Chet has most recently starred in Empire as the character Blake. He was also in seven episodes of Shameless (he played Charlie), and back in 2017, Chet was in Curb Your Enthusiasm for two episodes. Aside from acting, Chet is also a rapper and musician. Chet faced some backlash for using a racial slur in his songs and on his Instagram account, which directly impacted his career as a rapper. He infamously defended himself, saying:

"If I saw the (N-word) I say it amongst people I love and who love me. If say "(expletive) yall hatin ass (N-words)" it's because that's really how I felt at the time. And I don't accept society getting to decide what ANYBODY can or can't say. That's something we call FREE SPEECH [sic]." Chet later apologized for this, saying he was on a lot of drugs at the time.

Chet still makes music, and is part of the band Somewhere Out West. He also performed several songs on the Empire soundtrack, including "Bloody Noses and Crack'd Crowns," and "A Lean and Hungry Look."