| 100% | SEANMCVAY | 9 | 2017 AP NFL Coach of the Year who is the youngest head coach to win the Super Bowl (with the 2022 21-Across Rams) (2 wds.) |
| 47% | ZACTAYLOR | 9 | Head coach of the 2022 Super Bowl runner-up Cincinnati Bengals, who is the second-youngest NFL head coach (2 wds.) |
| 45% | COOPERKUPP | 10 | 2021 NFL Offensive Player of the Year who caught two touchdown passes in the 2022 Super Bowl for 21-Across and was named Super Bowl MVP (2 wds.) |
| 40% | KIMMULKEY | 9 | Coach of 41-Across who is the only coach in women's college basketball to win national championships with two teams (2 wds.) |
| 39% | JOEMAZZULLA | 11 | 28-Across head coach who is the youngest to win the NBA Finals since Bill Russell in 1969 (2 wds.) |
| 39% | BRIANDABOLL | 11 | New York Giants coach who won the 2022 NFL Coach of the Year award: 2 wds. |
| 39% | CHUCKNOLL | 9 | NFL coach who led the Steelers to four Super Bowl victories in six years: 2 wds. |
| 38% | JOEBURROW | 9 | Quarterback who led the Bengals to the 2022 Super Bowl in his second year in the NFL: 2 wds. |
| 38% | BILLBELICHICK | 13 | Head coach of the New England Patriots for their 2017 Super Bowl win (2 wds.) |
| 38% | KIMMULKEY | 9 | Coach of the 40-Across who is the only coach in women's college basketball to win national championships with two teams (2 wds.) |
| 37% | TONYBENNETT | 11 | 2018 AP Coach of the Year who shares his name with the singer of "I Left My Heart in San Francisco": 2 wds. |
| 36% | BILLBELICHICK | 13 | American football coach who has won five Super Bowls as the head coach: 2 wds. |
| 36% | CHUCKNOLL | 9 | American football coach who has won four Super Bowls as the head coach: 2 wds. |
| 36% | SAUCEGARDNER | 12 | New York Jets cornerback who was the 2022 NFL Defensive Rookie of the Year: 2 wds. |
| 36% | BARRYSWITZER | 12 | Football coach who won three National Championships with the University of Oklahoma and a Super Bowl with the Dallas Cowboys (2 wds.) |
| 36% | JIMMYJOHNSON | 12 | Football coach who won a National Championship with the University of Miami and two Super Bowls with the Dallas Cowboys (2 wds.) |
| 36% | BRIANDABOLL | 11 | New York Giants coach who won the 2022 Associated Press NFL Coach of the Year Award (2 wds.) |
| 35% | JIMMYBUTLER | 11 | NBA All-Star who was traded to the Timberwolves in 2017 after six years with the Bulls: 2 wds. |
| 35% | NICKSIRIANNI | 12 | Eagles head coach who led his team to victory in the 2025 Super Bowl: 2 wds. |
| 35% | JIMKELLY | 8 | Buffalo Bills quarterback who never won a Super Bowl but is in the Hall of Fame: 2 wds. |
| 35% | FRANTARKENTON | 13 | Minnesota Vikings quarterback who never won a Super Bowl but is in the Hall of Fame: 2 wds. |
| 35% | RICKTOCCHET | 11 | Vancouver Canucks head coach who was honored with the NHL's Jack Adams Award for coach of the year in 2024 (2 wds.) |
| 35% | DANMARINO | 9 | Quarterback who led the Dolphins to the 1985 Super Bowl in his second year in the NFL: 2 wds. |
| 35% | RUSSELLWILSON | 13 | Quarterback who led the Seahawks to the 2014 Super Bowl in his second year in the NFL: 2 wds. |
| 34% | DANHURLEY | 9 | Head coach of 13-Across who was named Naismith Coach of the Year in 2024 (2 wds.) |
| 34% | PEYTONMANNING | 13 | Former NFL quarterback who did not play in 2011 due to multiple surgeries and won the Comeback Player of the Year in 2012: 2 wds. |
| 34% | LOMBARDI | 8 | Vince who was the winning coach of the first two Super Bowls |
| 34% | DANFOUTS | 8 | San Diego Chargers quarterback who never won a Super Bowl but is in the Pro Football Hall of Fame: 2 wds. |
| 34% | TODDGURLEY | 10 | Former Rams running back named the AP NFL Offensive Player of the Year for 2017: 2 wds. |
| 34% | DAKPRESCOTT | 11 | Dallas Cowboys quarterback who won the 2022 Walter Payton NFL Man of the Year award: 2 wds. |