Tyler is an American former professional road bicycle racer and the only American rider to win one of the five monuments of cycling, taking Liege-Bastogne-Liege in 2003. He became a professional cyclist in 1995 with the US Postal Service cycling team and was a teammate of Lance Armstrong during the 1999, 2000, and 2001 Tours de France. In 2000 and 2004, Hamilton appeared in the Summer Olympics.
In 2019, Hamilton joined Black Swift Group, LLC, as a Managing Director of Investor Relations. Hamilton leads the Black Swift’s Professional Athlete Wealth Advisory Division, which educates and assists professional athletes in managing their financial resources for long term success.