| 100% | TIGERWOODS | 10 | American professional golfer who won the Laureus Comeback of the Year award in 2019: 2 wds. |
| 71% | NAOMIOSAKA | 10 | Japanese tennis player who won the Laureus Breakthrough of the Year award in 2019: 2 wds. |
| 71% | NOVAKDJOKOVIC | 13 | Serbian tennis player who won the Laureus Sportsman of the Year award in 2019: 2 wds. |
| 57% | STEFFIGRAF | 10 | Tennis player who won the AP Athlete of the Year award in 1989: 2 wds. |
| 55% | PRINCEFIELDER | 13 | Rangers designated hitter who won the MLB Comeback Player of the Year Award in 2015: 2 wds. |
| 55% | MARIANORIVERA | 13 | Yankees relief pitcher who won the MLB Comeback Player of the Year Award in 2013: 2 wds. |
| 55% | CHRISEVERT | 10 | Tennis player who won the AP Athlete of the Year award in 1974, 1975, 1977, and 1980: 2 wds. |
| 55% | SERENAWILLIAMS | 14 | Tennis player who won the AP Athlete of the Year award in 2002, 2009, 2013, and 2015: 2 wds. |
| 54% | DEVINWILLIAMS | 13 | Brewers pitcher who the won National League Rookie of the Year Award in 2020: 2 wds. |
| 52% | RUDYGOBERT | 10 | Jazz center who won his second consecutive Defensive Player of the Year Award in 2019: 2 wds. |
| 52% | SHAWNMENDES | 11 | "Señorita" singer who won Canada's Juno Award for Pop Album of the Year in 2019: 2 wds. |
| 52% | BENWALLACE | 10 | Retired Pistons center who won consecutive Defensive Player of the Year Awards twice, in 2003 and 2006: 2 wds. |
| 52% | MICHAELVICK | 11 | Lefty NFL quarterback who won the 2010 Comeback Player of the Year Award: 2 wds. |
| 52% | VITO | 4 | ___ Mannone, Italian soccer player who won the MLS Goalkeeper of the Year Award in 2019 |
| 52% | TURNER | 6 | Matt ___, American soccer player who won the MLS Goalkeeper of the Year award in 2021 |
| 52% | BILL | 4 | ___ Hamid, American soccer player who won the MLS Goalkeeper of the Year Award in 2014 |
| 52% | ZACK | 4 | ___ Steffen, American soccer player who won the MLS Goalkeeper of the Year Award in 2018 |
| 52% | TIM | 3 | ___ Melia, American soccer player who won the MLS Goalkeeper of the Year Award in 2017 |
| 51% | JUSTINTHOMAS | 12 | American pro golfer who won the 2017 PGA Championship, and posted a score of 59 in the same tournament: 2 wds. |
| 50% | ALESSIACARA | 11 | "Stay" singer who won the Pop Album of the Year Juno in 2017: 2 wds. |
| 50% | NAOMIOSAKA | 10 | Japanese tennis player who won the 2021 Laureus World Sportswoman of the Year Award: 2 wds. |
| 50% | 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. |
| 50% | SOFIAKENIN | 10 | American tennis player who won the Women's Tennis Association's Player of the Year in 2020: 2 wds. |
| 49% | CORBINCARROLL | 13 | Diamondbacks outfielder who won the National League Rookie of the Year Award in 2023: 2 wds. |
| 49% | JONATHANINDIA | 13 | Reds infielder who won the National League Rookie of the Year Award in 2021: 2 wds. |
| 49% | TREVORSTORY | 11 | American baseball shortstop who won the National League Shortstop Silver Slugger Award in 2018: 2 wds. |
| 49% | BILLIEEILISH | 12 | "All the Good Girls Go to Hell" singer who won the 2019 American Music Award for New Artist of the Year (2 wds.) |
| 49% | VIJAYSINGH | 10 | Golfer who won both PGA Tour Player of the Year and Rookie of the Year awards: 2 wds. |
| 49% | TIGERWOODS | 10 | Golfer who won both PGA Tour Player of the Year and Rookie of the Year awards: 2 wds. |
| 49% | ASHLEIGHBARTY | 13 | Australian tennis player who won WTA Player of the Year in 2019 and 2021: 2 wds. |