| 100% | ANNIEPROULX | 11 | "The Shipping News" Pulitzer winner and 2007 inductee into the American Academy of Arts and Letters: 2 wds. |
| 87% | TONYKUSHNER | 11 | "Angels in America" Pulitzer winner and 2005 inductee into the American Academy of Arts and Letters: 2 wds. |
| 87% | TONIMORRISON | 12 | "Beloved" Pulitzer winner and 1981 inductee into the American Academy of Arts and Letters: 2 wds. |
| 61% | JOHNUPDIKE | 10 | "Rabbit, Run" author who received the American Academy of Arts and Letters Gold Medal in 2007: 2 wds. |
| 55% | TONIMORRISON | 12 | "Beloved" author who received the American Academy of Arts and Letters Gold Medal in 2019: 2 wds. |
| 50% | ELDOCTOROW | 10 | "Ragtime" author who received the American Academy of Arts and Letters Gold Medal in 2013: 3 wds. |
| 46% | HOWE | 4 | Julia ___, first woman elected to the American Academy of Arts and Letters |
| 39% | PAULMCCARTNEY | 13 | "Yesterday" lyricist who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | BUDDYHOLLY | 10 | "Peggy Sue" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | PHILSPECTOR | 11 | American record producer and songwriter inducted into the Rock and Roll Hall of Fame in 1989: 2 wds. |
| 39% | SEVENTEENEIGHTY | 15 | When the American Academy of Arts and Sciences was founded |
| 39% | PAULSIMON | 9 | "Mrs. Robinson" lyricist who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | JIMMYPAGE | 9 | "Stairway to Heaven" composer who is a two-time inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 39% | RAYCHARLES | 10 | "Georgia on My Mind" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 38% | RICHARDWILBUR | 13 | American poet behind "Things of This World" who won the Pulitzer Prize in 1957 and 1989: 2 wds. |
| 37% | VANHALEN | 8 | David Lee Roth's band, inducted into the Rock and Roll Hall of Fame in 2007: 2 wds. |
| 36% | LARRYMCMURTRY | 13 | American novelist whose 1985 novel "Lonesome Dove" won the Pulitzer Prize and whose six novels were adapted into films: 2 wds. |
| 36% | GREGMADDUX | 10 | 2014 Baseball Hall of Fame inductee and 355-game winner whose #31 was retired by the 31-Across: 2 wds. |
| 36% | TOMGLAVINE | 10 | 2014 Baseball Hall of Fame inductee and 305-game winner whose #47 was retired by the 31-Across: 2 wds. |
| 36% | 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. |
| 36% | BRIANDAWKINS | 12 | Former American football safety who played 13 seasons with the Philadelphia Eagles and was inducted into the Pro Football Hall of Fame in 2018: 2 wds |
| 35% | CCSABATHIA | 10 | Yankees starting pitcher and 2007 AL Cy Young Award winner being inducted into the Baseball Hall of Fame this weekend: 3 wds. |
| 35% | TERRELLOWENS | 12 | Former American football wide receiver who played seven seasons for the San Francisco 49ers and was inducted into the Pro Football Hall of Fame in 2018: 2 wds |
| 35% | ANDREWWYETH | 11 | "Christina's World" painter who received the National Medal of Arts in 2007: 2 wds. |
| 35% | BRIANURLACHER | 13 | Former American football linebacker who played his entire 13-year career for the Chicago Bears and was inducted into the Pro Football Hall of Fame in 2018: 2 wds |
| 35% | MILTONBERLE | 11 | Early TV variety show host who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 35% | 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. |
| 35% | KANYEWEST | 9 | "The Life of Pablo" rapper who was into art and poetry before becoming a musician: 2 wds. |
| 34% | LUCILLEBALL | 11 | Early TV comedian who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 34% | SAMUELGOMPERS | 13 | Founder and first president of the American Federation of Labor: 2 wds. |