He still holds the title of Deering's career scoring leader with 1,641 points and also led the Southwestern Maine Activities Association (SMAA) as a senior with 15.7 rebounds, along with 4.2 steals per game and 4.6 assists.

During his junior year, Caner-Medley led the Terrapins in scoring (16.0 ppg), minutes (1,008), starts (31) and 3-point field goals made (43).

He averaged a team-high 16.9 ppg in ACC contests, finished third on the team in rebounding (6.2 rpg) and second in steals (43), and notched four double-doubles on the season.

He earned BB&T Classic all-tournament honors in December and was named ESPN.com National Player of the Week for his performance against Duke on January 31, 2005.

He played with them in the 2006 Las Vegas Summer League until a stress fracture in his foot forced him to the sidelines for five months.

After extensive rehabilitation, Caner-Medley fully recovered and signed with the Artland Dragons of the BBL1 in Germany in February 2007.

In December 2007, despite averaging 22 points and 11.5 boards a game, Caner-Medley left the NBADL to pursue an opportunity overseas with Kalise Gran Canaria of the ACB, the top Spanish league.

He also topped the Spanish league's player efficiency rankings—posting a 17.6 clip—and finished second in MVP voting, as well as earning a spot on the All-ACB first team.

[7] On June 8, 2017, Caner-Medley signed a two-year contract with CB Estudiantes of the Spanish Liga ACB.

[9] In April 2012, Caner-Medley received an Azerbaijani passport, and he played with their senior men's national team before the EuroBasket 2013's qualifying round.