| 100% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 83% | OCTAVIASPENCER | 14 | "The Help" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2017: 2 wds. |
| 83% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 44% | NEILDIAMOND | 11 | "Sweet Caroline" singer who was MusiCares Person of the Year in 2009: 2 wds. |
| 43% | CAITLYNJENNER | 13 | Transgender rights activist who was named Glamour Woman of the Year in 2015: 2 wds. |
| 43% | GRETATHUNBERG | 13 | Swedish environmental activist who was named Glamour Woman of the Year in 2019: 2 wds. |
| 43% | 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.) |
| 42% | JENNIFERLOPEZ | 13 | "Let's Get Loud" singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds. |
| 42% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 41% | JAMESCAGNEY | 11 | "Yankee Doodle Dandy" Oscar winner who played Bottom in the 1935 film version of "A Midsummer Night's Dream": 2 wds. |
| 41% | RAMIMALEK | 9 | "Bohemian Rhapsody" Oscar winner who was in the James Bond movie "No Time to Die": 2 wds. |
| 40% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who played Demetrius in the 1999 film version of "A Midsummer Night's Dream": 2 wds. |
| 40% | HELENMIRREN | 11 | "The Queen" Oscar winner who played Hermia in the 1968 film version of "A Midsummer Night's Dream": 2 wds. |
| 40% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 40% | HELENMIRREN | 11 | "The Queen" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2018: 2 wds. |
| 40% | BENBERNANKE | 11 | Economist who was Time's 2009 Person of the Year: 2 wds. |
| 39% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 39% | NICOLASCAGE | 11 | Oscar winner who stars in the 1998 film "City of Angels" (2 wds.) |
| 39% | JOEYLOGANO | 10 | 2018 and 2022 NASCAR Cup Series champion who was also the NASCAR Rookie of the Year in 2009: 2 wds. |
| 38% | BARACKOBAMA | 11 | Political victor who was Time's Person of the Year in 2008 and 2012: 2 wds. |
| 38% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2022: 2 wds. |
| 38% | BILLIEEILISH | 12 | "Bad Guy" singer who was Billboard's 2019 Woman of the Year: 2 wds. |
| 38% | DOLLYPARTON | 11 | "Jolene" singer who was MusiCares Person of the Year in 2019: 2 wds. |
| 38% | BARACKOBAMA | 11 | 44th President of the U.S. who was awarded the Nobel Peace Prize in 2009: 2 wds. |
| 37% | OLIVIARODRIGO | 13 | "Good 4 U" singer who was Billboard's 2021 Woman of the Year: 2 wds. |
| 37% | TARAVANDERVEER | 14 | Stanford University women's basketball coach who was named Naismith Coach of the Year in 1990, 2011, and 2021 (2 wds.) |
| 37% | TIMOTHYHUTTON | 13 | "Ordinary People" Oscar winner who plays the father of 50-Across in a 2020 biopic (2 wds.) |
| 37% | SIDNEYPOITIER | 13 | "Lilies of the Field" Oscar winner who played Donald Crease in "Sneakers": 2 wds. |
| 37% | CHINEYOGWUMIKE | 14 | Nigerian American WNBA player who was named Rookie of the Year in 2014: 2 wds. |
| 37% | ANGELAMERKEL | 12 | German chancellor who was Time Magazine's Person of the Year in 2015 (2 wds.) |