
27. Tenessee Titans vs. New England Patriots (2020)
This was a soul-crushing moment for the Patriots because it signaled the end of an era. Firstly, it was Tom Brady’s final appearance for the franchise. After 20 seasons, he left to join the Tampa Bay Buccaneers. This also left New England in a hole of uncertainty as they lost in the wild-card round.

The 20-13 defeat wasn’t a humiliation by any stretch of the imagination. But it showed that the franchise needed to rebuild. Was this possible without the winningest quarterback of all time? Many of their fans had never seen another starting quarterback – not counting Matt Cassel – so this was an epoch (via Sports Illustrated).