| 100% | TORRE | 5 | Winning World Series manager in 1996, 1998, 1999 and 2000 |
| 59% | TORRE | 5 | World Series-winning manager of 1998, 1999 and 2000 |
| 43% | TORRE | 5 | 1998 World Series winning manager |
| 43% | TONYLARUSSA | 11 | World Series-winning manager in both the AL (A's, 1989) and NL (Cardinals, 2006 and 2011): 3 wds. |
| 40% | LASORDA | 7 | World Series-winning manager, 1981 and 1988 |
| 40% | LASORDA | 7 | World Series-winning manager of 1981 and 1988 |
| 38% | CARLFOGARTY | 11 | British winner of the Superbike World Championship in 1994, 1995, 1998 and 1999 |
| 38% | FRANCE | 6 | Wine-producing European nation that won the World Cup in 1998 and 2018 |
| 38% | LASORDA | 7 | World Series manager of 1981 and '88 |
| 38% | LARUSSA | 7 | Major-league manager who won World Series in both leagues |
| 37% | BULLS | 5 | Chicago 26-Down team that won the Championship in 1991, 1992, 1993, 1996, 1997, and 1998 |
| 36% | JOHNLITHGOW | 11 | 1996, 1997, and 1999 Emmy winner, Outstanding Lead Actor in a Comedy Series (for "3rd Rock From the Sun"): 2 wds. |
| 35% | SHEA | 4 | 1969 and 2000 World Series venue |
| 35% | PHILLIES | 8 | MLB team who won the World Series in 1980 and 2008 |
| 35% | LASORDA | 7 | 1981 and 1988 World Series-winning manager |
| 35% | CUBS | 4 | Chicago team that won the World Series in 1907, 1908, and 2016 |
| 35% | LASORDA | 7 | World Series team manager of 1977, 1978, 1981 and 1988 |
| 34% | CUBS | 4 | Team whose last World Series win was in 1908 |
| 34% | NADER | 5 | Unsuccessful presidential candidate in 1996, 2000, 2004, and 2008 |
| 34% | METS | 4 | New York team that won the World Series in 1969 and 1986 |
| 33% | DOGDRAGONTIGER | 14 | 1994, 2000 and 1998, in China |
| 33% | CUBS | 4 | Chicago MLB team that won the World Series in 1907, 1908, and 2016 |
| 33% | METS | 4 | New York team whose last World Series appearance was in 2000 |
| 33% | TIMHENMAN | 9 | British male tennis pro no 1 in 1996 and 1999-2005 |
| 33% | YOST | 4 | World Series-winning manager Ned |
| 33% | GILHODGES | 9 | World Series-winning manager of the 1969 New York Mets who was inducted into the Baseball Hall of Fame in 2022 (2 wds.) |
| 32% | SWEEP | 5 | Win the World Series in four games, say |
| 32% | SWEPT | 5 | Won the World Series in four games, say |
| 32% | WHITESOX | 8 | Chicago MLB team that won the World Series in 1906, 1917, and 2005 (2 wds.) |