As a pro, Jackson made a name for himself playing for the New Zealand Breakers. Over four seasons with the Breakers, he guided the club to four grand final appearances and three championships. He was crowned the NBL\'s Most Valuable Player in 2013, garnered Grand Final MVP honors in 2013 and 2015, and was named to the All-NBL First Team in 2012, 2013 and 2015. He led the NBL in assists in each of his four seasons with the Breakers, becoming the only player in NBL history to lead the league in assists in his first four seasons in the league.\n', '

As a high school freshman living in Medical Lake, Washington, Jackson attended Medical Lake High School in 2000–01, where he steered the Cardinals to within a point of a trip to the state tournament. He was enrolled as a sophomore at Ferris High before his Air Force-obligated family moved east. Jackson subsequently enrolled at Northern Burlington County Regional High School in Columbus, New Jersey. He was a first-team all-state selection his senior year among other selections and averaged 26 points per game.\n', '

Jackson began his collegiate career at St. John\'s University in Queens, New York. On April 4, 2006, it was announced that Jackson was transferring from St. John\'s to Cleveland State. His decision was based in part on a desire for more playing time. After sitting out the 2006–07 season due to NCAA transfer regulations, Jackson starred at Cleveland State, helping them make two straight postseason appearances in 2008 and 2009. In 71 games for the Vikings over two seasons, Jackson averaged 12.3 points, 5.3 rebounds, 5.2 assists and 2.8 steals per game.\n', '

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