| 100% | ORR | 3 | Youngest player ever to win the Calder Memorial Trophy |
| 48% | DERRICKJONESJR | 14 | Only undrafted player ever to win the NBA Slam Dunk Contest, in 2020: 3 wds. |
| 41% | AROD | 4 | Youngest player ever to hit 500 home runs, familiarly |
| 40% | NOBEL | 5 | Malala Yousafzai is the youngest person ever to win one (at age 17) |
| 39% | SIDNEYCROSBY | 12 | Third player to win the NHL's Conn Smythe Trophy in consecutive years (2016, 2017) (2 wds.) |
| 39% | MARIOLEMIEUX | 12 | Second player to win the NHL's Conn Smythe Trophy in consecutive years (1991, 1992) (2 wds.) |
| 39% | BERNIEPARENT | 12 | First player to win the NHL's Conn Smythe Trophy in consecutive years (1974, 1975) (2 wds.) |
| 39% | DERRICKROSE | 11 | *Youngest NBA player to win the MVP |
| 39% | ERNIE | 5 | ___ Davis, first African-American to win the Heisman Trophy |
| 39% | BEN | 3 | ___ Roethlisberger, NFL player who holds the Super Bowl record for youngest quarterback to start and win |
| 38% | LAMARJACKSON | 12 | 2016 Heisman Trophy-winning quarterback from Louisville, the youngest player to win the award: 2 wds. |
| 38% | TATUM | 5 | Actress O'Neal who was the youngest person to ever win a competitive Oscar, at age 10 |
| 37% | AROD | 4 | Youngest player to join the 500-homer club |
| 37% | WIE | 3 | Youngest golfer ever to win a U.S.G.A. adult event (age 13) |
| 36% | YANI | 4 | Golfer Tseng who's the youngest player to win five major championships |
| 36% | LYLE | 4 | Pitcher Sparky, first American League reliever to win the Cy Young Award |
| 36% | PELE | 4 | Youngest player to score in the FIFA World Cup (age 17) |
| 35% | TSENG | 5 | Taiwanese golfer Yani, youngest player to win five major championships |
| 35% | MORITZSEIDER | 12 | Detroit Red Wings defender honored with the Calder Memorial Trophy for the NHL's 2021-22 season (2 wds.) |
| 34% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 34% | SPUDWEBB | 8 | *Shortest player to win the NBA's Slam Dunk Contest |
| 34% | ORR | 3 | Bobby ___ who won the James Norris Memorial Trophy 8 years in a row |
| 34% | PETESAMPRAS | 11 | Tennis great who is the youngest player to win the US Open Men's Singles championship (2 wds.) |
| 33% | ORR | 3 | Bobby —, ice hockey player who won the James Norris Memorial Trophy from 1968-75 |
| 33% | ZENDAYA | 7 | Youngest person to win the Emmy for Outstanding Lead Actress in a Drama Series (2020) |
| 33% | DWIGHTHOWARD | 12 | Tallest player to win the NBA Slam Dunk Contest, in 2008: 2 wds. |
| 32% | GIL | 3 | Calder Memorial Trophy winner Perreault |
| 32% | ARCHIEGRIFFIN | 13 | Only player to win the 15-Across twice, in 1974 and 1975: 2 wds. |
| 32% | JOSETHEODORE | 12 | Canadiens goalie who won the Hart Memorial Trophy for the 2001-2002 season: 2 wds. |
| 32% | AROD | 4 | Former Yankee who was the youngest MLB player to hit 600 home runs |