| 100% | MUHAMMADALI | 11 | Boxer played by Will Smith in a 2001 biopic (2 wds.) |
| 86% | ALI | 3 | Boxer played by Will Smith in a 2001 biopic |
| 80% | ALI | 3 | Boxer Muhammad played by Will Smith in a 2001 biopic |
| 74% | ALI | 3 | Boxer portrayed by Will Smith in a 2001 biopic |
| 65% | ALI | 3 | Boxer played by Will Smith in 2001 |
| 64% | ALI | 3 | Boxer portrayed by Will Smith in a 2001 movie |
| 61% | ALI | 3 | Boxer played in a biopic by Will Smith |
| 54% | MALCOLMX | 8 | Civil rights leader played by Denzel Washington in a 1992 biopic: 2 wds. |
| 53% | ALI | 3 | 2001 biopic starring Will Smith in the title role of a famous boxer |
| 53% | JACKSONPOLLOCK | 14 | American "drip technique" painter played by Ed Harris in a 2000 biopic: 2 wds. |
| 52% | PABLOPICASSO | 12 | Spanish artist played by Anthony Hopkins in a 1996 biopic (2 wds.) |
| 52% | ALI | 3 | Whom Will Smith played in a 2001 sports biopic |
| 51% | ALI | 3 | 2001 film in which Will Smith played a legendary boxer |
| 50% | NINASIMONE | 10 | Singer played by Zoe Saldaña in a 2016 musical biopic (2 wds.) |
| 49% | RICHARDNIXON | 12 | Former U.S. president played by Anthony Hopkins in a 1995 biopic (2 wds.) |
| 49% | GEORGEFOREMAN | 13 | Boxing champion played by Khris Davis in a 2023 sports biopic (2 wds.) |
| 48% | TONYAHARDING | 12 | Figure skater played by 42-Across in a 2017 biopic (2 wds.) |
| 48% | ALI | 3 | Boxer played by Will Smith |
| 48% | GUSTAVOFRING | 12 | Character played by Giancarlo Esposito in "Breaking Bad", who owns Los Pollos Hermanos, besides being a prominent meth distributor: 2 wds. |
| 48% | ALI | 3 | Will Smith's title role in a biopic about a boxer |
| 47% | VINCENTVANGOGH | 14 | Dutch painter played by Willem Dafoe in a 2018 biopic: 3 wds. |
| 46% | JESSEPINKMAN | 12 | Character played by Aaron Paul in "Breaking Bad", who was a crystal meth dealer and worked with the character played by 30-Across: 2 wds. |
| 46% | ROBINHOOD | 9 | Fictional archer played by Russell Crowe in a 2010 film: 2 wds. |
| 46% | HARRIETTUBMAN | 13 | Abolitionist and political activist played by 44-Across in a 2019 biopic (2 wds.) |
| 45% | ALI | 3 | 2001 biopic starring Will Smith as a famous boxer |
| 45% | TOMBRAIDER | 10 | Game whose heroine was played by Angelina Jolie in a 2001 film |
| 45% | IRIS | 4 | Novelist Murdoch who was played by Kate Winslet and Judi Dench in a 2001 biopic |
| 45% | DOLORESHUERTA | 13 | Civil rights leader, played by Rosario Dawson in the 18-Across biopic, who received a Presidential Medal of Freedom in 2012: 2 wds. |
| 45% | CHARLIEWILSON | 13 | Title role played by Tom Hanks in a 2007 comedy-drama: 2 wds. |
| 45% | LARRYCROWNE | 11 | Title role played by Tom Hanks in a 2011 romantic comedy: 2 wds. |