| 100% | OLEG | 4 | Cassini who was dubbed Jackie Kennedy's "Secretary of Style" |
| 42% | OLEG | 4 | Designer Cassini who helped create Jackie Kennedy's signature look |
| 42% | REX | 3 | Tillerson who was Trump's first Secretary of State |
| 42% | KNOX | 4 | Philander who was America's first secretary of war |
| 42% | REICH | 5 | Robert who was Clinton's first secretary of labor |
| 41% | ASPIN | 5 | Les who was Bill Clinton’s first Secretary of Defense |
| 41% | OLEG | 4 | Cassini who designed for Jackie Kennedy |
| 41% | LEON | 4 | Panetta who was Obama's CIA Director and Secretary of Defense |
| 41% | TAFT | 4 | President who was formerly Theodore Roosevelt's secretary of war |
| 40% | PERRY | 5 | Rick who is Trump's secretary of energy |
| 40% | HAIG | 4 | Reagan's Secretary of State Alexander ___, who notably said "I am in control here" |
| 40% | THEMONROEDOCTRINE | 17 | John Quincy Adams, as U.S. secretary of state, was the man who actually drafted … |
| 39% | NINA | 4 | Simone who was dubbed the High Priestess of Soul |
| 39% | REX | 3 | Tillerson who was secretary of state |
| 38% | RUSK | 4 | Kennedy's Secretary of State |
| 38% | HENRYKISSINGER | 14 | Secretary of State who was in office during Operation Condor |
| 37% | ARI | 3 | ___ Onassis, shipping magnate who was married to Jackie Kennedy |
| 37% | SALINGER | 8 | Pierre who was press secretary for Kennedy and Johnson |
| 37% | RIDGE | 5 | Tom who was the first Secretary of Homeland Security |
| 37% | PILLBOX | 7 | Jackie kennedy's hat style |
| 37% | REBA | 4 | ___ McEntire, "Whoever's in New England" singer who is dubbed "the Queen of Country" |
| 37% | HILLARYCLINTON | 14 | Secretary of State who was the first to visit Burma since 1955 |
| 36% | EUNICE | 6 | Kennedy who was the mother of Maria Shriver |
| 36% | RICE | 4 | Condoleezza who was the first female African-American secretary of state |
| 36% | KERRY | 5 | John who was US Secretary of State from 2013 to 2017 |
| 36% | REXTILLERSON | 12 | US Secretary of State who was formerly an Exxon executive: 2 wds. |
| 35% | TSO | 3 | General for whom a style of chicken is named |
| 35% | DONNA | 5 | Florida Representative Shalala who was Secretary of Health and Human Services under Bill Clinton |
| 34% | PETRARCH | 8 | Italian poet after whom a style of sonnet is named |
| 34% | RICKPERRY | 9 | Former Secretary of Energy who once said that the D.O.E. should be abolished |