| 100% | MARKTWAINPRIZE | 14 | Annual award for humor bestowed on six women in its history, including 12-Across, 26-Across, and Julia Louis-Dreyfus (2018) (3 wds.) |
| 78% | MARKTWAINPRIZE | 14 | Annual award for humor bestowed on six women since 1998, including 12-Across, 26-Across, and Julia Louis-Dreyfus (2018) (3 wds.) |
| 27% | TRACKANDFIELD | 13 | Sport that gives out an annual award named for Jesse Owens, whose 100th birthday will be celebrated on September 12: 3 wds. |
| 26% | JUSTINBIEBER | 12 | 26-time "Billboard" Music Award winner who had five Top 10 hits in 2020, including 17-Across and 39-Across (2 wds.) |
| 26% | WALKONBY | 8 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 3 wds. |
| 26% | SOLANGEKNOWLES | 14 | 12-Across and 28-Across singer who was the first recipient of the "Billboard" Women in Music Impact Award (2 wds.) |
| 25% | EMMASTONE | 9 | Actress born November 6, 1988, who stars in 16-Across, 3-Down, 26-Down, and 2018's "The Favourite" (2 wds.) |
| 24% | RIGHTONTIME | 11 | 2021 song by 32-Across nominated for three Grammy Awards, including Record of the Year and Song of the Year (3 wds.) |
| 23% | BIGBANGTHEORY | 13 | "The ___," sitcom created by Chuck Lorre and Bill Prady for CBS whose 12th season premiered on September 24, 2018: 3 wds. |
| 23% | THEBEACHBOYS | 12 | American rock band formed in 1961 with a popular debut single "Surfin" and are famous for their song "Sail on Sailor": 3 wds. |
| 23% | MARTINSHEEN | 11 | "Grace and Frankie" star who was nominated for six Emmy Awards for playing Josiah Bartlet on "The West Wing" (2 wds.) |
| 23% | THEGREEKFREAK | 13 | Nickname for 19-Across, based on his athleticism and birth country: 3 wds. |
| 23% | BOSTONREDSOX | 12 | Team that won the 2018 World Series making it their ninth win and the fourth one in the 21st century: 3 wds. |
| 23% | ANGELALANSBURY | 14 | Actress and singer who won six Tony Awards, including a Lifetime Achievement Tony Award in 2022 (2 wds.) |
| 22% | COUNTRYFOROLD | 13 | "No ___ Men," a movie in which Javier Bardem starred in and won the Best Actor Award at the Oscars for his performance: 3 wds. |
| 22% | GEORGEPSMITH | 12 | American biologist who shared one half of the 2018 Nobel Prize in Chemistry with Gregory P. Winter, for work on phage display: 3 wds. |
| 22% | THEBANDSVISIT | 13 | Broadway show by 40-Across starring 18-Across and Tony Shalhoub that won 10 2018 Tony Awards, including Best Musical (3 wds.) |
| 22% | WORLDSERIESMVP | 14 | Award won by Steve Pearce on October 28, 2018: 3 wds. |
| 22% | GWENVERDON | 10 | Actress and dancer who won four Tony Awards, including Best Leading Actress in a Musical for "Damn Yankees" (2 wds.) |
| 22% | MARYMARTIN | 10 | Actress and singer who won four Tony Awards, including Best Leading Actress in a Musical for "Peter Pan" (2 wds.) |
| 22% | JANEHARPER | 10 | 18-Across and 33-Across writer whose novel "The Dry" won the British Book Award for Crime & Thriller Book of the Year 2018 (2 wds.) |
| 22% | COUNT | 5 | With 61-Across, advice for an insomniac ... or what you can do 12 times in this puzzle, reading across and down (not including this answer) |
| 22% | GIRLSLIKEYOU | 12 | Maroon 5's superhit song released in 2018 which features Gal Gadot, Ellen DeGeneres and Jennifer Lopez amongst others in its music video: 3 wds. |
| 22% | THEWHITEALBUM | 13 | American writer Joan Didion's 1979 book of essays on the history and politics of California in the late 60s and early 70s: 3 wds. |
| 22% | THEGOLDENMAN | 12 | ___ Booker, the one-off prize awarded in 2018 to Michael Ondaatje for "The English Patient" to mark the 50th anniversary of Booker Prize : 3 wds. |
| 22% | BENKINGSLEY | 11 | Actor whose birthday it is today who won an Academy Award for playing Gandhi in the titular film and was knighted in 2002: 2 wds. |
| 22% | NOBELPRIZE | 10 | Award 18-Across won twice, for her work in physics and chemistry: 2 wds. |
| 22% | 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.) |
| 22% | OUTOFAFRICA | 11 | 1985 romantic drama starring 12-Across and based on a book written by 41-Across: 3 wds. |
| 22% | SAMUELLJACKSON | 14 | Actor who has earned four NAACP Image Awards, for his work in 19-Across, 46-Across, "Mother and Child," and "Django Unchained" (3 wds.) |