| 100% | STEPHENKING | 11 | Novelist whose "The Institute" won the 2019 Goodreads Choice Award for Best Horror (2 wds.) |
| 83% | MARGARETATWOOD | 14 | Novelist whose "The Testaments" won the 2019 Goodreads Choice Award for Best Fiction (2 wds.) |
| 77% | LEIGHBARDUGO | 12 | 18-Across and 29-Across writer whose novel "Ninth House" won the 2019 Goodreads Choice Award for Best Fantasy (2 wds.) |
| 73% | RICKRIORDAN | 11 | Novelist whose "The Trials of Apollo" won the 2019 Goodreads Choice Award for Best Middle Grade & Children's (2 wds.) |
| 67% | MICHELLEZAUNER | 14 | Singer whose memoir "Crying in H Mart" won the 2021 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 67% | PAULAHAWKINS | 12 | Novelist whose "Into the Water" won a 2017 Goodreads Choice Award for Best Mystery & Thriller (2 wds.) |
| 67% | SALLYROONEY | 11 | Novelist whose "Beautiful World, Where Are You" won the 2021 Goodreads Choice Award for Best Fiction (2 wds.) |
| 66% | RICKRIORDAN | 11 | Novelist whose "Daughter of the Deep" won the 2021 Goodreads Choice Award for Best Middle Grade & Children's (2 wds.) |
| 66% | PIERCEBROWN | 11 | Novelist whose "Morning Star" won a 2016 Goodreads Choice Award for Best Science Fiction (2 wds.) |
| 61% | LAURENGRAHAM | 12 | Actress whose "Talking as Fast as I Can" won a 2017 Goodreads Choice Award for Best Humor (2 wds.) |
| 61% | LIANEMORIARTY | 13 | Novelist whose "Truly Madly Guilty" won a 2016 Goodreads Choice Award for Best Fiction (2 wds.) |
| 61% | HILLARYCLINTON | 14 | Politician whose "What Happened" won a 2017 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 60% | STEPHENKING | 11 | Novelist whose "End of Watch" won a 2016 Goodreads Choice Award for Best Mystery & Thriller (2 wds.) |
| 60% | BRUCEDESILVA | 12 | Novelist whose "Rogue Island" won the 2011 Edgar Award for Best First Novel (2 wds.) |
| 60% | JASONMATTHEWS | 13 | Novelist whose "Red Sparrow" won the 2014 Edgar Award for Best First Novel (2 wds.) |
| 59% | 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.) |
| 58% | KRISTENBELL | 11 | "The Good Place" actress who won the People's Choice Award for Comedy TV Star of 2019 (2 wds.) |
| 57% | ALEXBERENSON | 12 | Novelist whose "The Faithful Spy" won the 2007 Edgar Award for Best First Novel (2 wds.) |
| 57% | EMILYHENRY | 10 | 18-Across, 26-Across, and 35-Across novelist who won the 2021, 2022, and 2023 Goodreads Choice Award for Best Romance (2 wds.) |
| 56% | STRANGERTHINGS | 14 | Netflix horror series that won the People's Choice Awards for the Show of 2019 and the Drama Show of 2019 (2 wds.) |
| 55% | RAMIMALEK | 9 | American actor who won the 2019 Golden Globe Award for Best Actor for the film "Bohemian Rhapsody": 2 wds. |
| 55% | JUSTINBIEBER | 12 | Singer whose "Peaches" won the MTV Video Music Award for Best Pop Video in 2021: 2 wds. |
| 55% | GREENBOOK | 9 | American comedy-drama film that won the 2019 Golden Globe Award for Best Motion Picture - Musical or Comedy: 2 wds. |
| 55% | TAYLORSWIFT | 11 | Singer whose "Anti-Hero" won the MTV Video Music Award for Best Pop Video in 2023: 2 wds. |
| 54% | HARRYSTYLES | 11 | Singer whose "As It Was" won the MTV Video Music Award for Best Pop Video in 2022: 2 wds. |
| 54% | CHRISTIANBALE | 13 | Actor who won the 2019 Golden Globe Award for Best Actor in a Motion Picture - Musical or Comedy, for the film "Vice": 2 wds. |
| 53% | SUSANCHOI | 9 | Writer whose novel "Trust Exercise" won the 2019 National Book Award for Fiction (2 wds.) |
| 52% | RICHARDPOWERS | 13 | American novelist whose novel "The Overstory" won the Pulitzer Prize for Fiction in 2019: 2 wds. |
| 51% | COLESPROUSE | 11 | "Riverdale" actor who won the People's Choice Award for Male TV Star of 2019 (2 wds.) |
| 51% | THEAMERICANS | 12 | Spy drama starring 17-Across and 41-Across that won the 2019 Golden Globe Award for Best Television Series - Drama (2 wds.) |