A gunman sprayed the home with several bullets, four of which hit Cadougan's then four-year-old brother Shaquan, critically injuring him.

[3][4][7] Cadougan attended Eastern Commerce Collegiate Institute in Toronto for his freshman year, and played for the school's junior basketball team, scoring 37 points in his first game.

[3] After the 2005 shooting incident, and on the advice of his AAU coach Ro Russell, Cadougan transferred to Community Christian School in Stockbridge, Georgia, joining his friend and fellow prospect Olu Ashaolu.

[3][7] Repeating his freshman year, he averaged 18.8 points per game and was named to the all-underclassmen list by USA Today.

[8] He became the Golden Eagles' starting point guard in his junior season, in which the team won a Big East Conference championship and advanced to the Sweet Sixteen of the 2012 NCAA Tournament.

[1][8] After going undrafted in 2013, Cadougan joined the Milwaukee Bucks for the 2013 NBA Summer League, appearing in only two games because of visa issues.

[16] In 2020, Cadougan signed with the Fraser Valley Bandits of the Canadian Elite Basketball League, averaging 11.1 points, 3.1 rebounds, 4.1 assists, 1.3 steals and 26.3 minutes in eight games.