As of press time, we don't know what uniform Tom Brady will be wearing in 2020 (assuming there is a 2020 season, but, hey, optimism). It's not actually all that unusual for a legendary quarterback to finish his career in an unfamiliar location, of course. If Brady does in fact leave New England, the top five quarterbacks in Pro Football Reference's Hall of Fame Monitor will all have finished their careers wearing strange togs. It's weird. It happens.
One of the most rumored destinations for Brady is Tampa Bay, where Jameis Winston may have worn out his welcome after the first 30-touchdown, 30-interception season in NFL history.