| 100% | JONATHANTOEWS | 13 | Center and captain who won the Stanley Cup three times with 38-Across (2 wds.) |
| 77% | COREYCRAWFORD | 13 | Goalie who won the Stanley Cup three times with 38-Across (2 wds.) |
| 43% | STEVEYZERMAN | 12 | Detroit Red Wings center who won a Stanley Cup championship and an Olympic gold medal in 2002: 2 wds. |
| 42% | DAVIDPEARSON | 12 | NASCAR Hall of Famer who won the NASCAR Cup Series Drivers' Championship three times from 1966 to 1969: 2 wds. |
| 40% | ALANJACKSON | 11 | "Country Boy" singer who won the CMA Award for Entertainer of the Year three times: 2 wds. |
| 40% | SECRETARIAT | 11 | Thoroughbred racehorse who won the Triple Crown on June 9, 1973, and who set fastest time records in all three races that remain unbroken (2 wds.) |
| 40% | DALEEARNHARDT | 13 | Father and son who collectively won the Daytona 500 three times (2 wds.) |
| 40% | BARRYSWITZER | 12 | Football coach who won three National Championships with the University of Oklahoma and a Super Bowl with the Dallas Cowboys (2 wds.) |
| 40% | SAMREINHART | 11 | Florida Panthers center who led the team in scoring in the regular season and scored the winning goal in Game 7 of the 2024 Stanley Cup Final (2 wds.) |
| 40% | UWE | 3 | ___ Krupp who won the Stanley Cup with Colorado Avalanche |
| 40% | MEGANRAPINOE | 12 | US player who won the Golden Boot and the Golden Ball at the 2019 World Cup: 2 wds. |
| 40% | TONYESPOSITO | 12 | Chicago Black Hawks goalie who won the Vezina Trophy three times: 2 wds. |
| 40% | ORR | 3 | Bobby ___ who won the Stanley Cup twice with the Boston Bruins |
| 39% | INGRIDBERGMAN | 13 | Actress who won three Oscars, for "Gaslight," "Anastasia," and "Murder on the Orient Express": 2 wds. |
| 39% | IGOR | 4 | Larionov who won three Stanley Cups with the Detroit Red Wings as part of their "Russian Five" line |
| 39% | SANDYKOUFAX | 11 | Left-handed pitcher who won his fourth and final World Series with the Dodgers in 1965: 2 wds. |
| 39% | NATEROBINSON | 12 | Only player to win the NBA Slam Dunk Contest three times, in 2006, 2009, and 2010: 2 wds. |
| 38% | ANNHENRICKSSON | 14 | American female tennis player who won three WTA tournaments and was born on the day of Halloween: 2 wds. |
| 38% | SHAWNJOHNSON | 12 | Gymnast who won season 8 and was runner-up in season 15 of "Dancing With the Stars": 2 wds. |
| 38% | DUNCANKEITH | 11 | Chicago Blackhawks defenseman who won a Stanley Cup championship and an Olympic gold medal in 2010: 2 wds. |
| 38% | JONATHANTOEWS | 13 | Center and captain for 38-Across since 2007 (2 wds.) |
| 37% | MINNESOTAWILD | 13 | NHL team based in St. Paul that has never won the Stanley Cup: 2 wds. |
| 37% | BUFFALOSABRES | 13 | NHL team based in New York that has never won the Stanley Cup: 2 wds. |
| 37% | MICHAELJORDAN | 13 | Shooting guard who won an NCAA title with UNC, six NBA titles with the Bulls, and two Olympic gold medals: 2 wds. |
| 37% | ANTHONYDAVIS | 12 | Power forward who won an NCAA title with Kentucky, an NBA title with the Lakers, and an Olympic gold medal: 2 wds. |
| 37% | JOHNNYBENCH | 11 | Hall of Fame catcher who won the 1975 and 1976 World Series with the Cincinnati Reds (2 wds.) |
| 37% | CURBYOUR | 8 | With 38-Across, 2000-2024 HBO sitcom that centers around a comedy writer and his friends: 2 wds. |
| 37% | SANJOSESHARKS | 13 | NHL team based in California that has never won the Stanley Cup: 2 wds. |
| 37% | MAGICJOHNSON | 12 | Point guard who won an NCAA title with Michigan State, five NBA titles with the Lakers, and an Olympic gold medal: 2 wds. |
| 37% | TOMHEINSOHN | 11 | American retired professional basketball player who won 8 NBA championships with the Boston Celtics and coached the team for 9 seasons: 2 wds. |