazz singer Diana | 32 |
| Grammy-winning Irish vocalist | 29 |
| Grammy-winning Irish singer | 27 |
| Grammy-winning Irish folk-rocker | 32 |
| Grammy-winning Herb | 19 |
| Grammy-winning Hayes | 20 |
| Grammy-winning gospel singer Winans | 35 |
| Grammy-winning Gorme | 20 |
| Grammy-winning Gnarls Barkley, e.g. | 35 |
| Grammy-winning Gloria | 21 |
| Grammy-winning Franklin | 23 |
| Grammy-winning Ford | 19 |
| Grammy-winning folk singer | 26 |
| Grammy-winning folk artist Steve | 32 |
| Grammy-winning Fitzgerald | 25 |
| Grammy-winning Erykah | 21 |
| Grammy-winning Eric Clapton tune | 32 |
| Grammy-winning Eric Clapton song | 32 |
| Grammy-winning Dr. | 18 |
| Grammy-winning diva | 19 |
| Grammy-winning country trio | 27 |
| Grammy-winning country star Steve | 33 |
| Grammy-winning country star of the 1980s, K.T. ___ | 50 |
| Grammy-winning country singer Ronnie | 36 |
| Grammy-winning country singer | 29 |
| Grammy-winning country group | 28 |
| Grammy-winning conductor | 24 |
| Grammy-winning concert pianist | 30 |
| Grammy-winning comedian from Atlanta | 36 |
| Grammy-winning Collins | 22 |
| Grammy-winning Christian metal band | 35 |
| Grammy-winning Chicago Symphony director | 40 |
| Grammy-winning Celtic musician | 30 |
| Grammy-winning cellist | 22 |
| Grammy-winning Carey | 20 |
| Grammy-winning British vocalist | 31 |
| Grammy-winning British guitarist Julian | 39 |
| Grammy-winning Brian | 20 |
| Grammy-winning Bonnie | 21 |
| Grammy-winning blues singer Thomas | 34 |
| Grammy-winning blues musician Robert | 36 |
| Grammy-winning blues guitarist Jonny | 36 |
| Grammy-winning Black Eyed Peas song | 35 |
| Grammy-winning Ben | 18 |
| Grammy-winning Baker | 20 |
| Grammy-winning Amy Winehouse song | 33 |
| Grammy-winning Aimee | 20 |
| Grammy-winning 2000 Radiohead album | 35 |
| Grammy-winning 1996 Beck album | 30 |
| Grammy-winning 1980 hit by The Police | 37 |
| Grammy-winning "We Are Young" band | 44 |
| Grammy-winning "Just Like You" Mo' | 48 |
| Grammy-winning "Fallen" band | 38 |
| Grammy-winning "Cold Shoulder" Brit | 45 |
| Grammy-winning "Chasing Pavements" Brit | 49 |
| Grammy-winner Travis | 20 |
| Grammy-winner Rimes | 19 |
| Grammy-winner Gilberto | 22 |
| Grammy-winner Etheridge or Manchester | 37 |
| Grammy-winner Christopher: 1980 | 31 |
| Grammy-winner Braxton | 21 |
| Grammy-winner Black | 19 |
| Grammy-winner Baker | 19 |
| Grammy-nominated song by the Dixie Chicks | 41 |
| Grammy-nominated song by Carrie Underwood | 41 |
| Grammy-nominated rap producer Shawty ___ | 40 |
| Grammy-nominated keyboardist Brian | 34 |
| Grammy-nominated Franklin | 25 |
| Grammy-nominated Ford | 21 |
| Grammy-nominated film composer Brion | 36 |
| Grammy-nominated Fantasia hit, "When ___" | 51 |
| Grammy-nominated 1998 hit for Alanis Morissette | 47 |
| Grammy-nominated "Indestructible" Disturbed song | 58 |
| Grammy, e.g. | 12 |
| Grammy's Best New Artist winner of 1997 | 43 |
| Grammy's Best Male Jazz Vocalist of 1982-83 | 47 |
| Grammy's 1984 Record of the Year | 36 |
| Grammy winners ___ Lobos | 24 |
| Grammy winners with a period after their name | 45 |
| Grammy winners Winehouse and Grant | 34 |
| Grammy winners Green and Jarreau | 32 |
| Grammy winners | 14 |
| Grammy winner ___ Khan | 22 |
| Grammy winner Yoko | 18 |
| Grammy winner Winehouse | 23 |
| Grammy winner Winans | 20 |
| Grammy winner Twain | 19 |
| Grammy winner Turner | 20 |
| Grammy winner Travis | 20 |
| Grammy winner Timberlake | 24 |
| Grammy winner Terence Trent ___ | 31 |
| Grammy winner Swift | 19 |
| Grammy winner Steve | 19 |