| 100% | JEFFFOXWORTHY | 13 | Blue Collar Comedy Tour comedian who turns 60 on September 6, 2018 (2 wds.) |
| 43% | ROBERTPATRICK | 13 | "Scorpion" actor who turns 60 on November 5, 2018 (2 wds.) |
| 40% | SCOTTHAMILTON | 13 | Olympic gold medal-winning figure skater who turns 60 on August 28, 2018 (2 wds.) |
| 35% | TYLERPERRY | 10 | Entertainer who turns 50 on September 13, 2019 (2 wds.) |
| 35% | SANDRABULLOCK | 13 | "Miss Congeniality" star who turns 60 years old on July 26, 2024 (2 wds.) |
| 35% | DANIELCRAIG | 11 | "Skyfall" actor who turned 50 on March 2, 2018 (2 wds.) |
| 34% | ROBSCHNEIDER | 12 | Former "Saturday Night Live" comedian who was the Hamster on season 6 of "The Masked Singer": 2 wds. |
| 33% | TYLERHOECHLIN | 13 | Teen heartthrob actor who turns 30 on September 11, 2017 (2 wds.) |
| 33% | TRISHAYEARWOOD | 14 | 19-Across, 44-Across, and "Forever Country" singer who turns 60 years old on September 19, 2024 (2 wds.) |
| 33% | HANNAHGADSBY | 12 | Australian comedian who performed stand-up in the 2018 Netflix comedy special subtitled "Nanette": 2 wds. |
| 32% | MOLLYRINGWALD | 13 | "Sixteen Candles" actress who turned 50 on February 18, 2018 (2 wds.) |
| 32% | CHRISHARDWICK | 13 | Comedian who hosts "Talking Dead" on AMC: 2 wds. |
| 32% | FAITHHILL | 9 | "This Kiss" country singer who turns 50 on September 21, 2017 (2 wds.) |
| 31% | MARGARETCHO | 11 | Comedian who was the Poodle on season 1 of "The Masked Singer": 2 wds. |
| 31% | HUGHJACKMAN | 11 | "The Greatest Showman" actor who turns 50 on October 12, 2018 (2 wds.) |
| 30% | JOANRIVERS | 10 | Late comedian who hosted "The Late Show" on Fox from 1986-1987: 2 wds. |
| 30% | GEORGELOPEZ | 11 | Mexican-American comedian who starred on a self-titled sitcom: 2 wds. |
| 30% | HOWIEMANDEL | 11 | Comedian who is currently the longest-running judge on "America's Got Talent": 2 wds. |
| 29% | LENCARIOU | 9 | 15-Across, 33-Across, and "Blue Bloods" actor who turned 85 years old on September 30, 2024 (2 wds.) |
| 29% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who turned 60 yesterday (2 wds.) |
| 29% | ANDYSAMBERG | 11 | Former "SNL" comedian who stars on a sitcom set in an NYPD precinct: 2 wds. |
| 29% | FREDARMISEN | 11 | Former "Saturday Night Live" comedian who cocreated and frequently appears on 34-Across: 2 wds. |
| 29% | FREDDIEPRINZE | 13 | Stand-up comedian who played young mechanic Chico on "Chico and the Man": 2 wds. |
| 29% | WILLFORTE | 9 | Former Groundlings comedian who played MacGruber on "SNL": 2 wds. |
| 29% | EMERILLAGASSE | 13 | "Kick it up a notch" celebrity chef who turns 60 in 2019 (2 wds.) |
| 29% | NBACHAMPION | 11 | Three-time honor for 39-Across, who turns 60 years old today (2 wds.) |
| 28% | MICHAELJACKSON | 14 | "King of Pop" who would have turned 60 on August 29 (2 wds.) |
| 28% | SHEENAEASTON | 12 | "For Your Eyes Only" singer who turned 60 in 2019 (2 wds.) |
| 28% | KRISTENSCHAAL | 13 | Comedian who voices Louise Belcher on "Bob's Burgers": 2 wds. |
| 28% | EUGENEMIRMAN | 12 | Comedian who voices Gene Belcher on "Bob's Burgers": 2 wds. |