[1] In November 2009, Jackson signed a National Letter of Intent to play college basketball for the University of Southern California.

[2] As a senior at Westview in 2009–10, Jackson averaged 18.6 points, 8.8 rebounds, 2.3 assists, 1.7 steals and made 52.2 percent of his shots to lead his team to the championship game of the Oregon Class 6A division.

He was selected as the Gatorade Oregon Boys Basketball Player of the Year and to the Long Beach Press Telegram's Best in the West second team.

[5] At Saint Mary's, he teamed up with childhood friend and high school rival Stephen Holt, as well as future NBA player Matthew Dellavedova.

[15] On October 29, 2015, he signed with United as a short-term injury replacement for Hakim Warrick,[16] reuniting him with former Saint Mary's teammate Stephen Holt.

He made his NBL debut later that night, scoring three points in just under eight minutes of action, as United defeated the Perth Wildcats 75–73.

[17] On November 5, 2015, he had a season-best game with 14 points and five rebounds in just under 18 minutes of action off the bench, helping United defeat the Sydney Kings 105–94 to start the season with an 8–0 record.

On April 2, 2016, in the Thunder's season opener, Jackson recorded game highs of 33 points and 14 rebounds in an 83–73 win over the Sandringham Sabres.

[29] He trained with the team for a number of sessions as the Kings considered filling their vacant third import slot created by the departure of Steve Blake.

Jackson impressed the coaching staff with his athleticism, versatility and, crucially, the ease with which he fit into the existing playing group.

[30] He made his debut for the Kings the following day, recording six points and a team-high eight rebounds in 18½ minutes off the bench in an 87–75 loss to the Illawarra Hawks.