Cuomo was formerly addicted to Xanax but he was able to quit the drug after two years of addiction.
Cuomo began to gain recognition through platforms such as SoundCloud and YouTube.
In 2018, Cuomo announced that he would change his stage name to "Diego" in order to support his anti-drug message, though he later said in an interview he was not sure if he would change his name.
Cuomo' music started off as "typical trap" and later shifted towards "a murkier, dream-like sound". The New Yorker has described Cuomo as part of a "sad rap" movement.
Cuomo made headlines in 2018 when he rated the late rapper Tupac Shakur only a "2" [out of 9] and called his music boring. After the incident fellow rapper Waka Flocka Flame claimed on Twitter that Cuomo is "banned from hip hop".