Bill Clinton was President of the United States. Artists like Christina Aguilera, Destiny’s Child, NSYNC, and Sisqo were topping the charts. In the 23 years Brady spent playing pro football, he established himself as quite possibly the most decorated team sports athlete of all time.

Tom Brady has continued to have a successful career since his retirement from football in 2023 Tom Brady spent 23 years building his career as one of the most revered quarterbacks in NFL history — and he has the financial success (as well as seven Super Bowl rings) to show for it.

Tom Brady has won more Super Bowls than any player in NFL history, and the legendary quarterback says his success had more to do with what was going on between his ears than his ability to throw a football accurately.

Eli Manning and no other quarterbacks were elected to the Pro Football Hall of Fame Class of 2025, but it should be a busy annual run for the position starting in 2026.