| 100% | GREG | 4 | Maddux who won four Cy Young Awards |
| 86% | GREG | 4 | Pitcher Maddux who won four straight Cy Young Awards |
| 84% | GREG | 4 | Pitcher Maddux who won the Cy Young Award in four consecutive years |
| 66% | ROGERCLEMENS | 12 | Seven-time Cy Young Award winner who won the award with four different teams: 2 wds. |
| 64% | CARLTON | 7 | Only N.L. pitcher to win four Cy Young Awards |
| 61% | GREG | 4 | Pitcher Maddux with four Cy Young Awards |
| 60% | TOM | 3 | Pitcher Seaver who won three Cy Young Awards |
| 60% | TOM | 3 | Pitcher Glavine who won two Cy Young Awards |
| 59% | OREL | 4 | Pitcher Hershiser who won the Cy Young Award in 1988 |
| 55% | PEDRO | 5 | Pitcher Martínez who won the Cy Young Award in 1997, 1999, and 2000 |
| 52% | DRYSDALE | 8 | Don who won the 1962 Cy Young award |
| 52% | GOODEN | 6 | Met who won the 1985 Cy Young Award |
| 50% | SPAHN | 5 | Braves pitcher who won the 1957 Cy Young Award |
| 48% | GREG | 4 | Maddux with four Cy Youngs |
| 47% | BEYONCE | 7 | "Black is King" artist who won four Grammy Awards in 2021 |
| 46% | DALLASKEUCHEL | 13 | Astros pitcher who won the 2015 AL Cy Young Award: 2 wds. |
| 46% | CHASEUTLEY | 10 | Dodgers second baseman who won four consecutive Silver Slugger Awards beginning in 2006 |
| 44% | PENA | 4 | Catcher Tony who won the MLB Gold Glove Award four times |
| 44% | SCHERZER | 8 | Pitcher Max who won the AL Cy Young Award in 2013, and the NL Cy Young Award in 2016 |
| 44% | JACOB | 5 | Mets pitcher deGrom who won the 2018 and 2019 Cy Young Award |
| 43% | DAWNSTALEY | 10 | Basketball Hall of Fame inductee who won four Coach of the Year awards in 2020: 2 wds. |
| 43% | TIMLINCECUM | 11 | Giants starting pitcher who won the NL Cy Young Award in 2009 with only 15 wins: 2 wds. |
| 43% | FELIXHERNANDEZ | 14 | Mariners starting pitcher who won the AL Cy Young Award in 2010 with only 13 wins: 2 wds. |
| 43% | JACOBDEGROM | 11 | Mets starting pitcher who won the NL Cy Young Award in 2018 with only 10 wins: 2 wds. |
| 42% | ALLISONJANNEY | 13 | "Mom" star who won four Emmy Awards for playing C.J. Cregg on "The West Wing" (2 wds.) |
| 42% | PEDROMARTINEZ | 13 | Three-time Cy Young Award winner who debuted as a TV analyst for the 2013 playoffs: 2 wds. |
| 42% | DALLASKEUCHEL | 13 | 2015 AL Cy Young Award winner who started two World Series games for the 19-Across: 2 wds. |
| 42% | MARTINEZ | 8 | Pitcher Pedro who won the NL Cy Young Award in 1997, and the AL Cy Young Award in 1999 and 2000 |
| 41% | ERA | 3 | Cy Young Award factor |
| 41% | ERA | 3 | Cy Young Award stat |