| 100% | KENDRICKLAMAR | 13 | Grammy-winning rapper who turned 30 on June 17, 2017 (2 wds.) |
| 63% | ROBKARDASHIAN | 13 | Reality TV star who turned 30 on March 17, 2017 (2 wds.) |
| 55% | TYLERHOECHLIN | 13 | Teen heartthrob actor who turns 30 on September 11, 2017 (2 wds.) |
| 47% | LILWAYNE | 8 | "Lollipop" rapper who's won five Grammy Awards: 2 wds. |
| 46% | SEANCOMBS | 9 | Rapper who turned 50 on November 4, 2019 (2 wds.) |
| 44% | SNOOPDOGG | 9 | "Drop It Like It's Hot" rapper who has never won a Grammy despite 17 nominations: 2 wds. |
| 43% | DERRICKHENRY | 12 | Baltimore Ravens running back who turned 30 years old on January 4, 2024 (2 wds.) |
| 42% | SHOHEIOHTANI | 12 | Los Angeles Dodger pitcher/slugger who turned 30 years old on July 5, 2024 (2 wds.) |
| 42% | BREANNASTEWART | 14 | New York Liberty power forward who turned 30 years old on August 27, 2024 (2 wds.) |
| 41% | CHRISTIANBALE | 13 | "The Fighter" Oscar winner who turned 50 years old on January 30, 2024 (2 wds.) |
| 40% | AUBREYPLAZA | 11 | "The White Lotus" actress who turns 40 on June 26, 2024 (2 wds.) |
| 40% | KANYEWEST | 9 | Rapper who performed "Jesus Walks" on the SNL40 anniversary special: 2 wds. |
| 39% | STEFFIGRAF | 10 | Hall of Fame tennis great who turned 50 on June 14, 2019 (2 wds.) |
| 39% | FAITHHILL | 9 | "This Kiss" country singer who turns 50 on September 21, 2017 (2 wds.) |
| 39% | BADBUNNY | 8 | "Dakiti" rapper who won seven Lo Nuestro Awards in 2021: 2 wds. |
| 39% | LENCARIOU | 9 | 15-Across, 33-Across, and "Blue Bloods" actor who turned 85 years old on September 30, 2024 (2 wds.) |
| 39% | HILARYSWANK | 11 | "Million Dollar Baby," 19-Across, and 34-Across actress who turned 50 years old on July 30, 2024 (2 wds.) |
| 38% | SEANPAUL | 8 | Rapper who collaborated with Beyoncé on the 2003 #1 hit "Baby Boy": 2 wds. |
| 38% | LLCOOLJ | 7 | Actor and rapper who turned 50 on January 14, 2018 (3 wds.) |
| 38% | DRAKE | 5 | Rapper who won the Grammy Award for Best Rap Song in 2017 for "Hotline Bling" |
| 38% | JAMIEFOXX | 9 | "Ray" Best Actor Oscar winner who turns 50 on December 13, 2017 (2 wds.) |
| 38% | YOUNGJEEZY | 10 | "Soul Survivor" rapper who's actually over 30, despite his name: 2 wds. |
| 38% | SCHOOLBOYQ | 10 | "That Part" rapper who's actually over 30, despite his name: 2 wds. |
| 38% | LILWAYNE | 8 | "A Milli" rapper who's actually over 30, despite his name: 2 wds. |
| 37% | KENDRICKLAMAR | 13 | "Humble" rapper who had 14 songs on the Hot 100 during a week in 2017: 2 wds. |
| 37% | BIGSEAN | 7 | Rapper who featured Nicki Minaj on "Dance": 2 wds. |
| 37% | KENDRICKLAMAR | 13 | Rapper who curated the "Black Panther" soundtrack album and performs on five of its tracks: 2 wds. |
| 37% | KENDRICKLAMAR | 13 | Rapper who duetted with SZA on 2024's "Luther," a #1 hit for 13 weeks: 2 wds. |
| 36% | RODDYRICCH | 10 | "The Box" rapper who won the BET Award for Best New Artist in 2020: 2 wds. |
| 36% | BUSTARHYMES | 11 | "What's It Gonna Be?!" rapper who won the 2023 BET Lifetime Achievement Award: 2 wds. |