| 100% | WORLDSERIES | 11 | Championship that 17-Across won twice, with the A's and Yankees: 2 wds. |
| 45% | PULITZERPRIZE | 13 | Award that 14-Across won twice, for "Fences" and "The Piano Lesson": 2 wds. |
| 45% | TRIPLECROWN | 11 | Batting feat that 17- and 29-Across achieved twice each: 2 wds. |
| 43% | THEAMERICANS | 12 | Spy drama starring 17-Across and 41-Across that won the 2019 Golden Globe Award for Best Television Series - Drama (2 wds.) |
| 43% | HAYLEYMILLS | 11 | 17-Across and "The Parent Trap" star who won a Juvenile Oscar for "Pollyanna" (2 wds.) |
| 43% | HARLANCOBEN | 11 | 17-Across and 30-Across novelist who is the first writer to win an Anthony Award, a Shamus Award, and an Edgar Award (2 wds.) |
| 43% | GOLDENGLOBE | 11 | Award 29-Across won twice (along with three Emmys) for her role in "All in the Family": 2 wds. |
| 42% | CHARLOTTESWEB | 13 | Children's classic by 50-Across with the line, "It is not often that someone comes along who is a true friend and a good writer" (2 wds.) |
| 42% | DEREKHOUGH | 10 | "Dancing With the Stars" judge who's won the show a record six times as a dancer: 2 wds. |
| 42% | LETSMAKELOVE | 12 | Duet by Faith Hill and Tim McGraw, released in 2000, that won the couple a Grammy for Best Country Collaboration with Vocals: 3 wds. |
| 41% | SOMENIGHTS | 10 | #3 fun. hit with the same title as the album that 14-, 19- and 44-Across are on: 2 wds. |
| 41% | JOCELYNALO | 10 | Softball player who won two National Championships with the Oklahoma Sooners and who was honored with a Best College Athlete, Women's Sports ESPY Award in 2022 (2 wds.) |
| 41% | HEREWITHME | 10 | 2019 hit song by 17-Down featuring Chvrches with the lyrics "You're saying the words that I want you to say / There's a pain in my heart and it won't go away" (3 wds.) |
| 41% | DRNO | 4 | Villain with the title role in a 1962 movie that introduced 007: 2 wds. |
| 41% | USOPEN | 6 | Tennis championship that Rafael Nadal and Sloane Stephens won in 2017: 2 wds. |
| 41% | JIMMYJOHNSON | 12 | Football coach who won a National Championship with the University of Miami and two Super Bowls with the Dallas Cowboys (2 wds.) |
| 41% | BARRYSWITZER | 12 | Football coach who won three National Championships with the University of Oklahoma and a Super Bowl with the Dallas Cowboys (2 wds.) |
| 41% | SILVERSLUGGER | 13 | Award that 17-Across won four times: 2 wds. |
| 40% | THOMASRHETT | 11 | Singer/songwriter who collaborated with 17-Across, 28-Across, Reba McEntire, and Keith Urban on the country hit "Be a Light" (2 wds.) |
| 40% | CHAPPELLROAN | 12 | Singer with the debut album "The Rise and Fall of a Midwest Princess": 2 wds. |
| 40% | IMEIGHTEEN | 10 | 40-Across hit single with the lyrics "I've got a / Baby's brain and an old man's heart" (2 wds.) |
| 40% | KISSMEKATE | 10 | 1948 Broadway show, with music and lyrics by 41-Across, that won the first Tony for Best Musical: 3 wds. |
| 40% | KISSMEKATE | 10 | 1948 show with music and lyrics by 39-Across that won the first Tony Award for Best Musical (3 wds.) |
| 39% | DOCTORSLEEP | 11 | 2013 horror novel by 17-Across that's a sequel to "The Shining" (2 wds.) |
| 39% | JOSEPHCOTTEN | 12 | Actor who played a reporter and friend of the title character in 17-Across: 2 wds. |
| 39% | NOBELPRIZE | 10 | Award 18-Across won twice, for her work in physics and chemistry: 2 wds. |
| 38% | ARTHURCCLARKE | 13 | "Rendezvous With Rama" author who won a Hugo and a Nebula in the same year, twice: 3 wds. |
| 38% | WINWINSITUATION | 15 | Circumstance that's good for everyone ... with a hint to 17-, 25- and 44-Across |
| 38% | MILWAUKEEBUCKS | 14 | Team with which 46-Across won a championship in 1971 (2 wds.) |
| 38% | ROBERTFROST | 11 | 17-Across and 26-Across writer who is the only person to win four Pulitzer Prizes for Poetry (2 wds.) |