| 100% | JANELLEMONAE | 12 | "Dirty Computer" singer and "Glass Onion" actress who Prince encouraged and mentored during collaborations in the 2010s: 2 wds. |
| 50% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |
| 45% | CARMENELECTRA | 13 | Singer, model, and "Scary Movie" star who Prince encouraged and produced early in her career: 2 wds. |
| 41% | NANETTEFABRAY | 13 | Actress and singer (1920-2018) who won a Tony in 1949 and three Emmys in the 1950s: 2 wds. |
| 41% | SELENAGOMEZ | 11 | Actress and singer who voiced Mavis Dracula in the 2012 animated film "Hotel Transylvania": 2 wds. |
| 40% | MEGHANMARKLE | 12 | Former actress and now Duchess of Sussex who tied the knot with Prince Harry in 2018: 2 wds. |
| 40% | JENNIFERLOPEZ | 13 | "Selena" singer and actress who plays an ex-assassin in the new movie "The Mother": 2 wds. |
| 39% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 39% | JANELLEMONAE | 12 | "Dirty Computer" singer who won the GLAAD Media Award for Outstanding Music Artist in 2019: 2 wds. |
| 38% | EMMAWATSON | 10 | "Harry Potter" actress who played Belle in 2017's "Beauty and the Beast": 2 wds. |
| 38% | CYNTHIANIXON | 12 | "Sex and the City" actress who unsuccessfully ran for New York governor in 2018: 2 wds. |
| 37% | AUDRAMCDONALD | 13 | "Ricki and the Flash" actress who played Garderobe in 2017's "Beauty and the Beast": 2 wds. |
| 37% | TIFFANYHADDISH | 14 | Comedian and "Girls Trip" actress who appeared in the "Girls Like You" video: 2 wds. |
| 37% | SHELLEYFABARES | 14 | Actress and singer who's the niece of 19-Across: 2 wds. |
| 37% | EMMATHOMPSON | 12 | "The Remains of the Day" actress who played Elinor Dashwood in "Sense and Sensibility": 2 wds. |
| 36% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 36% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 36% | MAVISSTAPLES | 12 | Gospel and soul singer who received the Woody Guthrie Prize in 2015: 2 wds. |
| 36% | PAULMCCARTNEY | 13 | Singer and bass guitarist for the Beatles who was knighted in 1997: 2 wds. |
| 36% | CYNTHIANIXON | 12 | "Sex and the City" actress who plays Gwendolyn in "Ratched": 2 wds. |
| 36% | EVALONGORIA | 11 | "Overboard" actress who plays Dora's mother in "Dora and the Lost City of Gold": 2 wds. |
| 36% | DEMILOVATO | 10 | "Camp Rock!" actress and singer who plays the piano and guitar: 2 wds. |
| 36% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 36% | LESLIEJONES | 11 | Actress who plays the mother of Prince Akeem's son in "Coming 2 America": 2 wds. |
| 36% | JANETJACKSON | 12 | Actress and singer who played the Evans family's neighbor Penny on "Good Times": 2 wds. |
| 36% | EILEENBRENNAN | 13 | Actress who played Doreen Lewis in both the movie and TV series "Private Benjamin": 2 wds. |
| 36% | DREWBARRYMORE | 13 | "The Wedding Singer" actress who was People's Most Beautiful Person in 2007: 2 wds. |
| 36% | JENNIFERLOPEZ | 13 | American singer and actress who has made hits like "On the Floor": 2 wds. |
| 36% | INGRIDBERGMAN | 13 | Swedish-born actress who starred in the 1940s movies "Gaslight" and "Casablanca": 2 wds. |
| 36% | CAROLCHANNING | 13 | Singer/actress who headlined the original production of "Hello, Dolly!" in 1964: 2 wds. |