| 100% | CEELO | 5 | Grammy-winning songwriter Green of "Fool for You" |
| 60% | CEELO | 5 | "Fool for You" Grammy winner Green |
| 59% | CEE | 3 | "Fool for You" Grammy winner ___ Lo Green |
| 52% | ADELE | 5 | "Someone Like You" singer who was 24 when she won the 2012 Grammy for Record of the Year |
| 52% | TAKE | 4 | "Every Breath You ___," song performed by the Police that won the Grammy for Song of the Year in 1984 |
| 50% | BETTYWHITE | 10 | "The Proposal" actress who won a Grammy for the spoken word recording of her book "If You Ask Me": 2 wds. |
| 50% | CELINEDION | 10 | Singer whose 1996 album "Falling into You" won Grammy Awards for Album of the Year and Best Pop Album (2 wds.) |
| 48% | BETTY | 5 | With 33-Across, "The Golden Girls" star who won a Spoken Word Grammy for "If You Ask Me (And of Course You Won't)" |
| 48% | TAYLORSWIFT | 11 | Singer-songwriter whose "1989" won 2016's Grammy Award for Album of the Year (2 wds.) |
| 48% | SHAPE | 5 | "___ of You," 2017 Grammy-winning song by Ed Sheeran that was originally written for Rihanna |
| 46% | NEWLEY | 6 | Anthony who won a Grammy for "What Kind of Fool Am I?" |
| 46% | AMYWINEHOUSE | 12 | *Her "Rehab" won a Grammy for Song of the Year |
| 45% | SELENA | 6 | Grammy-winning "Dreaming of You" singer |
| 45% | LORDE | 5 | Teenager who won the 2014 Grammy for Song of the Year |
| 45% | BEATIT | 6 | 1983 hit that won a Grammy for Record of the Year |
| 44% | RAITT | 5 | Her "Nick of Time" won the Grammy for Album of the Year |
| 44% | ROYALS | 6 | Lorde song that won the 2014 Grammy for Song of the Year |
| 44% | BILLIEEILISH | 12 | "What Was I Made For?" singer/co-songwriter who won Song of the Year at the 2024 Grammy Awards (2 wds.) |
| 44% | EIGHT | 5 | Number of Grammy wins for Ziggy Marley or Stephen Marley |
| 44% | CAROLEKING | 10 | "You've Got a Friend" singer/pianist who was the first woman to win a Grammy for Song of the Year (2 wds.) |
| 44% | VOLARE | 6 | 1958 hit that won the first-ever Grammy for Song of the Year |
| 44% | ROSANNA | 7 | Toto hit song that won the 1982 Grammy for Record of the Year |
| 43% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 43% | LUTHERVANDROSS | 14 | His "Dance With My Father" won the 2003 Grammy for Song of the Year |
| 43% | BABEL | 5 | 2012 Mumford & Sons album that won the 2013 Grammy for Album of the Year |
| 43% | EDSHEERAN | 9 | Singer whose "Thinking Out Loud" won the 2015 Grammy for Song of the Year |
| 43% | HELLO | 5 | 2015 song by Adele that won the Grammy Award for Record of the Year |
| 43% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 42% | MARCANTHONY | 11 | Ex-husband of Jennifer Lopez who won a Grammy for "Amar Sin Mentiras": 2 wds. |
| 42% | BEAT | 4 | "___ It," song from 14a that won the Grammy for Record of the Year in 1984 |