| 100% | JONIMITCHELL | 12 | "Both Sides Now" singer-songwriter who wrote "Morning Glory on the Vine," a book of poetry and drawings (2 wds.) |
| 59% | PATTISMITH | 10 | "Because the Night" singer-songwriter who wrote "Babel," a book of poetry and drawings (2 wds.) |
| 54% | LEONARDCOHEN | 12 | "Hallelujah" singer-songwriter who wrote "Book of Longing," a book of poetry and drawings (2 wds.) |
| 44% | JONIMITCHELL | 12 | "Both Sides Now" singer who was MusiCares Person of the Year in 2022: 2 wds. |
| 42% | SARABAREILLES | 13 | Singer/songwriter who wrote music and lyrics for the stage adaptation of "Waitress" (2 wds.) |
| 39% | SARABAREILLES | 13 | Singer-songwriter who wrote music and lyrics for the stage adaptation of the film "Waitress" (2 wds.) |
| 39% | STEPHENSTILLS | 13 | American singer and songwriter who is the first artist to be inducted twice on the same night into the Rock and Roll Hall of Fame: 2 wds. |
| 38% | THOMASRHETT | 11 | Singer/songwriter who collaborated with 17-Across, 28-Across, Reba McEntire, and Keith Urban on the country hit "Be a Light" (2 wds.) |
| 38% | JAMESTAYLOR | 11 | Singer/songwriter who appeared on the March 1, 1971, cover of Time Magazine with the headline "The New Rock: Bittersweet and Low" (2 wds.) |
| 37% | LEY | 3 | Writer Willy who wrote "The Conquest of Space" ('49) and for whom a crater is named on the far side of the moon |
| 36% | ERICIDLE | 8 | Who wrote and sang "Always Look on the Bright Side of Life" |
| 36% | ANI | 3 | Singer DiFranco who wrote a book of poetry called "Verses" |
| 36% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 36% | CHUCKBARRIS | 11 | TV program creator and host who wrote the memoir "Confessions of a Dangerous Mind": 2 wds. |
| 35% | DAMIANMCGINTY | 13 | Irish singer who played Rory Flanagan on "Glee" and was a member of 32-Across: 2 wds. |
| 35% | JONIMITCHELL | 12 | Singer-songwriter who sang "Both Sides Now" at the 2024 Grammy Awards in her first-ever Grammy performance (2 wds.) |
| 35% | STEVIENICKS | 11 | American singer and songwriter who became the first woman to be inducted twice into the Rock and Roll Hall of Fame: 2 wds. |
| 34% | ELONMUSK | 8 | CEO of SpaceX and product architect of Tesla who did a guest appearance on "The Big Bang Theory": 2 wds. |
| 34% | JENNIFERLOPEZ | 13 | "On the Floor" singer who's an executive producer and judge on "World of Dance": 2 wds. |
| 34% | OGDEN | 5 | Nash who wrote "A door is what a dog is perpetually on the wrong side of" |
| 34% | RANDYTRAVIS | 11 | Country music superstar who wrote the 2019 autobiography "Forever and Ever, Amen: A Memoir of Music, Faith, and Braving the Storms of Life" (2 wds.) |
| 34% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 34% | STEPHENCHBOSKY | 14 | Author who wrote the film adaptation of his own "The Perks of Being a Wallflower": 2 wds. |
| 34% | RINASAWAYAMA | 12 | Singer/songwriter and model who was one of "Vogue" Japan's 2019 women of the year (2 wds.) |
| 34% | RICHARDNIXON | 12 | Former U.S. president who wrote "In the Arena: A Memoir of Victory, Defeat, and Renewal" (2 wds.) |
| 34% | DONNIEWAHLBERG | 14 | New Kids on the Block singer who played Detective Danny Reagan on 48-Across and will reprise the role in a new series in 2025 (2 wds.) |
| 33% | LIONELRICHIE | 12 | "Dancing on the Ceiling" R&B singer who's been a judge on "American Idol" since 2018: 2 wds. |
| 33% | ALANALDA | 8 | Hawkeye Pierce portrayer who wrote, directed, and starred in the final episode of "M*A*S*H" (2 wds.) |
| 33% | SERENAWILLIAMS | 14 | 2003 and 2013 Best Female Athlete ESPY winner who wrote the kids' book "The Adventures of Qai Qai": 2 wds. |
| 33% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |