| 100% | JON | 3 | Three-time World Series champion pitcher ___ Lester |
| 70% | ANDY | 4 | Five-time World Series champion pitcher Pettitte |
| 62% | ADAM | 4 | 2006 World Series champion pitcher Wainwright |
| 62% | STU | 3 | Three-time World Series of Poker champion Ungar |
| 60% | BRAVES | 6 | World Series champions in three different cities |
| 55% | ROGERMARIS | 10 | Three-time World Series champion who broke Babe Ruth's single-season home run record on October 1, 1961 (2 wds.) |
| 51% | MAHRE | 5 | Three-time World Cup skiing champion |
| 49% | STU | 3 | Five-time World Series of Poker champion Ungar |
| 49% | MAIER | 5 | Three-time skiing world champion Hermann |
| 49% | BRAVES | 6 | Team that has won the World Series three times while based in three different cities |
| 49% | JESUSALOU | 9 | Two-time World Series champion whose two older brothers also played professional baseball |
| 48% | STU | 3 | Three-time World Series of Poker champ ___ Ungar |
| 48% | TESSA | 5 | ___ Virtue, three-time world ice dancing champion |
| 48% | PELE | 4 | Three-time World Cup champion |
| 48% | ASTROS | 6 | World Series champions in 2017 |
| 48% | SALBANDO | 8 | Three-time World Series champ with the A's |
| 48% | LAUDA | 5 | Three-time Formula One World Drivers' Champion Niki __ |
| 48% | LENNOX | 6 | Three-time world heavyweight champion Lewis |
| 47% | CUBS | 4 | 2016 World Series Champions |
| 47% | ASTROS | 6 | 2017 World Series champions |
| 47% | METS | 4 | 1986 World Series champions |
| 46% | NATS | 4 | 2019 World Series champions, familiarly |
| 46% | LATEOCTOBER | 11 | World Series time |
| 46% | ADAM | 4 | Two-time World Series championship pitcher Wainwright |
| 46% | THEAS | 5 | Three-time '70s World Series champs |
| 46% | HOUSTONASTROS | 13 | 2017 World Series champions (2 wds.) |
| 46% | DETROITTIGERS | 13 | 1968 World Series champions (2 wds.) |
| 46% | NATS | 4 | 2019 World Series champions, for short |
| 45% | STENGEL | 7 | Manager of five straight World Series champions |
| 44% | DWIGHTGOODEN | 12 | Pitcher for the 1986 World Series champion New York Mets who was nicknamed "Dr. K": 2 wds. |