| 100% | JKROWLING | 9 | She won the Bram Stoker Award for Best Work for Young Readers twice, for "Harry Potter" books: 3 wds. |
| 50% | JORDANPEELE | 11 | He won the Bram Stoker Award for Best Screenplay twice, for "Get Out" and "Us": 2 wds. |
| 45% | STEPHENKING | 11 | He won the Bram Stoker Award for Best Novel six times, most recently for "Doctor Sleep": 2 wds. |
| 37% | ALANMOORE | 9 | He won two Bram Stoker Awards, including Best Graphic Novel for "Neonomicon": 2 wds. |
| 37% | THISISME | 8 | Song from "The Greatest Showman" which won the Golden Globe Award for Best Original Song in 2017: 3 wds. |
| 36% | GWILLOWWILSON | 13 | Writer/artist who won the 2020 Eisner Award for Best New Series with Christian Ward for "Invisible Kingdom" (3 wds.) |
| 35% | JESMYNWARD | 10 | Mississippi novelist who is the only woman to win the National Book Award for Fiction twice (2 wds.) |
| 35% | BEFORETHEFALL | 13 | Noah Hawley novel that won the 2017 Edgar Award for Best Novel (3 wds.) |
| 35% | THELOCKARTIST | 13 | Steve Hamilton novel that won the 2011 Edgar Award for Best Novel (3 wds.) |
| 35% | BAKERBOYS | 9 | "The Fabulous ___," 1989 rom-com starring Michelle Pfeiffer that won her the Golden Globe award for Best Actress: 2 wds. |
| 35% | VIOLADAVIS | 10 | She won the 2017 SAG Award for Female Actor in a Supporting Role for "Fences": 2 wds. |
| 34% | JULIEANDREWS | 12 | Performer who won an Academy Award for Best Actress for playing the title character in her film debut, "Mary Poppins" (2 wds.) |
| 34% | NOBELPRIZE | 10 | Award 18-Across won twice, for her work in physics and chemistry: 2 wds. |
| 34% | ISAACHAYES | 10 | "Soul Man" singer who won an Academy Award for Best Original Song for his work on the film "Shaft": 2 wds. |
| 34% | THEROUNDHOUSE | 13 | Louise Erdrich novel that won the National Book Award for Fiction in 2012 (3 wds.) |
| 34% | LORDOFMISRULE | 13 | Jaimy Gordon novel that won the National Book Award for Fiction in 2010 (3 wds.) |
| 34% | THEECHOMAKER | 12 | 2006 novel by 32-Across that won the National Book Award for Fiction (3 wds.) |
| 34% | 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. |
| 34% | KISSMEKATE | 10 | 1948 show with music and lyrics by 39-Across that won the first Tony Award for Best Musical (3 wds.) |
| 34% | ALLISONJANNEY | 13 | She won the 2018 SAG Award for Female Actor in a Supporting Role for "I, Tonya": 2 wds. |
| 34% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 33% | MARSAIMARTIN | 12 | She won the 2020 NAACP Award for Outstanding Supporting Actress for "Little": 2 wds. |
| 33% | DUNE | 4 | Frank Herbert work that won the inaugural Nebula Award for Best Novel |
| 33% | DONTLETMEDOWN | 13 | The Chainsmokers song that won the 2017 Grammy Award for Best Dance Recording (4 wds.) |
| 33% | SUSANCHOI | 9 | 15-Across and 33-Across writer who won the 2019 National Book Award for Fiction for her novel "Trust Exercise" (2 wds.) |
| 33% | JAMESMCBRIDE | 12 | 15-Across and 47-Across writer who won the 2013 National Book Award for Fiction for "The Good Lord Bird" (2 wds.) |
| 33% | THEDANISHGIRL | 13 | 2015 biographical drama film for which Alicia Vikander won the Academy Award for Best Supporting Actress: 3 wds. |
| 33% | MORNINGPHASE | 12 | Beck album that won the 2015 Grammy Award for Best Rock Album: 2 wds. |
| 33% | THERESISTANCE | 13 | Muse album that won the 2011 Grammy Award for Best Rock Album: 2 wds. |
| 33% | 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.) |