| 100% | VICKILAWRENCE | 13 | Costar of 39-Across and singer of "The Night the Lights Went Out in Georgia": 2 wds. |
| 47% | OUTIN | 5 | "The Night the Lights Went ___ Georgia": 2 wds. |
| 47% | PETDOOR | 7 | Fido or Fluffy's way to go in and out of the house: 2 wds. |
| 44% | ELTONJOHN | 9 | "Candle in the Wind" singer who said of his upcoming farewell tour, "It's a way of going out with a bang": 2 wds. |
| 43% | HARVEYKORMAN | 12 | Costar of 39-Across who played a villain in "Blazing Saddles": 2 wds. |
| 43% | TIMOTHEE | 8 | With 39-Across, "Wonka" actor who costars with Zendaya in the 2021 and 2024 "Dune" films: 2 wds. |
| 42% | ALGREEN | 7 | The Reverend ___ (soul singer in the Rock and Roll Hall of Fame): 2 wds. |
| 42% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 41% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 41% | AMYWINEHOUSE | 12 | "Rehab" singer who won the Best New Artist and Record of the Year Grammys in 2008: 2 wds. |
| 41% | NEILYOUNG | 9 | "Heart of Gold" singer in the Rock and Roll Hall of Fame: 2 wds. |
| 41% | DANIELCORMIER | 13 | Holder of the UFC light heavyweight and heavyweight titles simultaneously in 2018: 2 wds. |
| 41% | 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. |
| 41% | KENNYCHESNEY | 12 | Singer of the 2007 #1 country hit "Beer in Mexico": 2 wds. |
| 41% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 41% | BEVERLYSILLS | 12 | Opera singer who chaired Lincoln Center and received the National Medal of Arts in 1990: 2 wds. |
| 41% | LIZAMINNELLI | 12 | "Cabaret" star and singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 41% | CAROLEKING | 10 | "It's Too Late" singer inducted into the Rock and Roll Hall of Fame in 2021: 2 wds. |
| 41% | TODDRUNDGREN | 12 | "Hello It's Me" singer inducted into the Rock and Roll Hall of Fame in 2021: 2 wds. |
| 40% | SHERYLCROW | 10 | "All I Wanna Do" singer who won the Best New Artist and Record of the Year Grammys in 1995: 2 wds. |
| 40% | NORAHJONES | 10 | "Don't Know Why" singer who won the Best New Artist and Record of the Year Grammys in 2003: 2 wds. |
| 40% | SMOKEYROBINSON | 14 | 42-Across singer/songwriter who was inducted into the Rock and Roll Hall of Fame in 1987 (2 wds.) |
| 40% | ANDRAECROUCH | 12 | "Soon and Very Soon" singer who was inducted into the Gospel Music Hall of Fame in 1998: 2 wds. |
| 40% | WENT | 4 | "The Night the Lights ___ Out in Georgia" |
| 40% | HARRISONFORD | 12 | Ke Huy Quan's costar in 1984's "Indiana Jones and the Temple of Doom": 2 wds. |
| 40% | MICKJAGGER | 10 | Lead singer of the Rolling Stones who was knighted in 2003: 2 wds. |
| 40% | PYRENEANIBEX | 12 | A subspecies of the Iberian wild goat, found in Spain and Southern France which went extinct in 2000: 2 wds. |
| 40% | LINDARONSTADT | 13 | "You're No Good" singer who was inducted into the Rock and Roll Hall of Fame in 2014: 2 wds. |
| 40% | MARILYNHORNE | 12 | Opera singer who performed at Clinton's 1993 inauguration and received the National Medal of Arts in 1992: 2 wds. |
| 40% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer who was named Billboard's 2018 Woman of the Year (2 wds.) |