| 100% | ESPERANZA | 9 | American jazz bassist ___ Spalding who has won four Grammy awards, making her the first jazz artists to win the award |
| 40% | HATTIE | 6 | Actress McDaniel who was the first African-American to win an Academy Award |
| 39% | BASIE | 5 | Jazz great who was the first African-American man to win a Grammy |
| 37% | LYLE | 4 | Pitcher Sparky, first American League reliever to win the Cy Young Award |
| 37% | BEY | 3 | Queen ___ (nickname for the artist who has won a record 32 Grammy Awards) |
| 37% | JOHNWILLIAMS | 12 | Film music composer who has won 24 Grammy Awards, five Oscars, and four Golden Globes in the last six decades (2 wds.) |
| 37% | STEVIEWONDER | 12 | American artist who has won the Grammy thrice for "Best Album of the Year," including one for "Innervisions": 2 wds. |
| 37% | ENYA | 4 | New Age vocalist who has won four Grammy Awards |
| 36% | FRANKSINATRA | 12 | American artist who has won the Grammy thrice for "Best Album of the Year," including one for "September of My Years": 2 wds. |
| 36% | PAULSIMON | 9 | American artist who has won the Grammy thrice for "Best Album of the Year," including one for "Bridge over Troubled Water": 2 wds. |
| 36% | CARTER | 6 | Singer Blue Ivy who became the second youngest to win a Grammy Award |
| 35% | STEVENASH | 9 | Basketball Hall of Famer who was the first Canadian to win the NBA MVP award |
| 35% | LEANNRIMES | 10 | First country singer to win the Best New Artist Grammy |
| 35% | NORAH | 5 | With 22-Down, "Come Away with Me" singer who won the 2002 Best New Artist Grammy Award |
| 35% | EMINEM | 6 | "Lucky You" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times |
| 34% | NICKIMINAJ | 10 | "Anaconda" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times: 2 wds. |
| 34% | JANEADDAMS | 10 | Social worker who was the first American woman to win the Nobel Peace Prize |
| 34% | VIOLA | 5 | Actress Davis who was the first African American to win the Triple Crown of Acting |
| 34% | GOLDSCHMIDT | 11 | Paul ___, baseball first baseman who has won four Silver Slugger Awards |
| 34% | BEYONCE | 7 | "Black is King" artist who won four Grammy Awards in 2021 |
| 33% | AIMEEMANN | 9 | Grammy award winning female bassist who has been named one of the world's top ten greatest living songwriters by NPR: 2 wds. |
| 33% | LIN | 3 | Jeremy who was the first Asian American to win an NBA Championship |
| 33% | MEL | 3 | Brooks who has won the four EGOT awards |
| 33% | CHUCKNOLL | 9 | American football coach who has won four Super Bowls as the head coach: 2 wds. |
| 33% | RONDA | 5 | Rousey who was the first American woman to win an Olympic judo medal |
| 33% | POITIER | 7 | Sidney who was the first African American to win a Best Actor Oscar |
| 33% | HELENHAYES | 10 | American actress nicknamed "First Lady of American Theatre" who has won the EGOT (Emmy, Grammy, Oscar, and Tony): 2 wds. |
| 33% | MEG | 3 | Musician White of the White Stripes who won multiple Grammy Awards with her band |
| 33% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 33% | MILEY | 5 | With 32-Across, singer-songwriter who exclaimed "I just won my first Grammy!" during her performance of "Flowers" at the 2024 Grammy Awards |