| 100% | ABRAHAMLINCOLN | 14 | Mascot in jersey #16 who has the most overall wins (371 as of 2020) of the four main 16-Across competitors: 2 wds. |
| 91% | TEDDYROOSEVELT | 14 | Mascot in jersey #26 who has the least overall wins (138 as of 2020) of the four main 16-Across competitors: 2 wds. |
| 39% | DAWNSTALEY | 10 | Basketball Hall of Fame inductee who won four Coach of the Year awards in 2020: 2 wds. |
| 38% | DETROITRED | 10 | "___ Wings," American profession ice hockey team who have won the most Stanley Cup championships of NHL franchise in USA: 2 wds. |
| 37% | MARTINBRODEUR | 13 | Former New Jersey Devils' goaltender who has the highest number of wins with 691 wins and was elected to the Hockey Hall of Fame in 2018: 2 wds. |
| 36% | SALVADORPEREZ | 13 | Kansas City Royal who has won 4 Silver Slugger awards, the most of any active catcher in the MLB (2 wds.) |
| 35% | DEVINWILLIAMS | 13 | Brewers pitcher who the won National League Rookie of the Year Award in 2020: 2 wds. |
| 34% | WOODYALLEN | 10 | "Midnight in Paris" director who has won 4 Oscars as Director and as Screenwriter, out of 24 total nominations: 2 wds. |
| 34% | JIMBOEHEIM | 10 | College basketball coach who has won 946 games with the Syracuse Orange as of 3/20/19: 2 wds. |
| 34% | CHUCKNOLL | 9 | American football coach who has won four Super Bowls as the head coach: 2 wds. |
| 34% | KEITHRICHARDS | 13 | The Rolling Stones guitarist, who has appeared in the "Pirates of the Caribbean" series as Captain Teague, father of Jack Sparrow: 2 wds. |
| 34% | MIGUELINDURAIN | 14 | Five-time Spanish champion of the Tour de France who most recently won in 1995: 2 wds. |
| 34% | BERNARDHINAULT | 14 | Five-time French champion of the Tour de France who most recently won in 1985: 2 wds. |
| 33% | LAGALAXY | 8 | Major League Soccer (MLS) club founded in 1994 that has won the most number of MLS Cups: 2 wds. |
| 33% | SOFIAKENIN | 10 | American tennis player who won the Women's Tennis Association's Player of the Year in 2020: 2 wds. |
| 33% | ANDYREID | 8 | Kansas City Chiefs coach who's fourth in all-time wins, the most of any active coach: 2 wds. |
| 33% | JULIAMANCUSO | 12 | Former American alpine ski racer who has won the most number of Olympic medals amongst female American skiers: 2 wds. |
| 33% | ALISTROKER | 10 | Actress who won a Tony for her role as Ado Annie in the 2019 Broadway revival of "Oklahoma!": 2 wds. |
| 33% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 33% | LEAMICHELE | 10 | "Glee" star who played the main character in the 2022 Broadway revival of 15-Across: 2 wds. |
| 33% | LANCEARMSTRONG | 14 | Seven-time American champion of the Tour de France who most recently won in 2005 ... but whose titles were revoked: 2 wds. |
| 32% | JACKNICHOLSON | 13 | "The Shining" actor who has won two oscars, one of them for "As Good as it Gets": 2 wds |
| 32% | GREGGPOPOVICH | 13 | 2023 Basketball Hall of Fame inductee who has won five NBA championships as coach of the Spurs (2 wds.) |
| 32% | DENNISQUAID | 11 | "Flight of the Phoenix" actor who plays the title role in 16-Across: 2 wds. |
| 32% | STEVEAUSTIN | 11 | Retired WWE wrestler who goes by the nickname "Stone Cold" and has acted in a number of films, most notably "The Expendables": 2 wds. |
| 32% | ALLYSONFELIX | 12 | American track and field sprinter who won the 2012 Olympic gold in 200 meters and has a total of 9 Olympic medals: 2 wds. |
| 32% | LEANNRIMES | 10 | "How Do I Live" singer who won season four of "The Masked Singer" as The Sun (2 wds.) |
| 32% | JAMESMARSDEN | 12 | "27 Dresses" actor who has acted as Marvel superhero in "X-Men" and was also a part of the DC movie "Superman Returns": 2 wds. |
| 32% | MICHAELPHELPS | 13 | American swimmer who holds the most world records (7) and is one of the fastest in men's swimming: 2 wds. |
| 32% | TOKYOJAPAN | 10 | Birthplace of 16-Across, who's the first Asian driver to win the Indianapolis 500: 2 wds. |