| 100% | IANMCEWAN | 9 | 15-Across and 31-Across novelist who turns 75 on June 21, 2023 (2 wds.) |
| 64% | ALICECOOPER | 11 | "No More Mr. Nice Guy," 16-Across, 23-Across, and 31-Across singer who turns 75 on February 4, 2023 (2 wds.) |
| 54% | BILLYIDOL | 9 | 15-Across, 21-Across, and 34-Across singer who turns 65 on November 30 (2 wds.) |
| 54% | BILLYCRYSTAL | 12 | 14-Across, 19-Across, and 36-Across actor and comedian who turned 75 on March 14, 2023 (2 wds.) |
| 53% | MARIOLOPEZ | 10 | 16-Across and 34-Across star who turned 50 on October 10, 2023 (2 wds.) |
| 53% | TONYBENNETT | 11 | 17-Across and 30-Across collaborator who passed away on July 21, 2023 (2 wds.) |
| 51% | JUDYBLUME | 9 | 17-Across, 29-Across, and "Are You There God? It's Me, Margaret" novelist who turns 85 on February 12, 2023 (2 wds.) |
| 50% | MERYLSTREEP | 11 | Actress with a record 21 Oscar nominations who turned 75 years old on June 22, 2024 (2 wds.) |
| 50% | JACKSONBROWNE | 13 | "Doctor, My Eyes," 19-Across, and 32-Across singer who turned 75 in 2023 (2 wds.) |
| 47% | COLLEENHOOVER | 13 | 19-Across and 31-Across novelist who surged in popularity in the #BookTok community on TikTok in 2021 (2 wds.) |
| 47% | STEVEBURNS | 10 | 17-Across and 28-Across host/musician who turns 50 on October 9, 2023 (2 wds.) |
| 47% | JONIMITCHELL | 12 | Singer of 5-Down and 7-Down who turns 75 on November 7, 2018 (2 wds.) |
| 47% | CLINTEASTWOOD | 13 | Actor and director who turns 90 on May 31, 2020 (2 wds.) |
| 47% | HERMANWOUK | 10 | "The Caine Mutiny," 18-Across, and 31-Across novelist who passed away at age 103 on May 17, 2019 (2 wds.) |
| 47% | NEILYOUNG | 9 | 15-Across, 20-Across, and 34-Across singer/songwriter who turns 75 years old today (2 wds.) |
| 45% | 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% | PAULRUDD | 8 | "Ant-Man" and 15-Across, 22-Across, and 37-Across actor who turns 50 on April 6 (2 wds.) |
| 45% | LENCARIOU | 9 | 15-Across, 33-Across, and "Blue Bloods" actor who turned 85 years old on September 30, 2024 (2 wds.) |
| 45% | SHAWNCARTER | 11 | 18-Across and 29-Across rapper who turns 50 on December 4, 2019 (2 wds.) |
| 45% | BEBEREXHA | 9 | Singer who performed on 15-, 27-, and 34-Across: 2 wds. |
| 43% | ANTONIATHOMAS | 13 | Actress who plays Shaun's friend and fellow resident Claire on 15-Across: 2 wds. |
| 43% | JAMALMURRAY | 11 | 31-Across point guard who averaged 21.4 points, 6.2 rebounds, and 10 assists per game in the 2023 NBA Finals (2 wds.) |
| 42% | GINARODRIGUEZ | 13 | "Miss Bala" actress who stars in 15-Across and 31-Across (2 wds.) |
| 42% | LIONELRICHIE | 12 | "Say You, Say Me" Best Original Song Oscar winner who turns 75 years old on June 20, 2024 (2 wds.) |
| 42% | WHITNEYHOUSTON | 14 | Emmy- and Grammy-winning singer and actress who would've turned 60 years old on August 9, 2023 (2 wds.) |
| 42% | PAULMCCARTNEY | 13 | 15-Across and 31-Across singer/songwriter with 18 Grammy Awards, an Academy Award, and two inductions into the Rock and Roll Hall of Fame who turns 80 years old this week (2 wds.) |
| 42% | ANNNAPOLITANO | 13 | "Dear Edward" novelist who wrote 15-Across and 33-Across (2 wds.) |
| 42% | KENDRICKLAMAR | 13 | Grammy-winning rapper who turned 30 on June 17, 2017 (2 wds.) |
| 42% | NNEDIOKORAFOR | 13 | 15-Across and 32-Across novelist who won a Hugo Award and a Nebula Award for "Binti" (2 wds.) |
| 42% | TOMBRADY | 8 | Buccaneers quarterback who teamed with Packers quarterback Aaron Rodgers on June 1 for 15-Across: 2 wds. |