| 100% | RICHARDPRYOR | 12 | "Silver Streak" comic who was arrested for using foul language during a 1974 show: 2 wds. |
| 79% | GEORGECARLIN | 12 | "Seven dirty words" comic who was arrested for using foul language during a 1972 show: 2 wds. |
| 51% | LENNY | 5 | With 35-Across, comic portrayed on "The Marvelous Mrs. Maisel" who was arrested for using foul language during multiple 1960s shows |
| 33% | SHARYNALFONSI | 13 | Investigative journalist who is a correspondent for "60 Minutes": 2 wds. |
| 32% | ANDERSONCOOPER | 14 | "360°" CNN host who is a correspondent for "60 Minutes": 2 wds. |
| 32% | GARRYKASPAROV | 13 | Six-time World Chess Champion who was ranked No. 1 for a record 255 months overall during his career (2 wds.) |
| 32% | RICHARDPRYOR | 12 | "Silver Streak" star who was awarded the very first Mark Twain Prize for American Humor in 1998: 2 wds. |
| 32% | NORAHODONNELL | 13 | "CBS Evening News" anchor who is a correspondent for "60 Minutes": 2 wds. |
| 32% | ELIAKAZAN | 9 | "On the Waterfront" director who was a role model and mentor for Mike Nichols: 2 wds. |
| 32% | TIMMEADOWS | 10 | "The Ladies Man" star who was a cast member on "SNL" for 10 seasons: 2 wds. |
| 31% | LOUISELASSER | 12 | "Mary Hartman, Mary Hartman" actress who was also in "Requiem for a Dream": 2 wds. |
| 31% | SETHMEYERS | 10 | "Late Night" host who was a cast member on "SNL" for 13 seasons: 2 wds. |
| 31% | MARILYNMONROE | 13 | "Some Like It Hot" actress who was a repeated subject for pop artist Andy Warhol: 2 wds. |
| 31% | GUIDOSARDUCCI | 13 | Don Novello's early "SNL" character who was a rock critic for "L'Osservatore Romano": 2 wds. |
| 31% | ROBREINER | 9 | Director of 33-Across who will write a foreword for the book by 15-Across: 2 wds. |
| 30% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 30% | MATAHARI | 8 | Dancer who was a German spy during World War I: 2 wds. |
| 29% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |
| 29% | MOTHERTERESA | 12 | Canonized nun who is known for her work in India and has a "family" name: 2 wds. |
| 29% | TRAVISSCOTT | 11 | Rapper who was nominated for a Grammy for Best Rap Album in 2019 but lost to Cardi B: 2 wds. |
| 29% | TAYLORSWIFT | 11 | Singer who was nominated for a Grammy for Best New Artist in 2008 but lost to Amy Winehouse: 2 wds. |
| 29% | GRETAGERWIG | 11 | "Lady Bird" director who was the fifth woman nominated for a Best Director Oscar (2 wds.) |
| 29% | JANECAMPION | 11 | "The Piano" director who was the second woman nominated for a Best Director Oscar (2 wds.) |
| 29% | ALICIAKEYS | 10 | "Girl on Fire" singer who was a coach for three seasons on "The Voice" (2 wds.) |
| 29% | KATEMOSS | 8 | London-born supermodel who is a contributing fashion editor for "British Vogue" (2 wds.) |
| 29% | ELLENDEGENERES | 14 | Daytime talk show host who is a vegan: 2 wds. |
| 29% | ADAMLEVINE | 10 | Maroon 5 singer who was a coach for 16 seasons on "The Voice" (2 wds.) |
| 29% | MILEYCYRUS | 10 | "Wrecking Ball" singer who was a coach for two seasons on "The Voice" (2 wds.) |
| 29% | KELLYCLARKSON | 13 | "American Idol" winner who was a coach on "The Voice" for nine seasons (2 wds.) |
| 29% | PETERFONDA | 10 | Actor who is the son of legendary actor Henry, famous for playing the villain in "Once Upon a Time in the West": 2 wds. |