| 100% | VMAS | 4 | Where Olivia Rodrigo won Best New Artist and Song of the Year in 2021, for short |
| 46% | AMYWINEHOUSE | 12 | "Rehab" singer who won the Best New Artist and Record of the Year Grammys in 2008: 2 wds. |
| 43% | SHERYLCROW | 10 | "All I Wanna Do" singer who won the Best New Artist and Record of the Year Grammys in 1995: 2 wds. |
| 43% | NORAHJONES | 10 | "Don't Know Why" singer who won the Best New Artist and Record of the Year Grammys in 2003: 2 wds. |
| 40% | AMAS | 4 | Prizes with Artist of the Year and Song of the Year categories, for short |
| 39% | MARS | 4 | Singer Bruno who won Grammys for Record, Album, and Song of the Year in 2018 |
| 38% | GRAMMYS | 7 | Record of the Year and Best New Artist |
| 38% | HER | 3 | Artist who won the 2021 Grammy for Song of the Year, for “I Can’t Breathe” |
| 37% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 36% | HER | 3 | Singer whose song "I Can't Breathe" won the Grammy for Song of the Year in 2021 |
| 36% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 36% | HURT | 4 | Original song by Nine Inch Nails that was covered by Johnny Cash in 2002 and won the Grammy for Best Short Form Music Video |
| 35% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 34% | SOUR | 4 | Album by Olivia Rodrigo that won the Grammy Award for Best Pop Vocal Album in 2022 |
| 34% | ZAYN | 4 | "Pillowtalk" singer who won the Billboard Music Award for New Artist of the Year as a member of One Direction in 2013 and as a solo artist in 2017 |
| 34% | GRAMMY | 6 | Song of the Year award won by Lorde for 36-Across |
| 34% | IWANTED | 7 | "Everything ___," song by Billie Eilish which won the Grammy for Record of the Year in 2021: 2 wds. |
| 33% | VMA | 3 | Annual cable channel prize for Song of the Year or Artist of the Year, in brief |
| 33% | AWHOLE | 6 | "___ New World," song from "Aladdin" that won the Academy Award for Best Original Song in 1993: 2 wds. |
| 33% | OLIVIA | 6 | ___ Rodrigo, "Drivers License" singer who won the Grammy Award for Best New Artist in 2022 |
| 33% | BELONG | 6 | "Up Where We ___," song from the movie "An Officer and a Gentleman" that won the Academy Award for Best Original Song in 1982 |
| 33% | ALESSIA | 7 | Cara who won the Grammy for Best New Artist in 2018 |
| 33% | LYNNE | 5 | Shelby who won the Grammy for Best New Artist in 2001 |
| 32% | HELLO | 5 | Adele hit that won Grammys for Song and Record of the Year |
| 32% | ASHLEIGHBARTY | 13 | Australian tennis player who won WTA Player of the Year in 2019 and 2021: 2 wds. |
| 32% | 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. |
| 32% | 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. |
| 32% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 32% | SHALLOW | 7 | Lady Gaga and Bradley Cooper song from "A Star Is Born" that won the Oscar for Best Original Song in 2019 |
| 31% | FOLKLORE | 8 | Album by Taylor Swift which won the Grammy for Album of the Year in 2021 |