| 100% | GLORIAESTEFAN | 13 | "Conga" singer who owns a minority share of the Miami Dolphins: 2 wds. |
| 67% | BILLMAHER | 9 | "Real Time" host who owns a minority share of the New York Mets: 2 wds. |
| 61% | VENUSWILLIAMS | 13 | Tennis star who's a minority owner of the NFL's Miami Dolphins: 2 wds. |
| 54% | WILLSMITH | 9 | "I Am Legend" star who (together with his wife Jada) owns a minority share of the Philadelphia 76ers: 2 wds. |
| 53% | GLORIAESTEFAN | 13 | "Coming Out of the Dark" singer who's part owner of the Miami Dolphins: 2 wds. |
| 43% | TAYLORSWIFT | 11 | "Blank Space" American singer who owns a Dassault Falcon 900: 2 wds. |
| 42% | TONYBENNETT | 11 | 2018 AP Coach of the Year who shares his name with the singer of "I Left My Heart in San Francisco": 2 wds. |
| 41% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 41% | RONALDREAGAN | 12 | 40th president of the United States who owned a spaniel named Rex: 2 wds. |
| 41% | BUDDYHOLLY | 10 | "Peggy Sue" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 40% | ARETHAFRANKLIN | 14 | Singer who spells out the title of her 1967 hit "Respect": 2 wds. |
| 40% | ARIANAGRANDE | 12 | Singer who spells out the title of her 2019 hit "NASA": 2 wds. |
| 40% | BILLIEEILISH | 12 | Singer who released "Birds of a Feather" in 2024: 2 wds. |
| 40% | RYANREYNOLDS | 12 | "Deadpool" actor who owns a stake in the Wrexham Association Football Club: 2 wds. |
| 40% | WILLFERRELL | 11 | "Elf" actor who owns a stake in the Los Angeles Football Club: 2 wds. |
| 40% | JLO | 3 | Singer who's a "World of Dance" judge, for short: 2 wds. |
| 40% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 40% | TAYLORSWIFT | 11 | "Anti-Hero" singer who is nominated for a 2022 American Music Award for Artist of the Year (2 wds.) |
| 40% | GLORIAESTEFAN | 13 | Miami Sound Machine singer who is a 2023 Songwriters Hall of Fame inductee (2 wds.) |
| 40% | BRIANWILSON | 11 | Pop singer who's the father of singers Wendy and Carnie: 2 wds. |
| 40% | MILEYCYRUS | 10 | "Wrecking Ball" singer who performs on the remix of 49-Across: 2 wds. |
| 40% | DOLLYPARTON | 11 | "Jolene" singer who was MusiCares Person of the Year in 2019: 2 wds. |
| 40% | LUCYDACUS | 9 | "Kissing Lessons" singer who is also a member of 16-Across: 2 wds. |
| 40% | CHRISPRATT | 10 | "Guardians of the Galaxy" actor who once lived in a van: 2 wds. |
| 40% | QUEENLATIFAH | 12 | Singer who performed "That's the Letter O" (a parody of "That's the Way We Flow") on "Sesame Street": 2 wds. |
| 40% | HARRYSTYLES | 11 | "As It Was" singer who is nominated for a 2022 American Music Award for Artist of the Year (2 wds.) |
| 39% | BRITNEYSPEARS | 13 | Singer who appears nude in the video of her 2008 single, "Womanizer": 2 wds. |
| 39% | SHELLEYFABARES | 14 | Actress and singer who's the niece of 19-Across: 2 wds. |
| 39% | KELLYCLARKSON | 13 | Female singer who won the inaugural season of "American Idol": 2 wds. |
| 39% | SINEADOCONNOR | 13 | Singer who got banned from "Saturday Night Live" for ripping up a picture of the pope: 2 wds. |