| 100% | LUTHERVANDROSS | 14 | His "Dance With My Father" won the 2003 Grammy for Song of the Year |
| 65% | BAD | 3 | With 7-Down, Billie Eilish hit that won the 2020 Grammy for Song of the Year |
| 64% | LEAVETHE | 8 | With 32-Across, Silk Sonic single that won the 2022 Grammy for Song of the Year: 2 wds. |
| 59% | LORDE | 5 | Teenager who won the 2014 Grammy for Song of the Year |
| 59% | ROYALS | 6 | Lorde song that won the 2014 Grammy for Song of the Year |
| 58% | EDSHEERAN | 9 | Singer whose "Thinking Out Loud" won the 2015 Grammy for Song of the Year |
| 58% | JUSTLIKETHAT | 12 | Bonnie Raitt single that won the 2023 Grammy for Song of the Year: 3 wds. |
| 57% | HER | 3 | Artist who won the 2021 Grammy for Song of the Year, for “I Can’t Breathe” |
| 57% | ICANTBREATHE | 12 | H.E.R. single that won the 2021 Grammy for Song of the Year: 3 wds. |
| 57% | ROSANNA | 7 | Toto hit song that won the 1982 Grammy for Record of the Year |
| 56% | AMYWINEHOUSE | 12 | *Her "Rehab" won a Grammy for Song of the Year |
| 56% | NORAH | 5 | ___ Jones, "Don't Know Why" singer who was 23 when she won the 2003 Grammy for Record of the Year |
| 56% | STEVIE | 6 | With 31-Across, "Sir Duke" singer who won the 1977 Grammy for Producer of the Year, Non-Classical |
| 55% | LEAVE | 5 | "___ the Door Open," song by Silk Sonic that won the Grammy Award for Song of the Year in 2022 |
| 55% | HELLO | 5 | 2015 song by Adele that won the Grammy Award for Record of the Year |
| 54% | SAM | 3 | ___ Smith, "Stay With Me" singer who was 22 when they won the 2015 Grammy for Record of the Year |
| 53% | REHAB | 5 | Amy Winehouse's song from "Back to Black" which won a Grammy for Song of the Year |
| 53% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 53% | ROLLING | 7 | With 18-Across, Adele single from the album "21" that won the Grammy Award for Record of the Year for 2011 |
| 53% | BADGUY | 6 | 2019 song by Billie Eilish that won the Grammy Award for Record of the Year in 2020: 2 wds. |
| 51% | 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.) |
| 51% | STEVIEWONDER | 12 | American singer with 25 Grammy Awards famous for his song "You Are the Sunshine of My Life": 2 wds. |
| 49% | BABEL | 5 | 2012 Mumford & Sons album that won the 2013 Grammy for Album of the Year |
| 49% | DION | 4 | Celine ___, singer whose song "My Heart Will Go On" won the Grammy for Record of the Year in 1999 |
| 49% | LIZZO | 5 | "About Damn Time" female singer who won the 2023 Grammy for Record of the Year |
| 49% | BLAKESHELTON | 12 | His "God's Country" won the 2019 CMA for Single of the Year: 2 wds. |
| 49% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 48% | BILLIEEILISH | 12 | "What Was I Made For?" singer/co-songwriter who won Song of the Year at the 2024 Grammy Awards (2 wds.) |
| 48% | AMY | 3 | ___ Winehouse, "Rehab" singer who was 24 when she won the 2008 Grammy for Record of the Year |
| 48% | GARTHBROOKS | 11 | "The Dance" country singer who won the 2019 CMA for Entertainer of the Year: 2 wds. |