1. Tom Brady (8-1 vs. Jags, 3-0 in playoffs)
The man who is not only a Hall-of-Famer and a six-time Super Bowl Champion, but also a perennial thorn in the Jaguars side. Former New England Patriots and current Tampa Bay Buccaneers quarterback Tom Brady owns an absolutely sterling record against the Jags going 8-1 overall, including the playoffs where he is a perfect 3-0 against them. The Jags’ only victory against Brady came in 2018 when the Jags beat him at TIAA Bank Field, giving them a little payback from the AFC Championship loss the Pats handed them in 2017.
There is zero shame in losing to a quarterback who will be a virtual lock for the Hall-of-Fame and widely regarded as the greatest quarterback in the history of the league. However, it is mind-boggling to see a player even as great as Brady completely dominate an opponent for more than a decade.