With the wild-card games out of the way, the eight remaining postseason teams can produce 16 possible World Series matchups. Six feature pairs that have squared off before, producing memorable Fall Classic moments. Some of the other 10 matchups feature people who have seen life from both sides, while others require a deeper dive into the history books to find a common thread.
What follows here is an admittedly subjective ranking when considering those connections between pairs. This isn’t about which squads are the longest shots to come out of each league or whose weakness against lefthanded pitching would be exposed by their opponent, it’s about those historical hooks.