| 100% | TIMDUNCAN | 9 | Spurs forward who won the NBA Most Valuable Player award in 2002 and 2003: 2 wds. |
| 75% | LEBRONJAMES | 11 | Heat forward who won the NBA Most Valuable Player award in 2009, 2010, 2012, and 2013: 2 wds. |
| 70% | STEVENASH | 9 | Suns guard who won the NBA Most Valuable Player award in 2005 and 2006: 2 wds. |
| 66% | KAWHILEONARD | 12 | Spurs forward who won the 2014 NBA Finals Most Valuable Player award: 2 wds. |
| 54% | LAURIMARKKANEN | 14 | Utah Jazz forward who won the NBA 2022-2023 Most Improved Player award: 2 wds. |
| 50% | SERENAWILLIAMS | 14 | Tennis player who won the Best Female Athlete ESPY Award in 2003 and 2013: 2 wds. |
| 48% | SERENAWILLIAMS | 14 | Tennis player who won the AP Athlete of the Year award in 2002, 2009, 2013, and 2015: 2 wds. |
| 47% | ALEXRODRIGUEZ | 13 | Former NY Yankee who won the AL MVP award in 2003, 2005, and 2007: 2 wds. |
| 44% | BENWALLACE | 10 | Retired Pistons center who won consecutive Defensive Player of the Year Awards twice, in 2003 and 2006: 2 wds. |
| 44% | MICHAELJORDAN | 13 | Former Chicago Bulls player who won the NBA Slam Dunk Contest in 1987 and 1988: 2 wds. |
| 44% | KHRISMIDDLETON | 14 | Small forward who, in 2021, won both an NBA title with the Bucks and an Olympic gold medal: 2 wds. |
| 44% | LEBRONJAMES | 11 | Small forward who, in 2012, won both an NBA title with the Heat and an Olympic gold medal: 2 wds. |
| 43% | CHRISEVERT | 10 | Tennis player who won the AP Athlete of the Year award in 1974, 1975, 1977, and 1980: 2 wds. |
| 42% | KAWHILEONARD | 12 | Clippers small forward who won his second consecutive Defensive Player of the Year Award in 2016: 2 wds. |
| 42% | BENKINGSLEY | 11 | Actor whose birthday it is today who won an Academy Award for playing Gandhi in the titular film and was knighted in 2002: 2 wds. |
| 42% | FRANKROBINSON | 13 | Most Valuable Player in both the AL (Orioles, 1966) and NL (Reds, 1961): 2 wds. |
| 42% | YOGIBERRA | 9 | Former NY Yankee who won the AL MVP award in 1951, 1954, and 1955: 2 wds. |
| 41% | RICHARDSON | 10 | Jason ___, former Golden State Warriors player who won the NBA Slam Dunk Contest in 2002 and 2003 |
| 41% | PATRICKMAHOMES | 14 | Kansas City Chiefs quarterback who won the 2022 NFL Most Valuable Player award: 2 wds. |
| 41% | LINDSEYVONN | 11 | Alpine skier who won the Best Female Athlete ESPY Award in 2010 and 2011: 2 wds. |
| 41% | KEVINMCHALE | 11 | Player who won the NBA's Sixth Man Award twice with the Celtics: 2 wds. |
| 41% | MIKETROUT | 9 | LA Angel who won the AL MVP award in 2014, 2016, and 2019: 2 wds. |
| 41% | PRINCEFIELDER | 13 | Rangers designated hitter who won the MLB Comeback Player of the Year Award in 2015: 2 wds. |
| 41% | MARIANORIVERA | 13 | Yankees relief pitcher who won the MLB Comeback Player of the Year Award in 2013: 2 wds. |
| 41% | LARRYBIRD | 9 | American former basketball player nicknamed "The Hick from French Lick" who was the NBA Most Valuable Player thrice in the 80s: 2 wds. |
| 40% | BREANNASTEWART | 14 | Seattle Storm power forward who won the Best Female Athlete ESPY Award in 2016: 2 wds. |
| 40% | DONNEWCOMBE | 11 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 1956: 2 wds. |
| 40% | CLAYTONKERSHAW | 14 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 2014: 2 wds. |
| 40% | SANDYKOUFAX | 11 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 1963: 2 wds. |
| 40% | LOUWILLIAMS | 11 | Player who won the NBA's Sixth Man Award, once with the Raptors, twice with the Clippers: 2 wds. |