Yesterday’s Chicago Tribune had a list of how well teams with the best record in the majors and/or 100 wins have done in the playoffs since the three divisions/wild card system was instituted in 1995.1 Assuming each of the eight teams in the playoffs2 has an equal chance of winning, that’s an average of 2.625 World Series championships for any team over this 21 year-period, if the team was in the playoffs every year.
Now, look at what actually happened. Over the 21 years, the team with the best record in the majors has won the World Series four times, instead of a projected 2.625 times. Actually, since five times there was a tie for best record, you are looking at 26 teams, which projects to 3.25 championships3 – versus the actual four times it occurred. Not much of a difference for having the best record in baseball.