Kansas Jayhawks Men's basketball. In January 2007, Giles transferred to Oregon State where he began practicing with the Beavers but could not play due to NCAA transfer regulations.[3]
In April 2008, he declared as an early entry candidate for the 2008 NBA draft, foregoing his final year of college eligibility.[4]
In July 2009, Giles joined the Orlando Magic for the Orlando Summer League and the Denver Nuggets for the Las Vegas Summer League. On August 22, 2009, he signed with Smart Gilas of the Philippine Basketball Association.[9] However, he was later released by Smart Gilas on November 16, 2009 after just two Philippine Cup games.[10] Three days later, he signed with Sporting Al Riyadi Beirut of Lebanon for the 2009–10 season.[11]
On October 29, 2011, Giles signed with Chabab Zahle of Lebanon for the 2011–12 season. However, less than a month later, the club withdrew from the Lebanese Basketball League after seven consecutive losses to start the season.[15] He subsequently signed with Al-Muharraq of Bahrain for the rest of the season.[16]
2012–13 season
In August 2012, Giles re-signed with Al-Muharraq for the 2012–13 season.[17]
2013–14 season
In September 2013, Giles signed with Amchit Club of Lebanon for the 2013–14 season.[18] In January 2014, he left Amchit and re-joined Al-Muharraq for the rest of the season.
2014–15 season
On November 3, 2014, Giles was acquired by the Texas Legends.[19] However, he was later waived by the Legends on November 13, 2014.[20]
2015–16
On November 2, 2015, Giles was acquired by the Westchester Knicks.[21] On November 24, he was waived by the Knicks after appearing in four games.[22] On January 27, 2016, he returned to Bahrain, joining Al-Ahli.[23]
2017–18
Giles was acquired by the Pelita Jaya Basketball through Indonesian Basketball League import player draft.
2019–21
Giles plays for the Bahraini National Team as well as on the roster for the season at Al Najma (Bahrain).
Giles is the son of Chester Giles Sr. and Gail Gails, and has two older sisters and one young brother, Malcolm.
[26] He has eldest son Jayden from Kansas who is an athlete in his own right.
His father played at Kansas from 1979 to 1980.[27]