In 2010, Anderson was named Big 12 Conference Men's Basketball Player of the Year and a first team All-American.

As a senior in 2006–07, Anderson led the Dragons to the Arkansas Class 2A state championship, scoring 43 points in the title game.

[2] Anderson chose Oklahoma State University and made an immediate impact, scoring 29 points in his first collegiate game, a 104–48 win over Prairie View.

He was named honorable mention All-Big 12 selection and a member of the Big 12 All-Rookie team.

Following his sophomore season, Anderson was selected to represent the United States in the 2009 World University Games in Belgrade, Serbia.

Anderson appeared in six games early in the season, before being sidelined with a stress fracture in the fifth metatarsal of his right foot.

On January 26, 2011, he was assigned to the Austin Toros of the NBA D-League,[7] in order to get back into playing form.

[13] Afterwards, Anderson was acquired by the Bakersfield Jam of the NBA D-League,[14] then traded to the Rio Grande Valley Vipers.

[15] On November 21, 2012, Anderson signed with the Spurs for a second stint, hoping to fill the void on the small forward position with both Kawhi Leonard and Stephen Jackson out with injuries.

[28] On July 12, 2018, Anderson parted ways with Khimki and joined the Turkish club Anadolu Efes, signing a two-year deal.

[32] On June 27, 2023, Anderson signed with Manisa BB of the Turkish Basketbol Süper Ligi (BSL).