| 100% | DAVIDDUCHOVNY | 13 | Winner of Golden Globes (1997, 2008) for his roles as 15-Across and 51-Across: 2 wds. |
| 49% | RICHARDGERE | 11 | Golden Globe winner for the role of 30-/33-Across in the 2002 movie musical "Chicago": 2 wds. |
| 44% | STANLEYTUCCI | 12 | Two time Emmy winner for his films "Winchell" and "Monk", who plays the role of Merlin, in 30a : 2 wds. |
| 43% | STEVEMARTIN | 11 | American comedian and actor that reportedly has an IQ as high as 142, and known for his role in "Father of the Bride": 2 wds. |
| 42% | ADAMSCOTT | 9 | "Parks and Recreation" actor who was nominated for an Emmy for his role as Mark Scout on 48-Across (2 wds.) |
| 41% | JULIAROBERTS | 12 | Winner of the 1990 Golden Globe for Best Supporting Actress for her work in "Steel Magnolias": 2 wds. |
| 40% | ROWANATKINSON | 13 | Actor who voiced Zazu, a hornbill in "The Lion King" and is best known for his role as Mr. Bean: 2 wds. |
| 39% | MARGOTROBBIE | 12 | Australian actress who's earned Golden Globe and SAG Award nominations for her portrayal of Tonya Harding: 2 wds. |
| 39% | DAVIDDUCHOVNY | 13 | American actor that reportedly has an IQ of 147, and is best known for his roles on "The X-Files" and "Californication": 2 wds. |
| 39% | FRANKWELKER | 11 | Voice actor popular for his role as Fred Jones from "Scooby-Doo" and is voicing Abu the monkey in 2019 film "Aladdin": 2 wds. |
| 39% | COMICBOOK | 9 | Setting for each of the places in 15-, 21-, and 41-Across: 2 wds. |
| 38% | JOHNLARROQUETTE | 15 | Winner of four consecutive Emmys for his sitcom role as a prosecutor |
| 38% | JAMESFRANCO | 11 | American actor pursuing an English PHD at Yale with a reported IQ of 130, and known for his role in "127 Hours": 2 wds. |
| 37% | CENTERFIELDER | 13 | 14-Across's defensive role for most of his career: 2 wds. |
| 37% | JODIEFOSTER | 11 | Actress who won a Golden Globe for "The Silence of the Lambs" and won their Cecil B. DeMille Award in 2013: 2 wds. |
| 36% | SEANCONNERY | 11 | Scottish actor best known for his role as James Bond, who was knighted in 2000: 2 wds. |
| 36% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 36% | KRISHUMPHRIES | 13 | Brooklyn Nets player and husband of 15-Across for 72 days in 2011: 2 wds. |
| 36% | SHEMARMOORE | 11 | "S.W.A.T." actor who won an Emmy for his role on "The Young and the Restless": 2 wds. |
| 36% | MELISSALEO | 10 | She won the Oscar and Golden Globe for Best Supporting Actress for 18-Across: 2 wds. |
| 36% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 36% | BRENDANFRASER | 13 | 2023 Best Actor Oscar winner for his role in "The Whale": 2 wds. |
| 35% | COMEDYCENTRAL | 13 | Network for 15-Across and 20-Across: 2 wds. |
| 35% | WILLIAMHURT | 11 | Actor nominated for an Academy Award for his role as anchor Tom Grunick in "Broadcast News": 2 wds. |
| 35% | JODIEFOSTER | 11 | Actress who won a Golden Globe and an Oscar for both "The Accused" and "The Silence of the Lambs" (2 wds.) |
| 35% | JAMESEARL | 9 | ___ Jones, actor who voiced Mufasa, Simba's father, in "The Lion King" and is also known for his voice role as Darth Vader in "Star Wars": 2 wds. |
| 35% | JANEFONDA | 9 | 2014 AFI Life Achievement Award winner for such films as "On Golden Pond": 2 wds. |
| 35% | KYLEMACLACHLAN | 14 | "The House with a Clock in Its Walls" actor who is popularly known for his role as Dale Cooper in "Twin Peaks": 2 wds. |
| 35% | HANKAZARIA | 10 | "The Simpsons" voice actor who won an Emmy for his guest role as Ed Cochran on 43-Across: 2 wds. |
| 34% | ACTORSGUILD | 11 | Screen ___ Awards, presented by the SAG-AFTRA, which Nicholson won for his role in "As Good As It Gets": 2 wds. |