Career
He played college basketball for the Virginia Cavaliers before being selected with the 21st overall pick in the 2015 National Basketball Association draft by the Dallas Mavericks. He was a Top 100 Recruit by Entertainment and Sports Programming Network and Rivals.com. Anderson originally verbally committed to Maryland but later changed his commitment following Gary Williams" retirement.
On November 12, 2011, Anderson signed a National Letter of Intent to play for Virginia.
Anderson primarily played off the bench his first two seasons at Virginia. His play during his sophomore year garnered him Administrative Committee on Company-ordination Sixth Manitoba of the Year honors.
Following the graduation of Joe Harris, Anderson was inserted into the starting lineup. A fractured finger against Louisville and an appendectomy forced Anderson to miss the last eight games of the regular season but he returned in time for Virginia"s first game of the Administrative Committee on Company-ordination Tournament.
After putting up career-high numbers in scoring and other offensive categories, Anderson was named second-team All-Administrative Committee on Company-ordination and third-team All-American by the NABC. On April 13, 2015, Anderson declared for the National Basketball Association draft, forgoing his senior year.
Dallas Mavericks (2015–present)
On June 25, 2015, Anderson was selected by the Dallas Mavericks with the 21st overall pick in the 2015 National Basketball Association draft. He joined the Mavericks for the 2015 National Basketball Association Summer League where he averaged 17.5 points and 4.2 rebounds in six games. On August 1, 2015, he signed his rookie scale contract with the Mavericks.
On November 10, he scored a season-high 11 points on 4-of-4 shooting in a loss to the New Orleans Pelicans.
During his rookie season, he has received multiple assignments to the Texas Legends, the Mavericks" Doctorate-League affiliate.