Benjamin made his break by appearing in season 20 of America's Next Top Model, earning a spot as a finalist.  He would win the inaugural season of the show Scared Famous (TV series).  Benjamin is a rapper whose music has been aggregated in the media. His song "Across the Sky" has appeared on Big Brother, America's Next Top Model, and programs on MTV. The song earned a spot on the iTunes Overall Top Songs chart.
Benjamin is represented by Wihelmina for print opportunities and the Don Buchwald Agency for theatrical opportunities.