| 100% | BABEL | 5 | 2012 Mumford & Sons album that won the 2013 Grammy for Album of the Year |
| 64% | ASLEEP | 6 | "When We All Fall ___, Where Do We Go?," studio album by Billie Eilish that won the Grammy Award for Album of the Year in 2020 |
| 64% | ROLLING | 7 | With 18-Across, Adele single from the album "21" that won the Grammy Award for Record of the Year for 2011 |
| 62% | ROYALS | 6 | Lorde song that won the 2014 Grammy for Song of the Year |
| 61% | ROSANNA | 7 | Toto hit song that won the 1982 Grammy for Record of the Year |
| 61% | JUSTLIKETHAT | 12 | Bonnie Raitt single that won the 2023 Grammy for Song of the Year: 3 wds. |
| 60% | BAD | 3 | With 7-Down, Billie Eilish hit that won the 2020 Grammy for Song of the Year |
| 60% | ICANTBREATHE | 12 | H.E.R. single that won the 2021 Grammy for Song of the Year: 3 wds. |
| 59% | LEAVETHE | 8 | With 32-Across, Silk Sonic single that won the 2022 Grammy for Song of the Year: 2 wds. |
| 59% | HELLO | 5 | 2015 song by Adele that won the Grammy Award for Record of the Year |
| 58% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 58% | JON | 3 | ___ Batiste, "We Are" singer who won the Grammy Award for Album of the Year in 2022 |
| 58% | LEAVE | 5 | "___ the Door Open," song by Silk Sonic that won the Grammy Award for Song of the Year in 2022 |
| 58% | ADELE | 5 | "Someone Like You" singer who was 24 when she won the 2012 Grammy for Record of the Year |
| 57% | ADELE | 5 | British singer who won the Album of the Year Grammy in 2012 for "21" |
| 57% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 57% | BADGUY | 6 | 2019 song by Billie Eilish that won the Grammy Award for Record of the Year in 2020: 2 wds. |
| 55% | WASTINGLIGHT | 12 | Foo Fighters album that won the 2012 Grammy Award for Best Rock Album: 2 wds. |
| 55% | DREAM | 5 | "Teenage ___," third studio album by Katy Perry that was nominated for a Grammy for Album of the Year in 2011 |
| 55% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 55% | MELODRAMA | 9 | 2017 album by 53-Across that received a Grammy Award nomination for Album of the Year |
| 54% | FIREWORK | 8 | Hit song by Katy Perry that was nominated for a Grammy for Record of the Year in 2012 |
| 53% | ROLLING | 7 | "___ in the Deep," hit song by Adele that won 3 Grammy awards including Record of the Year in 2012 |
| 53% | LORDE | 5 | Teenager who won the 2014 Grammy for Song of the Year |
| 53% | CELINEDION | 10 | Singer whose 1996 album "Falling into You" won Grammy Awards for Album of the Year and Best Pop Album (2 wds.) |
| 52% | VOLARE | 6 | 1958 hit that won the first-ever Grammy for Song of the Year |
| 52% | MARENMORRIS | 11 | Her "Girl" won the 2019 CMA for Album of the Year: 2 wds. |
| 52% | NEXT | 4 | "Thank U, ___," number-one hit album by Ariana Grande that was nominated for Album of the Year at the 62nd Grammy Awards |
| 52% | LUTHERVANDROSS | 14 | His "Dance With My Father" won the 2003 Grammy for Song of the Year |
| 52% | EDSHEERAN | 9 | Singer whose "Thinking Out Loud" won the 2015 Grammy for Song of the Year |