| 100% | ANNAMAZZOLA | 11 | Author whose novel "The Unseeing" won the 2018 Edgar Award in the Best Paperback Original category: 2 wds. |
| 71% | JASONREYNOLDS | 13 | Author whose novel "Long Way Down" won the 2018 Edgar Award in the Best Young Adult category: 2 wds. |
| 64% | JOHNCROWLEY | 11 | Author whose short story "Spring Break" won the 2018 Edgar Award in the Best Short Story category: 2 wds. |
| 49% | BRUCEDESILVA | 12 | Novelist whose "Rogue Island" won the 2011 Edgar Award for Best First Novel (2 wds.) |
| 49% | JASONMATTHEWS | 13 | Novelist whose "Red Sparrow" won the 2014 Edgar Award for Best First Novel (2 wds.) |
| 48% | ALEXBERENSON | 12 | Novelist whose "The Faithful Spy" won the 2007 Edgar Award for Best First Novel (2 wds.) |
| 46% | ISME | 4 | "This ___," Keala Settle song that won the 2018 Golden Globe Award for Best Original Song: 2 wds. |
| 45% | JESMYNWARD | 10 | Author whose novels "Salvage the Bones" and "Sing, Unburied, Sing" each won a National Book Award: 2 wds. |
| 44% | AWHOLE | 6 | "___ New World," song from "Aladdin" that won the Academy Award for Best Original Song in 1993: 2 wds. |
| 44% | TAYLORSWIFT | 11 | Singer whose "Anti-Hero" won the MTV Video Music Award for Best Pop Video in 2023: 2 wds. |
| 44% | KATRINALENK | 11 | 30-Across singer/actress who won the 2018 Tony Award for Best Actress in a Musical (2 wds.) |
| 43% | HARRYSTYLES | 11 | Singer whose "As It Was" won the MTV Video Music Award for Best Pop Video in 2022: 2 wds. |
| 43% | JUSTINBIEBER | 12 | Singer whose "Peaches" won the MTV Video Music Award for Best Pop Video in 2021: 2 wds. |
| 43% | NEILGAIMAN | 10 | Author whose YA novel "The Graveyard Book" won the Newbery Medal in 2009: 2 wds. |
| 43% | CONNIEWILLIS | 12 | Sci-fi author whose 2010 two-volume novel "Blackout/All Clear" won both the Hugo and Nebula Awards: 2 wds. |
| 43% | ORDINARYGRACE | 13 | William Kent Krueger novel that won the 2014 Edgar Award for Best Novel (2 wds.) |
| 43% | ORDINARYGRACE | 13 | William Kent Krueger mystery that won the 2014 Edgar Award for Best Novel (2 wds.) |
| 42% | DAVIDYAZBEK | 11 | 30-Across writer/composer who won the 2018 Tony Award for Best Original Score (2 wds.) |
| 42% | SIGRIDNUNEZ | 11 | "Salvation City" author whose "The Friend" won the 2018 National Book Award for Fiction (2 wds.) |
| 42% | PDJELICLARK | 11 | Writer whose "A Master of Djinn" won the Nebula Award for Best Novel in 2022 (3 wds.) |
| 42% | ANNLECKIE | 9 | Sci-fi author whose 2013 novel "Ancillary Justice" won both the Hugo and Nebula Awards: 2 wds. |
| 42% | GABRIELLEZEVIN | 14 | 16-Across and 28-Across writer whose novel "Tomorrow, and Tomorrow, and Tomorrow" won the Goodreads Choice Award Winner for Best Fiction in 2022 (2 wds.) |
| 41% | ARKADYMARTINE | 13 | Writer whose "A Memory Called Empire" won the 2020 Hugo Award for Best Novel (2 wds.) |
| 41% | LOVEYOU | 7 | "I Just Called to Say I ___," song from "The Woman in Red" that won the Academy Award for Best Original Song in 1984: 2 wds. |
| 41% | MICHELLEZAUNER | 14 | Singer whose memoir "Crying in H Mart" won the 2021 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 40% | BEFORETHEFALL | 13 | Noah Hawley novel that won the 2017 Edgar Award for Best Novel (3 wds.) |
| 40% | THELOCKARTIST | 13 | Steve Hamilton novel that won the 2011 Edgar Award for Best Novel (3 wds.) |
| 40% | LEIGHBARDUGO | 12 | 18-Across and 29-Across writer whose novel "Ninth House" won the 2019 Goodreads Choice Award for Best Fantasy (2 wds.) |
| 40% | THEWEEKND | 9 | Singer with an oddly spelled name whose "Starboy" won Best Urban Contemporary Album at the 2018 Grammy Awards (2 wds.) |
| 39% | ALLISONJANNEY | 13 | She won the 2018 SAG Award for Female Actor in a Supporting Role for "I, Tonya": 2 wds. |