| 100% | OCTAVIASPENCER | 14 | "The Help" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2017: 2 wds. |
| 86% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 86% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 47% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 45% | JOHNNYBENCH | 11 | Cincinnati Reds catching great who was the MLB's NL Rookie of the Year in 1968 (2 wds.) |
| 45% | THURMANMUNSON | 13 | New York Yankees catching great who was the MLB's AL Rookie of the Year in 1970 (2 wds.) |
| 45% | CARLTONFISK | 11 | Boston Red Sox catching great who was the MLB's AL Rookie of the Year in 1972 (2 wds.) |
| 45% | JOSEALTUVE | 10 | Houston Astros second baseman who was the Associated Press Athlete of the Year in 2017: 2 wds. |
| 45% | JODIEFOSTER | 11 | Two-time Oscar-winning actress who was Entertainment Weekly's 1991 Entertainer of the Year: 2 wds. |
| 44% | EMMATHOMPSON | 12 | "Howard's End" Oscar winner who was appointed a Dame Commander of the Order of the British Empire (DBE) in 2018 (2 wds.) |
| 44% | JANELLEMONAE | 12 | Actress in the Best Picture winner "Moonlight" who was nominated for an Album of the Year Grammy in 2019: 2 wds. |
| 44% | RICHARDHARRIS | 13 | Actor in the Best Picture winner "Unforgiven" who was nominated for an Album of the Year Grammy in 1968: 2 wds. |
| 44% | SOFIAKENIN | 10 | American tennis player who won the Women's Tennis Association's Player of the Year in 2020: 2 wds. |
| 44% | CAITLYNJENNER | 13 | Transgender rights activist who was named Glamour Woman of the Year in 2015: 2 wds. |
| 44% | GRETATHUNBERG | 13 | Swedish environmental activist who was named Glamour Woman of the Year in 2019: 2 wds. |
| 44% | DWAYNEJOHNSON | 13 | "Hobbs & Shaw" actor who won the NAACP Image Award for Entertainer of the Year in 2017: 2 wds. |
| 44% | ARIANAGRANDE | 12 | 17-Across and 39-Across singer who was named Billboard's 2018 Woman of the Year (2 wds.) |
| 43% | HELENMIRREN | 11 | "The Queen" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2018: 2 wds. |
| 43% | BARACKOBAMA | 11 | Political victor who was Time's Person of the Year in 2008 and 2012: 2 wds. |
| 43% | AMANDAGORMAN | 12 | "The Hill We Climb" poet who is one of Time's 2022 Women of the Year: 2 wds. |
| 43% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 43% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 43% | QUINTABRUNSON | 13 | "Abbott Elementary" creator and star who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 43% | SELMABLAIR | 10 | "Cruel Intentions" actress who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 43% | BILLIEEILISH | 12 | "Bad Guy" singer who was Billboard's 2019 Woman of the Year: 2 wds. |
| 42% | TARAVANDERVEER | 14 | Stanford University women's basketball coach who was named Naismith Coach of the Year in 1990, 2011, and 2021 (2 wds.) |
| 42% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who played Demetrius in the 1999 film version of "A Midsummer Night's Dream": 2 wds. |
| 42% | HELENMIRREN | 11 | "The Queen" Oscar winner who played Hermia in the 1968 film version of "A Midsummer Night's Dream": 2 wds. |
| 42% | KACEYMUSGRAVES | 14 | "Follow Your Arrow" singer who is one of Time's 2022 Women of the Year: 2 wds. |
| 42% | YOLANDAADAMS | 12 | "Already Alright" singer who was inducted into the Gospel Music Hall of Fame in 2017: 2 wds. |