Tom Brady isn’t done playing football—he’ll headline The Fanatics Flag Football Classic in Saudi Arabia in March 2026, with Rob Gronkowski and a star-studded cast, fueling Olympic flag-football chatter for 2028. Separately, Brady’s role as Fox analyst and Raiders minority owner has sparked a debate over access and competitive edge after a MNF appearance. Fantasy players should weigh Brady’s evolving footprint and what it could mean for future cross-sport events and asset value.