Jackson-Cartwright completed his participation in AAU sanctioned events by joining California Supreme, a former Nike Elite Youth Basketball League (EYBL) team coached by Gary Franklin Sr. and Mike Law, in 2009.
Jackson-Cartwright attended Loyola High School of Los Angeles, a Catholic institution for young men.
[1] Jackson-Cartwright attended the University of Pennsylvania (Penn) of the Ivy League after being heavily recruited by the school's coaching staff.
Jackson-Cartwright was selected as a Second Team All-Ivy League honoree and also won the Philadelphia Big 5 Cy Kaselman Award for the Best Free Throw Percentage in 2012–13.
The points were the last ones scored in the away game loss and the dunk made ESPN SportsCenter's Top Plays of the day on March 8, 2011.