| 100% | LITTLEBIGTOWN | 13 | Winner of the 2016 Grammy for Best Country Duo/Group Performance: 3 wds. |
| 51% | MEGHANTRAINOR | 13 | Winner of the 2016 Best New Artist Grammy: 2 wds. |
| 49% | ACDC | 4 | Winner of the Grammy for Best Hard Rock Performance in 2010 |
| 47% | PONTOON | 7 | #1 country hit for 48-Across that won the 2013 Grammy for Best Country Duo/Group Performance |
| 46% | OLDTOWNROAD | 11 | Song for which Lil Nas X and Billy Ray Cyrus won the Grammy for Best Pop Duo/Group Performance in 2020: 3 wds. |
| 45% | NAS | 3 | Winner of the 2021 Grammy for Best Rap Album for "King's Disease" |
| 45% | HUMBLEANDKIND | 13 | Tim McGraw single that won the 2017 Grammy for Best Country Song: 3 wds. |
| 44% | LITTLEBIGTOWN | 13 | "Girl Crush" singers who won the 2016 CMA Award for Vocal Group of the Year: 3 wds. |
| 44% | STRESSEDOUT | 11 | Song for which Twenty One Pilots won the Grammy for Best Pop Duo/Group Performance in 2017: 2 wds. |
| 44% | BETTERMAN | 9 | 2016 song written by Taylor Swift and performed by 33-Across that won a Grammy Award for Best Country Duo/Group Performance (2 wds.) |
| 43% | HAMILTON | 8 | Winner of the Tony for Best Musical in 2016 |
| 43% | ALABAMASHAKES | 13 | Band whose "Don't Wanna Fight" won the 2016 Grammy for Best Rock Song: 2 wds. |
| 43% | RAINMAN | 7 | Winner of the Academy Award for Best Picture of 1988: 2 wds. |
| 42% | CHAINOFFOOLS | 12 | Aretha Franklin's 1967 single that won her a Grammy for Best Female R&B Vocal Performance and later a Grammy Hall Of Fame Award: 3 wds. |
| 42% | BRUNOMARS | 9 | Co-winner of the 2025 Best Pop Duo/Group Performance Grammy |
| 41% | BENPLATT | 8 | Winner of the 2017 Tony for Best Actor in a Musical for "Dear Evan Hansen": 2 wds. |
| 41% | DOECHII | 7 | Winner of the 2025 Best Rap Album Grammy for her mixtape "Alligator Bites Never Heal" |
| 40% | NEEDTOKNOW | 10 | Hit single by 50-Across that was nominated for Best Melodic Rap Performance at the 2022 Grammy Awards (3 wds.) |
| 40% | JULIAROBERTS | 12 | Winner of the 1990 Golden Globe for Best Supporting Actress for her work in "Steel Magnolias": 2 wds. |
| 40% | MADEANAMERICA | 13 | Fever 333 song nominated for the 2019 Grammy for Best Rock Performance (3 wds.) |
| 39% | SAYSOMETHING | 12 | Song for which A Great Big World and Christina Aguilera won the Grammy for Best Pop Duo/Group Performance in 2015: 2 wds. |
| 39% | BYA | 3 | Best Rap Performance ___ Duo or Group (former Grammy category): 2 wds. |
| 38% | LINMANUELMIRANDA | 16 | Winner of the 2016 Pulitzer Prize for Drama |
| 38% | KATEMCKINNON | 12 | 2016 winner of the Emmy for Outstanding Supporting Actress in a Comedy for "Saturday Night Live": 2 wds. |
| 38% | BROKENHALOS | 11 | Chris Stapleton single that won the 2018 Grammy for Best Country Song: 2 wds. |
| 38% | SPACECOWBOY | 11 | Kacey Musgraves single that won the 2019 Grammy for Best Country Song: 2 wds. |
| 38% | BENKINGSLEY | 11 | Winner of a Best Actor Oscar for playing Gandhi, the title role of 1982's Best Picture: 2 wds. |
| 37% | DIANEKEATON | 11 | Winner of a Best Actress Oscar for playing Annie Hall, the title role of 1977's Best Picture: 2 wds. |
| 37% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 37% | CHARLTONHESTON | 14 | Winner of a Best Actor Oscar for playing Judah Ben-Hur, the title role of 1959's Best Picture: 2 wds. |