| JOHNUPDIKE | Rabbit Run author who received the American Academy of Arts and Letters Gold Medal in 2007: 2 wds. |
| TONIMORRISON | Beloved author who received the American Academy of Arts and Letters Gold Medal in 2019: 2 wds. |
| ELDOCTOROW | Ragtime author who received the American Academy of Arts and Letters Gold Medal in 2013: 3 wds. |
| ANNIEPROULX | The Shipping News Pulitzer winner and 2007 inductee into the American Academy of Arts and Letters: 2 wds. |
| TONYKUSHNER | Angels in America Pulitzer winner and 2005 inductee into the American Academy of Arts and Letters: 2 wds. |
| HOWE | Julia ___, first woman elected to the American Academy of Arts and Letters |
| SEVENTEENEIGHTY | When the American Academy of Arts and Sciences was founded |
| ANDREWWYETH | Christina's World painter who received the National Medal of Arts in 2007: 2 wds. |
| LOUISESUGGS | She cofounded the LPGA and received the Bob Jones Award in 2007: 2 wds. |
| TONYDUNGY | "Football Night in America" analyst who coached Indianapolis to a Super Bowl victory in 2007: 2 wds. |
| DREWBARRYMORE | "The Wedding Singer" actress who was People's Most Beautiful Person in 2007: 2 wds. |
| ALEXRODRIGUEZ | Third baseman who signed a $275 million contract with the Yankees in 2007: 2 wds. |
| DAVIDBECKHAM | English soccer star who left a Spanish club to play for the LA Galaxy in 2007: 2 wds. |
| SALMANRUSHDIE | "The Satanic Verses" author, knighted in 2007: 2 wds. |
| TRACEADKINS | Singer whose "Ladies Love Country Boys" hit #1 on the Billboard Country Songs Chart in 2007: 2 wds. |
| REYNOLDS | First president of the Royal Academy of Arts who co-founded The Club and painted actress Sarah Siddons as the Tragic Muse (8) |
| PULITZERPRIZE | In the category of Arts and Letters, which annual US award has been won four times by Robert Frost, Eugene O'Neill and Robert E. Sherwood? (8,5) |
| DONOGHUE | Lynn, Ontario-born portrait painter and member of the Royal Canadian Academy of Arts who died in 2003 (8) |
| ACADEMY | The Black ___ of Arts and Letters |
| KAUFFMAN | Swiss Neoclassical painter who was a founding member of the Royal Academy of Arts; her works include |