| 100% | SCOTT | 5 | Michael ___, entrepreneur who was the first CEO of Apple from 1977 to 1981 |
| 55% | SPINDLER | 8 | Michael ___, German businessman who was the CEO of Apple from 1993 to 1996 |
| 45% | NYAD | 4 | Diana who was the first person to swim from Cuba to Florida without the aid of shark protection (2013) |
| 45% | JOHN | 4 | ___ Sculley, former president of PepsiCo who was the CEO of Apple from 1983 to 1993 |
| 43% | LAURABUSH | 9 | Former Girl Scout who was First Lady of the United States from 2001 to 2009 (2 wds.) |
| 43% | MICHELLEOBAMA | 13 | Former Girl Scout who was First Lady of the United States from 2009 to 2017 (2 wds.) |
| 41% | DAVID | 5 | ___ Karp, blogger and entrepreneur who is the founder and former CEO of Tumblr. |
| 41% | OLGA | 4 | Korbut who was the first inductee to the International Gymnastics Hall of Fame |
| 40% | HAYES | 5 | Actress Helen who was the first person to win the Triple Crown of Acting |
| 40% | NAOMAMPBELL | 11 | *Woman who was the first Black model to appear on the cover of Time |
| 40% | ADA | 3 | Limón who is the first Latina to be Poet Laureate of the United States |
| 40% | VIOLA | 5 | Actress Davis who was the first African American to win the Triple Crown of Acting |
| 40% | SARAZEN | 7 | Gene who was the first man to win all four of golf’s modern majors |
| 40% | GALILEO | 7 | Astronomer who was the first to discover that the Milky Way was made up of stars |
| 40% | PATSY | 5 | Cline who was the first solo female artist elected to the Country Music Hall of Fame |
| 40% | MARTHA | 6 | Little ___, rabbit who was the first of her kind to be launched into space in 1959 |
| 40% | JACOBY | 6 | Ellsbury who was the first Native American of Navajo descent to play in Major League Baseball |
| 40% | SAHLE | 5 | ___-Work Zewde, Ethiopian politician who is the first woman to serve as the President of Ethiopia |
| 40% | MIA | 3 | ___ Mottley, Barbadian politician who is the first woman to serve as the Prime Minister of Barbados |
| 40% | DEVI | 4 | Bidya ___ Bhandari, Nepalese politician who is the first woman to serve as the President of Nepal |
| 39% | RETTON | 6 | Gymnast Mary Lou who was the first woman to appear on the front of a Wheaties box |
| 39% | ALTHEA | 6 | Gibson who was the first person of color to win a tennis Grand Slam event |
| 39% | MARIA | 5 | ___ Mitchell, astronomer who was the first female professor of astronomy and the first American to discover a comet |
| 38% | LODGE | 5 | John Davis ___, actor turned politician who was the Governor of Connecticut from 1951 to 1955 |
| 38% | LUKEAIKINS | 10 | American skydiver who was the first to land safely without a parachute or wingsuit from mid-tropospheric altitude: 2 wds. |
| 38% | ALTHEAGIBSON | 12 | Tennis great who was the first person of color to win a Wimbledon championship (2 wds.) |
| 38% | DAVIDGREGORY | 12 | CNN political analyst who was the moderator of 14-Across from 2008 to 2014: 2 wds. |
| 38% | HILLARYCLINTON | 14 | Secretary of State who was the first to visit Burma since 1955 |
| 38% | SHAKESPEARE | 11 | Whom the first use of the nine long adjectives is credited to |
| 38% | PATSYCLINE | 10 | American singer (birthday today) who was the first female solo artist inducted to the Country Music Hall of Fame: 2 wds. |