| 100% | HILLARYCLINTON | 14 | Politician whose "What Happened" won a 2017 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 63% | PAULAHAWKINS | 12 | Novelist whose "Into the Water" won a 2017 Goodreads Choice Award for Best Mystery & Thriller (2 wds.) |
| 60% | MICHELLEZAUNER | 14 | Singer whose memoir "Crying in H Mart" won the 2021 Goodreads Choice Award for Best Memoir & Autobiography (2 wds.) |
| 60% | LAURENGRAHAM | 12 | Actress whose "Talking as Fast as I Can" won a 2017 Goodreads Choice Award for Best Humor (2 wds.) |
| 58% | PIERCEBROWN | 11 | Novelist whose "Morning Star" won a 2016 Goodreads Choice Award for Best Science Fiction (2 wds.) |
| 56% | LIANEMORIARTY | 13 | Novelist whose "Truly Madly Guilty" won a 2016 Goodreads Choice Award for Best Fiction (2 wds.) |
| 55% | STEPHENKING | 11 | Novelist whose "End of Watch" won a 2016 Goodreads Choice Award for Best Mystery & Thriller (2 wds.) |
| 49% | MARGARETATWOOD | 14 | Novelist whose "The Testaments" won the 2019 Goodreads Choice Award for Best Fiction (2 wds.) |
| 49% | STEPHENKING | 11 | Novelist whose "The Institute" won the 2019 Goodreads Choice Award for Best Horror (2 wds.) |
| 45% | RICKRIORDAN | 11 | Novelist whose "The Trials of Apollo" won the 2019 Goodreads Choice Award for Best Middle Grade & Children's (2 wds.) |
| 45% | RICKRIORDAN | 11 | Novelist whose "Daughter of the Deep" won the 2021 Goodreads Choice Award for Best Middle Grade & Children's (2 wds.) |
| 45% | SALLYROONEY | 11 | Novelist whose "Beautiful World, Where Are You" won the 2021 Goodreads Choice Award for Best Fiction (2 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.) |
| 38% | DARKESTHOUR | 11 | A 2017 war drama film for which actor Gary Oldman (birthday today) won the Academy Award for Best Actor: 2 wds. |
| 37% | PATTONOSWALT | 12 | "A.P. Bio" actor who won a Grammy for Best Comedy Album in 2017: 2 wds. |
| 37% | ANGELALANSBURY | 14 | She won a record four Tony Awards for Best Actress in a Musical, for "Mame," "Dear World," "Gypsy," and "Sweeney Todd": 2 wds. |
| 36% | JUSTINBIEBER | 12 | Singer whose "Peaches" won the MTV Video Music Award for Best Pop Video in 2021: 2 wds. |
| 34% | GWENVERDON | 10 | She won three Tony Awards for Best Actress in a Musical, for "Damn Yankees," "New Girl in Town," and "Redhead": 2 wds. |
| 34% | TAYLORSWIFT | 11 | Singer whose "Anti-Hero" won the MTV Video Music Award for Best Pop Video in 2023: 2 wds. |
| 34% | MARYMARTIN | 10 | She won three Tony Awards for Best Actress in a Musical, for "South Pacific," "Peter Pan," and "The Sound of Music": 2 wds. |
| 34% | BRANDICARLILE | 13 | 18-Across and 42-Across singer who won a Best Country Song Grammy Award for "Bring My Flowers Now" (2 wds.) |
| 34% | HELLODOLLY | 10 | 2017 Broadway revival for which 41-Across won a Tony Award for Best Actress in a Musical (2 wds) |
| 34% | 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. |
| 33% | EMERALDFENNELL | 14 | Screenwriter who won a Best Original Screenplay Oscar for 2020's "Promising Young Woman": 2 wds. |
| 33% | SOFIACOPPOLA | 12 | Screenwriter who won a Best Original Screenplay Oscar for 2003's "Lost in Translation": 2 wds. |
| 33% | LADYBIRD | 8 | A 2017 comedy-drama film for which actress in 18a won a Golden Globe: 2 wds. |
| 33% | HOLIDAYINN | 10 | 1942 film that won a Best Original Song Oscar for 34-Across: 2 wds. |
| 33% | CALLIEKHOURI | 12 | Screenwriter who won a Best Original Screenplay Oscar for 1991's "Thelma & Louise": 2 wds. |
| 33% | HARRYSTYLES | 11 | Singer whose "As It Was" won the MTV Video Music Award for Best Pop Video in 2022: 2 wds. |
| 32% | ARKADYMARTINE | 13 | Writer whose "A Memory Called Empire" won the 2020 Hugo Award for Best Novel (2 wds.) |