| 100% | JEAN | 4 | "Billie ___," the second single from Michael Jackson's album in 16a, that won two Grammys and one American Music Award |
| 52% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 37% | BLANKSPACE | 10 | Second single from Taylor Swift's fifth album, that received three Grammy nominations, and had a part in the lyrics misheard by many: 2 wds. |
| 37% | HOTLINEBLING | 12 | Lead single from Drake's fourth album "Views," that won him two Grammys in 2017: 2 wds. |
| 36% | NUDE | 4 | Second single from Radiohead's album in 18a, that had a different title originally and was supposed to be part of the album "OK Computer" |
| 34% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 33% | HANDSTOMYSELF | 13 | Single from Selena Gomez's album "Revival" that was influenced by the music of American singer Prince: 3 wds. |
| 32% | WEFOUNDLOVE | 11 | Single from Rihanna's 6th studio album, a collaboration with DJ Calvin Harris, that won her a Grammy and was featured in "Sherlock" : 3 wds. |
| 31% | RED | 3 | Taylor Swift album that won two Billboard Music Awards in 2013 |
| 31% | RED | 3 | 41-Across album that won two Billboard Music Awards in 2013 |
| 31% | IRREPLACEABLE | 13 | Beyoncé hit song that won the Soul Train Music Award for Best R&B/Soul Single in 2007 |
| 31% | BADROMANCE | 10 | A 2009 hit by Lady Gaga which won two Grammys and has gone on to become one of the best selling singles of all time: 2 wds |
| 31% | BUTTERFLIES | 11 | Single from the album "Golden Hour" that won Best Country Solo Performance at the 2019 Grammys |
| 31% | KORN | 4 | American rock band from the '90s that released their second album "Life Is Peachy" in 1996 |
| 30% | SPACECOWBOY | 11 | Single from the album "Golden Hour" that won Best Country Song at the 2019 Grammys: 2 wds. |
| 30% | THRILLER | 8 | Michael Jackson's music album released in 1982 which holds the record for most copies sold ever |
| 30% | BAD | 3 | Michael Jackson album with songs like "Man in the Mirror," that went on to become one of the best-selling albums of all time |
| 29% | SMOKEYROBINSON | 14 | "I Second That Emotion" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 29% | JORDAN | 6 | Michael ___, American former basketball player who started his career in 1984 with the Chicago Bulls and won six NBA Finals MVP Awards |
| 29% | BAD | 3 | Michael Jackson album that included "Man in the Mirror" |
| 29% | 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.) |
| 29% | BAD | 3 | The seventh album by Michael Jackson, which went on to win two Grammys |
| 28% | ROSELAVELLE | 11 | Midfielder for the USWNT who won the Bronze Ball award and scored one of the two goals in the team's World Cup final game victory over 17-Across (2 wds.) |
| 28% | MEGANRAPINOE | 12 | Co-captain of the USWNT who won the Golden Ball award and scored one of the two goals in the team's World Cup final game victory over 17-Across (2 wds.) |
| 28% | HER | 3 | One-named singer who won the Academy Award for Best Original Song in 2021 for "Fight for You" from the film "Judas and the Black Messiah" |
| 28% | RUNTHISTOWN | 11 | 2009 single from Jay-Z, featuring Rihanna and Kanye West, that won the trio many awards, including two Grammys and an Emmy : 3 wds. |
| 27% | JUSTINBIEBER | 12 | 2010 American Music Awards New Artist of the Year whose fifth studio album, "Changes," debuted at #1 on the U.S. "Billboard" 200 in 2020 (2 wds.) |
| 27% | ARIANAGRANDE | 12 | 2013 American Music Awards New Artist of the Year whose sixth studio album, "Positions," debuted at #1 on the U.S. "Billboard" 200 in 2020 (2 wds.) |
| 27% | JUICE | 5 | Song from 46-Across's album "Cuz I Love You" that won the 2019 Soul Train Music Award for Video of the Year |
| 27% | JONASBROTHERS | 13 | 2008 American Music Awards New Artist of the Year whose fifth studio album, "Happiness Begins," debuted at #1 on the U.S. "Billboard" 200 in 2019 (2 wds.) |