| 100% | REXTILLERSON | 12 | US Secretary of State who was formerly an Exxon executive: 2 wds. |
| 58% | ALEXANDERHAIG | 13 | US Secretary of State who announced "I am in control here" after President Reagan was shot: 2 wds. |
| 52% | COLINPOWELL | 11 | Former US Secretary of State who's a Vietnam vet: 2 wds. |
| 51% | JAMESMADISON | 12 | US Secretary of State (and fourth president) who oversaw the Louisiana Purchase: 2 wds. |
| 45% | REXTILLERSON | 12 | The current US Secretary of State: 2 wds. |
| 45% | LARRYDAVID | 10 | Brooklyn-born comedian who was an executive producer of 27-Across and 32/38-Across: 2 wds. |
| 41% | KERRY | 5 | John who was US Secretary of State from 2013 to 2017 |
| 40% | HENRYKISSINGER | 14 | Secretary of State who was in office during Operation Condor |
| 40% | HILLARYCLINTON | 14 | Secretary of State who was the first to visit Burma since 1955 |
| 38% | IRVINGBERLIN | 12 | "White Christmas" composer who was an original member of the American Theater Hall of Fame: 2 wds. |
| 38% | FREDASTAIRE | 11 | "Top Hat" star who was an original member of the American Theater Hall of Fame: 2 wds. |
| 38% | AUDRELORDE | 10 | Revolutionary Black feminist who was an inaugural honoree on the National LGBTQ Wall of Honor: 2 wds. |
| 38% | DONALDTRUMP | 11 | US leader who was Time's 2016 Person of the Year: 2 wds. |
| 38% | IRAGERSHWIN | 11 | "I Got Rhythm" lyricist who was an original member of the American Theater Hall of Fame: 2 wds. |
| 38% | ELAINEBENES | 11 | Character played by Julia Louis-Dreyfus in "Seinfeld", who is an ex-girlfriend of 32-Across: 2 wds. |
| 38% | HARVEYMILK | 10 | San Francisco gay rights martyr who was an inaugural honoree on the National LGBTQ Wall of Honor: 2 wds. |
| 37% | DAVIDDUVAL | 10 | American pro golfer who was formerly World No.1, and posted a score of 59 in the 1999 Bob Hope Chrysler Classic: 2 wds. |
| 37% | MIGUELCARDONA | 13 | Current US Secretary of Education: 2 wds. |
| 37% | LLOYDAUSTIN | 11 | Current US Secretary of Defense: 2 wds. |
| 37% | JANELLEMONAE | 12 | Actress in the Best Picture winner "Moonlight" who was nominated for an Album of the Year Grammy in 2019: 2 wds. |
| 37% | RICHARDHARRIS | 13 | Actor in the Best Picture winner "Unforgiven" who was nominated for an Album of the Year Grammy in 1968: 2 wds. |
| 37% | JAMESBALDWIN | 12 | "Go Tell It on the Mountain" author who was an inaugural honoree on the National LGBTQ Wall of Honor: 2 wds. |
| 37% | GEORGESCHULTZ | 13 | Secretary of State who was in office when the Intermediate Range Nuclear Forces Treaty was signed with Mikhail Gorbachev |
| 37% | JANETYELLEN | 11 | Current US Secretary of the Treasury: 2 wds. |
| 36% | STEVENMNUCHIN | 13 | The current US Secretary of the Treasury: 2 wds. |
| 36% | TAFT | 4 | President who was formerly Theodore Roosevelt's secretary of war |
| 36% | JILLBIDEN | 9 | Former Girl Scout who is the current First Lady of the United States (2 wds.) |
| 36% | WONDERWOMAN | 11 | Fictional superhero appearing in comic books who is a founding member of the Justice League and an ambassador of the Amazon people: 2 wds. |
| 36% | JOHNNYALPHA | 11 | Long-running comic fictional character from "Strontium dog" who is a mutant bounty hunter with an array of imaginative gadgets and weapons: 2 wds. |
| 35% | VANNAWHITE | 10 | "Wheel of Fortune" cohost who is an avid knitter: 2 wds. |