| 100% | ORDINARYGRACE | 13 | William Kent Krueger novel that won an Edgar Award for Best Novel (2 wds.) |
| 80% | ORDINARYGRACE | 13 | William Kent Krueger novel that won the 2014 Edgar Award for Best Novel (2 wds.) |
| 78% | ORDINARYGRACE | 13 | William Kent Krueger mystery that won the 2014 Edgar Award for Best Novel (2 wds.) |
| 72% | MERCYFALLS | 10 | William Kent Krueger mystery that won the 2006 Anthony Award for Best Novel (2 wds.) |
| 71% | BLUEHEAVEN | 10 | C.J. Box novel featuring Joe Pickett that won an Edgar Award for Best Novel (2 wds.) |
| 70% | BEFORETHEFALL | 13 | Noah Hawley novel that won an Edgar Award for Best Novel (3 wds.) |
| 70% | THELOCKARTIST | 13 | Steve Hamilton novel that won an Edgar Award for Best Novel (3 wds.) |
| 53% | THUNDERBAY | 10 | William Kent Krueger mystery that won the 2008 Dilys Award (2 wds.) |
| 53% | LOSEYOURSELF | 12 | Arguably Eminem's greatest hit, that was written for his biopic "8 Mile," that won an Academy Award for Best Original Song: 2 wds. |
| 53% | BEFORETHEFALL | 13 | Noah Hawley novel that won the 2017 Edgar Award for Best Novel (3 wds.) |
| 53% | THELOCKARTIST | 13 | Steve Hamilton novel that won the 2011 Edgar Award for Best Novel (3 wds.) |
| 52% | AMERICANGODS | 12 | Novel by 39-Across that won the Hugo Award for Best Novel and the Nebula Award for Best Novel (2 wds.) |
| 50% | BRUCEDESILVA | 12 | Novelist whose "Rogue Island" won the 2011 Edgar Award for Best First Novel (2 wds.) |
| 50% | JASONMATTHEWS | 13 | Novelist whose "Red Sparrow" won the 2014 Edgar Award for Best First Novel (2 wds.) |
| 49% | ALEXBERENSON | 12 | Novelist whose "The Faithful Spy" won the 2007 Edgar Award for Best First Novel (2 wds.) |
| 49% | STILLALICE | 10 | 2014 film for which 30-Across recently won an Academy Award for Best Actress: 2 wds. |
| 48% | TRAININGDAY | 11 | 2001 Ethan Hawke starrer crime thriller film for which Denzel Washington won an Oscar award for Best Actor: 2 wds. |
| 48% | STAYHIGH | 8 | Brittany Howard song that won the Grammy Award for Best Rock Song in 2021: 2 wds. |
| 47% | THISLAND | 8 | Gary Clark Jr. song that won the Grammy Award for Best Rock Song in 2020: 2 wds. |
| 47% | THEREADER | 9 | 2008 drama for which Kate Winslet won an Academy Award for Best Actress (2 wds.) |
| 47% | AWHOLE | 6 | "___ New World," song from "Aladdin" that won the Academy Award for Best Original Song in 1993: 2 wds. |
| 46% | ISAACHAYES | 10 | "Soul Man" singer who won an Academy Award for Best Original Song for his work on the film "Shaft": 2 wds. |
| 46% | THEREIVERS | 10 | "___: A Reminiscence," the last novel by William Faulkner that won the Pulitzer Prize for Fiction: 2 wds. |
| 45% | STEPHENKING | 11 | He won the Bram Stoker Award for Best Novel six times, most recently for "Doctor Sleep": 2 wds. |
| 45% | ARKADYMARTINE | 13 | Writer whose "A Memory Called Empire" won the 2020 Hugo Award for Best Novel (2 wds.) |
| 45% | 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. |
| 45% | ALANMOORE | 9 | He won two Bram Stoker Awards, including Best Graphic Novel for "Neonomicon": 2 wds. |
| 45% | MORNINGPHASE | 12 | Beck album that won the 2015 Grammy Award for Best Rock Album: 2 wds. |
| 45% | THERESISTANCE | 13 | Muse album that won the 2011 Grammy Award for Best Rock Album: 2 wds. |
| 45% | LALA | 4 | "___ Land," 2016 film that won Emma Stone an Oscar for Best Actress: 2 wds. |