| 100% | ORR | 3 | NHL player who won the Stanley Cup twice, Bobby |
| 69% | ORR | 3 | Bobby ___ who won the Stanley Cup twice with the Boston Bruins |
| 58% | HENRI | 5 | ___ Richard, former NHL player who holds the record for Most Stanley Cup wins with 11 wins |
| 55% | ORR | 3 | Bobby ___ who won 2 Stanley Cups for the Boston Bruins |
| 52% | UWE | 3 | ___ Krupp who won the Stanley Cup with Colorado Avalanche |
| 50% | VICTORHEDMAN | 12 | Tampa Bay Lightning defenseman who won the Conn Smythe Trophy for Most Valuable Player during the 2020 Stanley Cup playoffs (2 wds.) |
| 50% | COREYCRAWFORD | 13 | Goalie who won the Stanley Cup three times with 38-Across (2 wds.) |
| 50% | SMALL | 5 | Chris —, snooker player who won the 2002 LG Cup |
| 50% | ORR | 3 | Bobby ___, former NHL player who holds the record for Most James Norris trophies with 8 wins |
| 49% | ORR | 3 | Bobby who won two Stanley Cups |
| 49% | JONATHANTOEWS | 13 | Center and captain who won the Stanley Cup three times with 38-Across (2 wds.) |
| 48% | KEVINMCHALE | 11 | Player who won the NBA's Sixth Man Award twice with the Celtics: 2 wds. |
| 48% | ELLENWHITE | 10 | English player who won the Bronze Boot at the 2019 World Cup: 2 wds. |
| 48% | ALEXMORGAN | 10 | US player who won the Silver Boot at the 2019 World Cup: 2 wds. |
| 47% | LUKA | 4 | ___ Modric, Croatian soccer player who won the Golden Ball award in the 2018 FIFA World Cup |
| 47% | MESSI | 5 | Lionel ___, Argentine soccer player who won the Golden Ball award in the 2014 FIFA World Cup |
| 46% | LOUWILLIAMS | 11 | Player who won the NBA's Sixth Man Award, once with the Raptors, twice with the Clippers: 2 wds. |
| 46% | JAMALCRAWFORD | 13 | Player who won the NBA's Sixth Man Award, once with the Hawks, twice with the Clippers: 2 wds. |
| 46% | MEGANRAPINOE | 12 | US player who won the Golden Boot and the Golden Ball at the 2019 World Cup: 2 wds. |
| 46% | KANE | 4 | Harry ___, English soccer player who won the Golden Boot for most goals scored in the 2018 World Cup |
| 45% | ALEX | 4 | ___ Pietrangelo, Canadian ice hockey player who scored the Stanley Cup-winning goal in 2019 |
| 45% | ARTTURI | 7 | ___ Lehkonen, Finnish ice hockey player who scored the Stanley Cup-winning goal in 2022 |
| 45% | POINT | 5 | Brayden ___, Canadian ice hockey player who scored the Stanley Cup-winning goal in 2020 |
| 45% | PATRIC | 6 | ___ Hornqvist, Swedish ice hockey player who scored the Stanley Cup-winning goal in 2017 |
| 45% | LARS | 4 | ___ Eller, Danish ice hockey player who scored the Stanley Cup-winning goal in 2018 |
| 43% | GUY | 3 | Hockey great Lafleur who won five Stanley Cup championships with the Canadiens |
| 42% | DETROITRED | 10 | & 23A NHL team that won the 2008 Stanley Cup Final |
| 42% | IGOR | 4 | Larionov who won three Stanley Cups with the Detroit Red Wings as part of their "Russian Five" line |
| 42% | HOCKEY | 6 | Sport played to win the Stanley Cup |