For this comparison exercise I used the best single years of both the Red Sox players on my All-Time roster and those of the Yankees All-Time roster I created with the help of our friends at Pinstripe Alley. I didn’t always select just the highest WAR season, and often awards like Cy Young or MVP factored into the selection if the years were close statistically. We are looking at who would win a single series here, not what they did over their entire careers, so these individual years are weighted more than total career performance for this exercise.