| 100% | TAYLORMASON | 11 | Financial genius on Showtime's "Billions" who is television's first gender non-binary character: 2 wds. |
| 37% | ALEXRODRIGUEZ | 13 | Former Yankee who is first on Major League Baseball's career earnings list: 2 wds. |
| 37% | GEORGECOSTANZA | 14 | Character who is Jerry's best friend since high school and is played by Jason Alexander on the show "Seinfeld": 2 wds. |
| 35% | NIA | 3 | ___ Nal, character from "Supergirl" who is the first transgender superhero on television |
| 35% | BUDABBOTT | 9 | Comedian in a classic sketch who is asked, "Who's on first?" (2 wds.) |
| 34% | TIGERWOODS | 10 | Youngest Masters champion who is first on the PGA Tour career money list: 2 wds. |
| 34% | HILLARYCLINTON | 14 | Former First Lady who has been on the Time 100 list 10 times: 2 wds. |
| 34% | CHRISTIANKANE | 13 | The actor who plays the lead character and genius Jacob Stone on "The Librarians": 2 wds. |
| 34% | NAOMICAMPBELL | 13 | British supermodel who was the first Black model on the cover of Vogue France: 2 wds. |
| 34% | JOAQUINPHOENIX | 14 | "Her" actor who is on Lohan's list of ex-lovers: 2 wds. |
| 34% | SUEELLEN | 8 | First name of Linda Gray's character on "Dallas": 2 wds. |
| 33% | BLACKLIGHTNING | 14 | Superhero dad who was the title character on a show on a 2018-2021 CW show: 2 wds. |
| 33% | FRANFINE | 8 | Title character of 15-Across, whose first name is shared by actress Drescher who plays her: 2 wds. |
| 33% | KATYPERRY | 9 | "Roar" singer with more than 42 million YouTube subscribers who was the first artist to have multiple music videos reach one billion views on YouTube (2 wds.) |
| 33% | JOHNDILLINGER | 13 | Depression-era gangster who was the FBI's first "Public Enemy #1": 2 wds. |
| 33% | NEILARMSTRONG | 13 | Astronaut whose birthday it is today, who became the first man to set foot on the Moon: 2 wds. |
| 33% | NAOMICAMPBELL | 13 | "American Horror Story: Hotel" actress who was the first black model on the cover of French Vogue : 2 wds. |
| 33% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 33% | ALBERTPUJOLS | 12 | Dominican-born first baseman who was elected to MLB's Latino Legends Team: 2 wds. |
| 33% | RACHELGREEN | 11 | Jennifer Aniston's "colorful" TV character who maintains they were not, in fact, on a break (2 wds.) |
| 33% | JAMESFRANCO | 11 | "This Is the End" actor who is on Lohan's list of ex-lovers: 2 wds. |
| 33% | RUTHWILSON | 10 | British actress who plays American Alison Lockhart on Showtime's "The Affair": 2 wds. |
| 32% | SOPHIABURSET | 12 | Laverne Cox's character on "Orange Is the New Black": 2 wds. |
| 32% | LIONELMESSI | 11 | Argentine soccer player who is ranked first on the 2019 Forbes list of the world's highest-paid athletes (2 wds.) |
| 32% | MILTONBERLE | 11 | Television comedy pioneer who was in the first class of inductees into the Television Hall of Fame (2 wds.) |
| 32% | GUIDOSARDUCCI | 13 | Don Novello's early "SNL" character who was a rock critic for "L'Osservatore Romano": 2 wds. |
| 32% | MILEYCYRUS | 10 | "Wrecking Ball" singer who's been a judge on "The Voice": 2 wds. |
| 32% | BLAKESHELTON | 12 | "Honey Bee" singer who's been a judge on "The Voice": 2 wds. |
| 32% | SETHROGEN | 9 | "The Studio" actor who plays Sylvia's friend Will on "Platonic": 2 wds. |
| 32% | ROSIEODONNELL | 13 | American TV presenter and activist who has hosted several daytime television talk shows and was a moderator on "The View": 2 wds. |