On April 3, 2015, Findlay Prep would lose to Ben Simmons and #2 ranked Montverde Academy (57–53) in overtime in the semi-finals of the Tournament.

During the spring and summer of 2015, Jackson competed on the Under Armour Association Circuit for the AAU team, Canada Elite.

Jackson and current NBA player Thon Maker led Canada Elite to the Under Armour Association 17u championship game in Suwanee, Georgia.

Jackson participated in the NBPA Top 100 camp on June 22, 2015, at John Paul Jones Arena in Virginia.

After the end of the season, Jackson would declare his permanent entry for the 2018 NBA draft on March 28, 2018.

[10] Jackson was later included in the training camp roster for the Hamilton Honey Badgers, although he never played a game for the team.

[13] On April 6, 2021, Jackson signed with the Guelph Nighthawks of the Canadian Elite Basketball League,[14] where he played five games.

[19] On October 30, 2023, Jackson joined the Rip City Remix of the NBA G League,[20] but was waived on November 4.