[1] A native of Brooklyn, New York, Boynton led his high school basketball team at Bishop Loughlin Memorial High School to the city semifinals and earned first team All-New York City honors by averaging 15.0 points, 4.0 rebounds and 11.0 assists per game.
[2] While a player for the University of South Carolina Gamecocks from 2000 to 2004, Boynton made 129 three-pointers in 125 career games, finishing in the top ten in three-pointers made and fourth in career games played with the Gamecocks.
Boynton finished his playing career at South Carolina with a degree in African-American Studies.
Boynton moved with fellow assistant Brad Underwood when the latter became the head coach at Stephen F. Austin State University, commencing with the 2013–14 season.
On March 24, 2017, Boynton was named the 20th head coach of the Oklahoma State University men's basketball team following Underwood's departure for Illinois.