| 100% | VANGOGH | 7 | Dutch painter who's the subject of the Don McLean song "Vincent" (2 wds.) |
| 54% | VANGOGH | 7 | Vincent ___, Dutch painter of "The Starry Night" who was also one of the influential figures of Western Art: 2 wds. |
| 52% | MARILYNMONROE | 13 | Actress who's the subject of 54-Across: 2 wds. |
| 52% | GLORIASTEINEM | 13 | Ms. magazine cofounder who's the subject of a new biographical film: 2 wds. |
| 51% | VINCENTVAN | 10 | Post-Impressionist Dutch artist who is the renowned painter of "The Starry Night," ___ Gogh: 2 wds. |
| 50% | ELTONJOHN | 9 | "Candle in the Wind" singer/pianist who's the subject of 41-Across: 2 wds. |
| 49% | STEPHENHAWKING | 14 | ALS-stricken English physicist who's the subject of "The Theory of Everything": 2 wds. |
| 48% | RITCHIEVALENS | 13 | Rock singer who was the subject of the 1987 biopic "La Bamba": 2 wds. |
| 48% | ANDREWWYETH | 11 | "Christina's World" painter who received the National Medal of Arts in 2007: 2 wds. |
| 47% | BETTEDAVIS | 10 | Iconic Hollywood actress who's the subject of the new memoir "Miss D and Me" by her personal assistant Kathryn Sermak: 2 wds. |
| 46% | JOHNNYCASH | 10 | Country singer who was the subject of the 2005 biopic "Walk the Line": 2 wds. |
| 46% | JAMESBROWN | 10 | Rock singer who was the subject of the 2014 biopic "Get On Up": 2 wds. |
| 46% | OLIVIA | 6 | Rodrigo who's the subject of the music documentary Driving Home 2 U |
| 45% | JASPERJOHNS | 11 | "Three Flags" painter who received the National Medal of Arts in 1990: 2 wds. |
| 45% | TEENA | 5 | Brandon who's the subject of "Boys Don't Cry" |
| 45% | PRINCECHARLES | 13 | Member of the British royal family who's an accomplished painter: 2 wds. |
| 44% | VANGOGH | 7 | "The Starry Night" painter sung about in Don McLean's "Vincent" (2 wds.) |
| 44% | RICFLAIR | 8 | Retired professional wrestler who is the subject of the 2017 ESPN "30 for 30" documentary "Nature Boy": 2 wds. |
| 44% | STARRYNIGHT | 11 | "The ___," an oil on canvas by the Dutch painter Vincent van Gogh which is housed in the Museum of Modern Art in NYC: 2 wds. |
| 44% | JAMESFRANCO | 11 | "The Interview" star who was the subject of a Comedy Central Roast in 2013: 2 wds. |
| 44% | DONALDTRUMP | 11 | "The Apprentice" host who was the subject of a Comedy Central Roast in 2011: 2 wds. |
| 44% | ROSEANNEBARR | 12 | 1990s sitcom star who was the subject of a Comedy Central Roast in 2012: 2 wds. |
| 43% | CRAIGROBINSON | 13 | "The Office" actor who's the host of "The Masked Dancer": 2 wds. |
| 43% | JOHNDALY | 8 | 1991 PGA Championship winner who is the subject of the 2016 ESPN "30 for 30" documentary "Hit It Hard": 2 wds. |
| 43% | HURRICANECARTER | 15 | Wrongfully imprisoned boxer who's the subject of a Dylan song |
| 43% | ALGORE | 6 | Activist who's the focus of "An Inconvenient Sequel": 2 wds. |
| 43% | JOHNCALIPARI | 12 | University of Kentucky basketball coach who is the subject of the 2017 ESPN "30 for 30" documentary "One and Not Done": 2 wds. |
| 43% | AMERICANWOMAN | 13 | Lenny Kravitz's cover song which featured on the soundtrack of the 1999 film "Austin Powers: The Spy Who Shagged Me": 2 wds. |
| 43% | REEDRICHARDS | 12 | Superhero dad who's the leader of the Fantastic Four: 2 wds. |
| 43% | LIVTYLER | 8 | Actress who's the daughter of Aerosmith's front man: 2 wds. |