| 100% | JACKSONBROWNE | 13 | "Doctor, My Eyes," 19-Across, and 32-Across singer who turned 75 in 2023 (2 wds.) |
| 54% | ALICECOOPER | 11 | "No More Mr. Nice Guy," 16-Across, 23-Across, and 31-Across singer who turns 75 on February 4, 2023 (2 wds.) |
| 52% | BILLYCRYSTAL | 12 | 14-Across, 19-Across, and 36-Across actor and comedian who turned 75 on March 14, 2023 (2 wds.) |
| 50% | JAMESTAYLOR | 11 | 18-Across singer-songwriter in the Rock & Roll Hall of Fame who turned 75 in 2023 (2 wds.) |
| 48% | IANMCEWAN | 9 | 15-Across and 31-Across novelist who turns 75 on June 21, 2023 (2 wds.) |
| 48% | SHEENAEASTON | 12 | "For Your Eyes Only" singer who turned 60 in 2019 (2 wds.) |
| 47% | MAGGIESMITH | 11 | 19-Across and 33-Across Oscar nominee who turns 90 years old in 2024 (2 wds.) |
| 47% | STANLEYTUCCI | 12 | 19-Across and 32-Across actor who plays Dr. Abraham Erskine in "Captain America: The First Avenger" (2 wds.) |
| 46% | NEILYOUNG | 9 | 15-Across, 20-Across, and 34-Across singer/songwriter who turns 75 years old today (2 wds.) |
| 46% | JUSTINBIEBER | 12 | Singer of 18-Across and 32-Across who turns 25 years old on March 1 (2 wds.) |
| 46% | JONIMITCHELL | 12 | 15-Across and 44-Across singer-songwriter who was honored with a Gershwin Award in 2023 (2 wds.) |
| 46% | BILLYJOEL | 9 | "It's Still Rock and Roll to Me," 3-Down, 16-Across, and 49-Across singer who turns 75 years old on May 9, 2024 (2 wds.) |
| 45% | BOBSEGER | 8 | Rock and Roll Hall of Fame and Songwriters Hall of Fame member who turned 75 in 2020 (2 wds.) |
| 45% | BETTEMIDLER | 11 | "Wind Beneath My Wings" singer who was born and raised in Hawaii: 2 wds. |
| 44% | TRISHAYEARWOOD | 14 | 19-Across, 44-Across, and "Forever Country" singer who turns 60 years old on September 19, 2024 (2 wds.) |
| 44% | JONIMITCHELL | 12 | Singer of 5-Down and 7-Down who turns 75 on November 7, 2018 (2 wds.) |
| 44% | MACAULAYCULKIN | 14 | Child actor who starred in 19-Across and 47-Across: 2 wds. |
| 42% | RODSTEWART | 10 | "Maggie May" and "Forever Young" singer who was knighted in 2016: 2 wds. |
| 42% | MIAWASIKOWSKA | 13 | Actress who played the daughter of 14- and 32-Across in "The Kids Are All Right": 2 wds. |
| 42% | BILLYIDOL | 9 | 15-Across, 21-Across, and 34-Across singer who turns 65 on November 30 (2 wds.) |
| 42% | SHELLEYFABARES | 14 | Actress and singer who's the niece of 19-Across: 2 wds. |
| 42% | FIGURESKATING | 13 | Sport featured in 19-Across and 32-Across (2 wds.) |
| 42% | MANDYMOORE | 10 | "I See the Light" singer who voiced Tabitha Vixx in "The Simpsons" episode, "Marge and Homer Turn a Couple Play": 2 wds. |
| 41% | SHOELESSJOE | 11 | Nickname of "Black Sox" outfielder Jackson who's a character in 18-Across and 32-Across: 2 wds. |
| 41% | JOSHOCONNOR | 11 | "Emma" actor who played 32-Across in seasons 3 and 4 of "The Crown": 2 wds. |
| 41% | BURTREYNOLDS | 12 | "Smokey and the Bandit" actor who turned down the role of Edward in 17-Across: 2 wds. |
| 41% | NICOLEKIDMAN | 12 | "Lion" actress who costars with Reese Witherspoon and Shailene Woodley in 32-Across: 2 wds |
| 40% | PAULMCCARTNEY | 13 | Singer and bass guitarist for the Beatles who was knighted in 1997: 2 wds. |
| 40% | JEANSTAPLETON | 13 | "All in the Family" Emmy winner who would have turned 100 years old on January 19, 2023 (2 wds.) |
| 40% | MARTINAMCBRIDE | 14 | "In My Daughter's Eyes" country singer who has never won a Grammy despite 14 nominations: 2 wds. |