| 100% | MICHAELBJORDAN | 14 | He won the 2020 NAACP Image Award for Outstanding Actor for "Just Mercy": 3 wds. |
| 64% | LUPITANYONGO | 12 | She won the 2020 NAACP Image Award for Outstanding Actress for "Us": 2 wds. |
| 52% | MARSAIMARTIN | 12 | She won the 2020 NAACP Award for Outstanding Supporting Actress for "Little": 2 wds. |
| 47% | WILLSMITH | 9 | "Ali" actor who won the NAACP Image Award for Entertainer of the Year in 1999: 2 wds. |
| 47% | JAMIEFOXX | 9 | "Ray" actor who won the NAACP Image Award for Entertainer of the Year in 2013: 2 wds. |
| 47% | SCENTOFA | 8 | "___ Woman," 1992 film starring Al Pacino (birthday today) for which he won the Academy Award for Best Actor: 3 wds. |
| 47% | DWAYNEJOHNSON | 13 | "Hobbs & Shaw" actor who won the NAACP Image Award for Entertainer of the Year in 2017: 2 wds. |
| 46% | EUGENELEVY | 10 | Former SCTV regular who won the 2020 Emmy Award for Outstanding Lead Actor in a Comedy Series for playing Johnny Rose on 46-Across (2 wds.) |
| 46% | JEREMYIRONS | 11 | "Eragon" actor who won the 2014 Primetime Emmy Award for Outstanding Narrator for "Game of Lions": 2 wds. |
| 46% | JOSHOCONNOR | 11 | "The Crown" actor who won the 2020 Golden Globe Award for Best Television Actor - Drama Series (2 wds.) |
| 45% | MARKRUFFALO | 11 | "I Know This Much Is True" actor who won the 2020 Golden Globe Award for Best Actor - Television Motion Picture (2 wds.) |
| 45% | BLONDEFAITH | 11 | 2007 novel featuring 17-Across for which 29-Across won the NAACP Image Award for Outstanding Literary Work, Fiction (2 wds.) |
| 44% | DANIELKALUUYA | 13 | "Judas and the Black Messiah" actor who won the 2020 Golden Globe Award for Best Supporting Actor - Motion Picture (2 wds.) |
| 44% | JASONSUDEIKIS | 13 | "Ted Lasso" actor who won the 2020 Golden Globe Award for Best Television Actor - Musical/Comedy Series (2 wds.) |
| 43% | ASBRAVEASYOU | 12 | 29-Across novel that won the Kirkus Prize in 2016 and the NAACP Image Award for Outstanding Literary Work for Youth/Teen in 2017 (4 wds.) |
| 43% | DAVIDALANGRIER | 14 | "A Soldier's Play" actor who won the 2020 Tony Award for Best Performance by a Featured Actor in a Play (3 wds.) |
| 42% | JEREMYSTRONG | 12 | "Succession" star who won the 2020 Emmy for Outstanding Lead Actor in a Drama Series: 2 wds. |
| 42% | DAVIDOYELOWO | 12 | 19-Across and 33-Across actor who won a 2015 NAACP Image Award for his portrayal of Martin Luther King Jr. in "Selma" (2 wds.) |
| 42% | EUGENELEVY | 10 | "Schitt's Creek" star who won the 2020 Emmy for Outstanding Lead Actor in a Comedy Series: 2 wds. |
| 41% | JOAQUINPHOENIX | 14 | Actor who won the Academy Award for Best Actor in 2020 for playing the title role in "Joker" (2 wds.) |
| 41% | ANDTHECITY | 10 | "Sex ___," American television show that won the Primetime Emmy Award for Outstanding Comedy Series in 2001: 3 wds. |
| 40% | DANNYBURSTEIN | 13 | "Moulin Rouge!" actor who won the 2020 Tony Award for Best Performance by a Featured Actor in a Musical (2 wds.) |
| 40% | CHARLESYU | 9 | Author who won the 2020 National Book Award for Fiction for "Interior Chinatown": 2 wds. |
| 40% | CHARLESYU | 9 | Writer whose novel "Interior Chinatown" won the 2020 National Book Award for Fiction (2 wds.) |
| 40% | MERYLSTREEP | 11 | "The Post" actress who won the 2017 Primetime Emmy Award for Outstanding Narrator for "Five Came Back": 2 wds. |
| 39% | RAMIMALEK | 9 | American actor who won the 2019 Golden Globe Award for Best Actor for the film "Bohemian Rhapsody": 2 wds. |
| 39% | KEITH | 5 | With 35-Across, "Pitch Black" actor who won the 2016 Primetime Emmy Award for Outstanding Narrator for "Jackie Robinson" |
| 39% | JODIEFOSTER | 11 | "The Mauritanian" actress who won the 2020 Golden Globe Award for Best Supporting Actress - Motion Picture (2 wds.) |
| 39% | COUNTRYFOROLD | 13 | "No ___ Men," a movie in which Javier Bardem starred in and won the Best Actor Award at the Oscars for his performance: 3 wds. |
| 39% | COLESPROUSE | 11 | "Riverdale" actor who won the People's Choice Award for Male TV Star of 2019 (2 wds.) |