Began skiing at just 19 months of age, and competed in high-level alpine ski racing in Vermont throughout his youth.

Hosted a tournament to benefit the Vermont Disaster Flood Relief Fund in August 2012, staged at The Woodstock Inn and Resort, the course where he first played as a child.

Inducted into the St. John's Athletics Hall of Fame in 2020.

In 2025, received the Golf Legacy Award from The Sports Museum -- a non-profit educational institution that has served Boston and New England since 1977. The Sports Museum is housed in TD Garden and features a half-mile of exhibits celebrating the history and character of Boston sports. According to its website, The Sports Museum leads the way in using the power of sports to help kids build character and prevent and stop bullying through its award-winning educational programs (Boston vs. Bullies, and Stand Strong). Previous recipients of the Golf Legacy Award are Jack Nicklaus (2013) and Ben Crenshaw (2019).

Favorite professional teams are the Boston Celtics, Boston Red Sox and New England Patriots.

Included in his dream foursome are his dad, Ben Hogan and Tom Brady.

Is the nephew of LPGA great and World Golf Hall of Fame member Pat Bradley.

Played four seasons (2004-08) at St. John's University in Queens, New York, where he earned nine collegiate victories -- which ranked second in program history, behind Andrew Svoboda's 14 wins from 1999-2003 -- and posted a 72.12 career scoring average.

With his father, Mark, as his caddie, won the 2005 Wyoming State Amateur Championship.

In his lone year at Hopkinton High School (2003-04 academic year), won the individual state title and led Hopkinton to its first team state title (both contested in fall 2003). Bradley's teammates on the state title-winning team included Jon Curran, who went on to play collegiately at Vanderbilt University and won the 2014 Brasil Champions on the Korn Ferry Tour.