The Buckner Boots

Named after the most infamous moment in Red Sox history. Finished 8th in 2025. The irony is either completely intentional or Michael refuses to acknowledge it, which is somehow funnier. Eight pick, eighth place — the number 8 is doing a lot of heavy lifting for this franchise.

The Buckner Boots enter 2026 having drafted with apparent aggression and something to prove. Michael has been in this league long enough to know exactly where the gaps in his game are. Whether he’s fixed them or just added more talent around them is the central question of his 2026 season.

If the boots come off the couch and actually play in 2026, this is a top-5 team. If the curse holds and a critical player slips through the wicket at the worst possible time, well — the name will have aged perfectly.