There have been 10 Presidential election years when the Yankees played in the World Series. They won 7 of those and lost 3.
They won in 1928, 1952, 1956, and 2000 when the Republican nominee won the election.
They won in 1932, 1936, and 1996 when the Democratic nominee won the election.
They lost the series in 1960, 1964, and 1976. In each of those years the Democratic nominee won the election.
So it is kind of a wash--how the Yankees do won't give us much of a clue as to who will win the election. But they haven't played in a World Series in a Presidential election year in the 21st century so far.
They have to win this year. It’s non-negotiatable to the Steinbrenners.