| 100% | MISSAMERICA | 11 | 1995 bestselling autobiography by 39-Across (2 wds.) |
| 83% | PRIVATEPARTS | 12 | 1993 bestselling autobiography by 39-Across (2 wds.) |
| 59% | CENTERFIELD | 11 | Position played by 39-Across: 2 wds. |
| 56% | KNIVESOUT | 9 | 2019 Benoit Blanc mystery film directed by 39-Across: 2 wds. |
| 55% | POKERFACE | 9 | Natasha Lyonne murder mystery series on Peacock created by 39-Across: 2 wds. |
| 53% | DEREKMORGAN | 11 | Special agent played by 39-Across on 29-Across: 2 wds. |
| 52% | KINGDOMCOME | 11 | Grammy-nominated 2006 album by 39-Across (2 wds.) |
| 50% | ONTHECOMEUP | 11 | 2019 bestselling novel by 39-Across about an aspiring hip-hop artist (4 wds.) |
| 49% | MRSFLETCHER | 11 | 2017 bestselling novel by 37-Across (2 wds.) |
| 49% | EVERYBREATH | 11 | 2018 bestselling novel by 35-Across (2 wds.) |
| 49% | THENOTEBOOK | 11 | 1996 bestselling novel by 35-Across (2 wds.) |
| 48% | RUNNYBABBIT | 11 | Collection of rhyming spoonerisms subtitled "A Billy Sook" written by 39-Across (2 wds.) |
| 47% | THEHATEUGIVE | 12 | 2017 bestselling novel by 39-Across made into a film starring Amandla Stenberg and Regina Hall (4 wds.) |
| 45% | MENDINGWALL | 11 | Poem by 39-Across with the line "Good fences make good neighbors" (2 wds.) |
| 45% | THEDOLLHOUSE | 12 | Novel by 39-Across set in New York City's Barbizon Hotel (2 wds.) |
| 44% | YEARONE | 7 | 2017 bestselling fantasy novel by 45-Across (2 wds.) |
| 44% | COMESUNDOWN | 11 | 2017 bestselling romance novel by 45-Across (2 wds.) |
| 44% | ITINA | 5 | "___: My Life Story," 1986 autobiography by singer Turner: 2 wds. |
| 44% | THEADDRESS | 10 | Novel by 39-Across set in New York City's apartment building The Dakota (2 wds.) |
| 44% | PRETTYBIRDS | 11 | Bestselling novel by 29-Across/30-Across set in 1990s Sarajevo (2 wds.) |
| 43% | MYSONGS | 7 | 2019 remix and greatest hits album by 39-Across featuring 18-Across and 25-Across (2 wds.) |
| 43% | BARKATTHEMOON | 13 | 1983 solo album by 39-Across (4 wds.) |
| 43% | THELADYKILLER | 13 | 2010 album by 39-Across: 3 wds. |
| 42% | KRISTINHANNAH | 13 | Bestselling novelist of "The Nightingale," 18-Across, and 39-Across (2 wds.) |
| 42% | PARTIII | 7 | See 39-Across: 2 wds. |
| 42% | THEUNCONSOLED | 13 | 1995 novel by 41-Across featuring a pianist struggling with memory (2 wds.) |
| 42% | SOLONGSOWRONG | 13 | Grammy-winning album by 39-Across and 18-Across (4 wds.) |
| 41% | THEWHISTLER | 11 | 2016 bestselling novel by 38-Across about a corrupt Florida judge (2 wds.) |
| 41% | AMERICANGODS | 12 | Novel by 39-Across that won the Hugo Award for Best Novel and the Nebula Award for Best Novel (2 wds.) |
| 41% | THEDUTCHHOUSE | 13 | 2019 bestselling novel by 28-Across (3 wds.) |