| 100% | MUNILONG | 8 | 2023 Best R&B Performance Grammy winner for "Hrs & Hrs": 2 wds. |
| 61% | BEYONCE | 7 | 2021 Best R&B Performance Grammy winner for "Black Parade" |
| 60% | FOOLFORYOU | 10 | Best R&B Song Grammy winner for 39-Across: 3 wds. |
| 58% | LONG | 4 | Muni ___, "Hrs & Hrs" female singer who won the 2023 Grammy for Best R&B Performance |
| 57% | NEEDEDME | 8 | 2016 Rihanna hit that received a Grammy nomination for Best R&B Performance: 2 wds. |
| 52% | PATBENATAR | 10 | 1981 Grammy winner for "Fire and Ice" (Best Rock Vocal Performance, Female): 2 wds. |
| 50% | JAZMINE | 7 | With 50-Across, 2022 Best R&B Performance Grammy co-winner for "Pick Up Your Feelings" |
| 48% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 47% | IFIAINTGOTYOU | 13 | 2004 18-Across hit that won a Grammy for Best Female R&B Vocal Performance: 5 wds. |
| 47% | IFIAINTGOTYOU | 13 | Song by 40-Across that won a Grammy for Best Female R&B Vocal Performance (5 wds.) |
| 47% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 45% | INCHNAILS | 9 | Nine ___, band whose song "Wish" won the 1993 Grammy for Best Metal Performance: 2 wds. |
| 45% | LITTLEBIGTOWN | 13 | Winner of the 2016 Grammy for Best Country Duo/Group Performance: 3 wds. |
| 45% | CHOPSUEY | 8 | 2001 song that earned 30-Across its first Grammy nomination, for Best Metal Performance: 2 wds. |
| 44% | ANDERSONPAAK | 12 | LA hip-hop artist who won a 2019 Grammy for Best Rap Performance for "Bubblin": 2 wds. |
| 44% | BLACK | 5 | "___ Parade," single by Beyonce which won the Grammy for Best R&B Performance in 2021 |
| 44% | VISIONOF | 8 | "___ Love," song by Mariah Carey for which she won the Grammy for Best Female Pop Vocal Performance: 2 wds. |
| 44% | STRESSEDOUT | 11 | Song for which Twenty One Pilots won the Grammy for Best Pop Duo/Group Performance in 2017: 2 wds. |
| 43% | TRAVISSCOTT | 11 | Rapper who was nominated for a Grammy for Best Rap Album in 2019 but lost to Cardi B: 2 wds. |
| 43% | 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. |
| 43% | IRONMAIDEN | 10 | *2010 Grammy winner for Best Metal Performance |
| 43% | JEROME | 6 | Song by Lizzo which won the 2020 Grammy for Best Traditional R&B Performance |
| 43% | JANELLEMONAE | 12 | Actress in the Best Picture winner "Moonlight" who was nominated for an Album of the Year Grammy in 2019: 2 wds. |
| 43% | RICHARDHARRIS | 13 | Actor in the Best Picture winner "Unforgiven" who was nominated for an Album of the Year Grammy in 1968: 2 wds. |
| 43% | CLEOLAINE | 9 | 1986 Grammy winner for Best Jazz Vocal Performance |
| 42% | GIRLONFIRE | 10 | Album by 40-Across that won a Grammy for Best R&B Album (3 wds.) |
| 42% | 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. |
| 41% | RAPGOD | 6 | 37-Across song that was nominated for the 2015 Best Rap Performance Grammy Award (2 wds.) |
| 41% | EDDIEREDMAYNE | 13 | Best Actor winner for 2014's "The Theory of Everything": 2 wds. |
| 41% | MEGHANTRAINOR | 13 | Winner of the 2016 Best New Artist Grammy: 2 wds. |