| 100% | LIZZO | 5 | Singer/songwriter/flutist who had eight Grammy nominations in 2020 and who was named Time Magazine's 2019 Entertainer of the Year |
| 45% | LIZZO | 5 | Singer named Entertainer of the Year in 2019 by Time magazine |
| 40% | TAYLORSWIFT | 11 | Seven-time Grammy-winning country and pop singer who was EW's 2010 Entertainer of the Year: 2 wds. |
| 40% | MARENMORRIS | 11 | 1-Across, 12-Across, 27-Across, and 50-Across country/pop singer who was named Female Vocalist of the Year by the Country Music Association in 2020 (2 wds.) |
| 39% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 39% | GRETATHUNBERG | 13 | Swedish environmental activist who was Time Magazine's Person of the Year in 2019 (2 wds.) |
| 38% | THEGUARDIANS | 12 | Persecuted and endangered journalists who were Time Magazine's Persons of the Year in 2018 (2 wds.) |
| 38% | BONO | 4 | Musician who was named Time’s Person of the Year alongside Bill and Melinda Gates |
| 38% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 38% | DAWNSTALEY | 10 | University of South Carolina women's basketball coach who was named Naismith Coach of the Year in 2020, 2022, and 2023 (2 wds.) |
| 38% | GRETATHUNBERG | 13 | First Swedish woman and first person born in the 21st century to be named "Time" magazine's Person of the Year (2 wds.) |
| 38% | HER | 3 | Singer nominated for Album of the Year Grammys in 2019 and 2020 (and whose name spells a pronoun) |
| 37% | DOJACAT | 7 | 13-Across, 19-Across, and 38-Across singer who was named New Artist of the Year at the 2020 American Music Awards (2 wds.) |
| 37% | JOHNLEGEND | 10 | "All of Me" singer and "The Voice" coach who was named People's Sexiest Man Alive in 2019: 2 wds. |
| 37% | LIZZO | 5 | Singer named Time's 2019 Entertainer of the Year |
| 37% | RINASAWAYAMA | 12 | Singer/songwriter and model who was one of "Vogue" Japan's 2019 women of the year (2 wds.) |
| 37% | LADYA | 5 | “Need You Now” band’s newly shortened name and subject of a September, 2020, lawsuit filed by singer Anita White, who has used the name for years |
| 36% | THUNBERG | 8 | She was Time magazine's 2019 Person of the Year |
| 35% | BONO | 4 | Irishman who was a Time magazine Person of the Year in 2005 |
| 35% | ADELE | 5 | "Skyfall" singer who has been named Billboard's Artist of the Year thrice |
| 35% | OBAMA | 5 | Barack who was Time's Person of the Year in 2008 and 2012 |
| 35% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer who was named Billboard's 2018 Woman of the Year (2 wds.) |
| 35% | ANGELAMERKEL | 12 | German chancellor who was Time Magazine's Person of the Year in 2015 (2 wds.) |
| 35% | BONO | 4 | U2 singer who was one of Time's 2005 Persons of the Year |
| 35% | JUNECARTERCASH | 14 | "Ring of Fire" songwriter and five-time Grammy winner whose first name is a month of the year (2 wds.) |
| 35% | ANDRETTI | 8 | Mario ___, all-time great racing driver who was named the U.S. Driver of the Year in 3 separate decades |
| 34% | LEBRONJAMES | 11 | Los Angeles Lakers forward who was Time's Athlete of the Year in 2020 (2 wds.) |
| 34% | BARACKOBAMA | 11 | Political victor who was Time's Person of the Year in 2008 and 2012: 2 wds. |
| 34% | TARAVANDERVEER | 14 | Stanford University women's basketball coach who was named Naismith Coach of the Year in 1990, 2011, and 2021 (2 wds.) |
| 34% | GRETA | 5 | ___ Thunberg, environmental activist who was the TIME "Person of the Year" in 2019 |