His father, Mychal Thompson, was the first overall pick in the 1978 NBA draft and spent his 14-year career playing for the Portland Trail Blazers, Los Angeles Lakers and San Antonio Spurs in the NBA and Juvecaserta Basket in Italy.

After high school, he played one year at Stoneridge Prep, located in Simi Valley, California.

[3] Heading into college, Thompson was rated as a two-star recruit by Rivals.com and the 91st-best fifth year player by Hoop Scoop Online.

He led the team in three pointers made with 56 and in three-point field goal percentage with 37.3% of his attempts going in.

As a junior, Thompson averaged 11.8 points and 5.0 rebounds per game, en route to being named to the All–West Coast Conference honorable mention team.

He tied his career-high of 25 points against the Utah Utes on December 23, 2009, and was later named the Co–West Coast Conference Player of the Week for his performance against Loyola Marymount, a game in which he scored 22 points and made six of his seven three-point attempts.

On November 3, 2011, he was selected by the Erie BayHawks in the third round of the 2011 NBA Development League Draft.

On November 4, 2013, the Sioux Falls Skyforce traded Thompson's rights to the Santa Cruz Warriors.

During this season at Santa Cruz, Thompson played in the back court with Seth Curry.

[19] That night, he made his season debut in a 133–124 loss to the Reno Bighorns, recording 16 points, one rebound and one assist in 23 minutes.

[22] Thompson played for the Bahamas men's national basketball team during the 2022 FIBA AmeriCup qualification.