| 100% | PATTISMITH | 10 | "Because the Night" singer-songwriter who wrote "Babel," a book of poetry and drawings (2 wds.) |
| 70% | JONIMITCHELL | 12 | "Both Sides Now" singer-songwriter who wrote "Morning Glory on the Vine," a book of poetry and drawings (2 wds.) |
| 69% | LEONARDCOHEN | 12 | "Hallelujah" singer-songwriter who wrote "Book of Longing," a book of poetry and drawings (2 wds.) |
| 53% | SARABAREILLES | 13 | Singer/songwriter who wrote music and lyrics for the stage adaptation of "Waitress" (2 wds.) |
| 50% | SARABAREILLES | 13 | Singer-songwriter who wrote music and lyrics for the stage adaptation of the film "Waitress" (2 wds.) |
| 49% | 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. |
| 46% | JOHNLEGEND | 10 | "All of Me" singer who wrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |
| 46% | CHUCKBARRIS | 11 | TV program creator and host who wrote the memoir "Confessions of a Dangerous Mind": 2 wds. |
| 45% | ANI | 3 | Singer DiFranco who wrote a book of poetry called "Verses" |
| 44% | CHANNINGTATUM | 13 | "Magic Mike" actor who wrote the children's book "The One and Only Sparkella": 2 wds. |
| 44% | 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. |
| 43% | STEPHENCOLBERT | 14 | American late night show host who wrote the book "I Am America (And So Can You!)": 2 wds. |
| 43% | 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.) |
| 43% | STEPHENCHBOSKY | 14 | Author who wrote the film adaptation of his own "The Perks of Being a Wallflower": 2 wds. |
| 43% | RINASAWAYAMA | 12 | Singer/songwriter and model who was one of "Vogue" Japan's 2019 women of the year (2 wds.) |
| 42% | ALANALDA | 8 | Hawkeye Pierce portrayer who wrote, directed, and starred in the final episode of "M*A*S*H" (2 wds.) |
| 42% | 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.) |
| 41% | NEILGAIMAN | 10 | Fantasy novelist who wrote "American Gods" and "The Graveyard Book": 2 wds. |
| 41% | AFTERHENRY | 10 | American writer Joan Didion's 1992 book of essays written after the death of her friend and editor Robbins: 2 wds. |
| 41% | 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.) |
| 41% | YOKOONO | 7 | Singer/artist who wrote “Grapefruit,” a book of short performance-art scripts |
| 41% | SERENAWILLIAMS | 14 | 2003 and 2013 Best Female Athlete ESPY winner who wrote the kids' book "The Adventures of Qai Qai": 2 wds. |
| 41% | DANIELLESTEEL | 13 | American author who wrote "A Perfect Life" and is currently the bestselling author alive: 2 wds. |
| 41% | WILLSMITH | 9 | Actor who wrote the kid's book "Just the Two of Us" (2 wds.) |
| 41% | CHUCKBERRY | 10 | American songwriter who was one of the pioneers of Rock and Roll and was known for his song "Johnny B. Goode": 2 wds. |
| 41% | SMOKEYROBINSON | 14 | 42-Across singer/songwriter who was inducted into the Rock and Roll Hall of Fame in 1987 (2 wds.) |
| 40% | SARABAREILLES | 13 | "Love Song" singer who wrote the music and lyrics for the Broadway musical "Waitress": 2 wds. |
| 40% | BRIANJACQUES | 12 | British novelist who wrote the "Redwall" and "Castaways of the Flying Dutchman" series (2 wds.) |
| 40% | AUGUSTWILSON | 12 | Playwright of the month who wrote "Fences" and "The Piano Lesson": 2 wds. |
| 40% | JERRYLEELEWIS | 13 | "Great Balls of Fire" singer who was a charter inductee into the Rock and Roll Hall of Fame: 3 wds. |