[1][3] On the Detroit Country Day basketball team, Benson averaged only 6.9 points and 4.5 rebounds per game as a senior.

[7] However, he was benched prior to the conference tournament because OU's head coach, Greg Kampe, felt Benson was not playing good enough defense.

[7] At the conclusion of his redshirt junior season, Benson received the Lou Henson Award, given to the "mid-major player of the year".

[11] Benson earned a Bachelor of Integrative Studies degree with a minor in art history from Oakland in August 2010, prior to his redshirt senior season.

After spending preseason with the Atlanta Hawks,[22][23] Benson was acquired by the Erie BayHawks of the NBA D-League for the 2012–13 season.

[24][25] In January 2013, he moved to the Philippines to play for the Talk 'N Text Tropang Texters during the 2013 PBA Commissioner's Cup.

After initially signing with Turkish team Banvit,[28][29] Benson spent the first half of the 2014–15 season in Lithuania with Neptūnas.

[37] After spending a second straight preseason with the Miami Heat,[38][39] Benson once again played for the Sioux Falls Skyforce during the 2016–17 season.

He then began the 2017–18 season in Greece with Aris Thessaloniki, before joining Japanese team Osaka Evessa in January 2018.