| 100% | JIMMYFALLON | 11 | Late-night host who was honored with the Ben & Jerry's flavor The Tonight Dough: 2 wds. |
| 66% | BOBMARLEY | 9 | Reggae legend who was honored with the Ben & Jerry's flavor One Love: 2 wds. |
| 66% | ELTONJOHN | 9 | Singer who was honored with the Ben & Jerry's flavor Goodbye Yellow Brickle Road: 2 wds. |
| 58% | WILLFERRELL | 11 | Actor whose "Anchorman" character was honored with the Ben & Jerry's flavor Ron Burgundy's Scotchy Scotch Scotch: 2 wds. |
| 47% | JAMESCORDEN | 11 | English late night show host who was the co-creator of BBC's Gavin & Stacey: 2 wds. |
| 47% | ANDERSONCOOPER | 14 | CNN host who was honored with the 2018 Walter Cronkite Award for Excellence in Journalism (2 wds.) |
| 46% | JIMMYKIMMEL | 11 | American late night show host who was the co-host of Comedy Central's "The Man Show": 2 wds. |
| 46% | TERRYGROSS | 10 | Host and producer of NPR's "Fresh Air" who was honored with the 2003 Edward R. Murrow Award for Outstanding Contributions to Public Radio (2 wds.) |
| 45% | STEPHENCOLBERT | 14 | American late night show host who wrote the book "I Am America (And So Can You!)": 2 wds. |
| 44% | JAROMEIGINLA | 12 | Calgary Flames right wing who was honored with the Best NHL Player ESPY Award twice: 2 wds. |
| 44% | CONNORMCDAVID | 13 | Edmonton Oilers captain who was honored with the NHL's Conn Smythe Trophy in 2024 (2 wds.) |
| 44% | YOLANDAADAMS | 12 | "Be Blessed" gospel singer who was honored with the 2019 Soul Train Lady of Soul Award: 2 wds. |
| 44% | MARIOLEMIEUX | 12 | Pittsburgh Penguins center who was honored with the Best NHL Player ESPY Award three times: 2 wds. |
| 44% | SIDNEYCROSBY | 12 | Pittsburgh Penguins center who was honored with the Best NHL Player ESPY Award eight times: 2 wds. |
| 43% | HELENMIRREN | 11 | "The Queen" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2018: 2 wds. |
| 43% | JANELLEMONAE | 12 | "Dirty Computer" pop funk singer who was honored with the 2023 Soul Train Spirit of Soul Award: 2 wds. |
| 42% | MERYLSTREEP | 11 | "The Iron Lady" Oscar winner who was honored with Lincoln Center's Chaplin Award in 2008: 2 wds. |
| 42% | QUINNHUGHES | 11 | Vancouver Canucks captain who was honored with the NHL's James Norris Memorial Trophy in 2024 (2 wds.) |
| 41% | JAMESPATTERSON | 14 | Bestselling crime novelist who was honored with the Literarian Award from the National Book Foundation (2 wds.) |
| 41% | JIMMYKIMMEL | 11 | Late-night talk show host who hosts the prime-time game show "Who Wants to Be a Millionaire": 2 wds. |
| 41% | TAYLORSWIFT | 11 | "Anti-Hero" singer who was honored with the People's Choice Award for The Female Artist of 2022 (2 wds.) |
| 41% | CALEBWILLIAMS | 13 | USC Trojans quarterback who was honored with the 2023 ESPY Award for Best College Athlete, Men's Sports (2 wds.) |
| 41% | CONANOBRIEN | 11 | Late-night host who moved to TBS after leaving "The Tonight Show": 2 wds. |
| 41% | HARRYSTYLES | 11 | "As It Was" singer who was honored with the People's Choice Award for The Male Artist of 2022 (2 wds.) |
| 41% | CAITLINCLARK | 12 | Iowa Hawkeyes point guard who was honored with the 2023 ESPY Award for Best College Athlete, Women's Sports (2 wds.) |
| 41% | CANDICEBERGEN | 13 | Actress who was the first female host of "Saturday Night Live": 2 wds. |
| 40% | SETHMEYERS | 10 | "Late Night" host who was a cast member on "SNL" for 13 seasons: 2 wds. |
| 40% | NALYSSASMITH | 12 | Baylor University power forward who was honored with the 2021 Wade Trophy (2 wds.) |
| 40% | RICKTOCCHET | 11 | Vancouver Canucks head coach who was honored with the NHL's Jack Adams Award for coach of the year in 2024 (2 wds.) |
| 40% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |