| 100% | IGOR | 4 | Tyler, the Creator album that won Best Rap Album at the 2020 Grammy Awards |
| 84% | IGOR | 4 | Tyler, the Creator album that won Best Rap Album at the 2020 Grammys |
| 71% | IGOR | 4 | Tyler, the Creator release that won the 2020 Grammy for Best Rap Album |
| 64% | IGOR | 4 | Tyler, the Creator work that won the 2019 Grammy for Best Rap Album |
| 64% | LOST | 4 | "Call Me If You Get ___," album by Tyler, the Creator that won the Grammy Award for Best Rap Album in 2022 |
| 61% | IGOR | 4 | Album for which Tyler, the Creator won the Best Rap Album Grammy in 2020 |
| 57% | IGOR | 4 | 2019 studio album by American rapper Tyler, the Creator which won a Grammy for the Best Rap Album in 2020 |
| 54% | TOPIMPA | 7 | With 48-Across, Kendrick Lamar album that won Best Rap Album at the 2016 Grammys: 3 wds. |
| 53% | TRUTHHURTS | 10 | 1-Across hit that won Best Pop Solo Performance at the 2020 Grammy Awards: 2 wds. |
| 53% | LAINEYWILSON | 12 | "Bell Bottom Country" singer who won Best Country Album at the 2024 Grammy Awards (2 wds.) |
| 52% | AIMEEMANN | 9 | Former 'Til Tuesday lead singer whose "Mental Illness" won Best Folk Album at the 2018 Grammy Awards (2 wds.) |
| 51% | MENATWORK | 9 | 15-Across and 33-Across rock band from Australia that won Best New Artist at the 1983 Grammy Awards (3 wds.) |
| 51% | LIVIN | 5 | "While I'm ___," album by Tanya Tucker that won the Grammy Award for Best Country Album in 2020 |
| 50% | MIDDLECHILD | 11 | J. Cole single from the album "Revenge of the Dreamers III" that was nominated for a Best Rap Performance Grammy Award in 2020 (2 wds.) |
| 49% | RAIN | 4 | "___ on Me," 2020 Lady Gaga and Ariana Grande song that won the Best Pop Duo Performance at the 63rd Grammy Awards |
| 48% | NEEDTOKNOW | 10 | Hit single by 50-Across that was nominated for Best Melodic Rap Performance at the 2022 Grammy Awards (3 wds.) |
| 47% | EDSHEERAN | 9 | "Shape of You" singer who won two awards, including Best Pop Vocal Album, at the 2018 Grammy Awards (2 wds.) |
| 47% | MORNINGPHASE | 12 | Beck album that won the 2015 Grammy Award for Best Rock Album: 2 wds. |
| 47% | THERESISTANCE | 13 | Muse album that won the 2011 Grammy Award for Best Rock Album: 2 wds. |
| 47% | WASTINGLIGHT | 12 | Foo Fighters album that won the 2012 Grammy Award for Best Rock Album: 2 wds. |
| 46% | CARA | 4 | Singer Alessia who won Best New Artist at the 2018 Grammy Awards |
| 46% | ALRIGHT | 7 | Kendrick Lamar single that won Best Rap Song at the 2016 Grammys |
| 46% | FROMTHEFIRES | 12 | Greta Van Fleet album that won the Grammy Award for Best Rock Album in 2019 (3 wds.) |
| 46% | OPUS | 4 | Marc Anthony release that won the 2020 Grammy for Best Tropical Latin Album |
| 45% | SOUR | 4 | Album by Olivia Rodrigo that won the Grammy Award for Best Pop Vocal Album in 2022 |
| 45% | KISSMEMORE | 10 | 50-Across and SZA hit single that won Best Pop Duo/Group Performance at the 2022 Grammy Awards (3 wds.) |
| 45% | TRUTH | 5 | "___ Hurts," song by Lizzo that won the Grammy Award for Best Pop Solo Performance in 2020 |
| 44% | LOEB | 4 | Singer Lisa whose "Feel What U Feel" won Best Children's Album at the 2018 Grammy Awards |
| 44% | ELVISCOSTELLO | 13 | "Look Now" singer who won the Best Traditional Pop Vocal Album Grammy Award in 2020 (2 wds.) |
| 44% | JAIL | 4 | Song by Kanye featuring Jay-Z that won the Grammy Award for Best Rap Song in 2022 |