Tom Brady was indeed drafted by the Montreal Expos, marking one of the most famous multi-sport "what-if" trivia footnotes in professional athletic history. Long before he captured seven Super Bowl championships and established himself as arguably the greatest quarterback in NFL history, Brady was a standout, left-handed-hitting high school catcher with elite power and a cannon arm at Junípero Serra High School in San Mateo, California. Impressed by his physical frame, raw athletic upside, defensive instincts, and left-handed batting stroke, the Montreal Expos selected Brady in the eighteenth round (507th overall pick) of the 1995 Major League Baseball Draft. Expos scouts and front-office executives projected him as a potential future major league All-Star catcher and offered financial incentives to convince him to bypass college. However, Brady was determined to pursue football at the collegiate level, turning down the Expos to accept a scholarship to play for the University of Michigan Wolverines, which ultimately launched his legendary football journey.