[6] He attended Redlands East Valley High School, but dropped out in his freshman year.

[14] In an interview with XXL, Leanos announced his debut album would be titled Total Xanarchy[11] and would include collaborations with artists such as Diplo and Swae Lee.

The album received mostly negative reviews but was a moderate commercial success, debuting at number ten on the Billboard 200 and selling 28,000 copies in its first week.

In September 2018, Leanos announced he had been working on an album titled Be Safe as a tribute to Mac Miller (whose last words to Leanos before his overdose earlier that month were "be safe"), but the project entered production limbo and was eventually scrapped.

[24][25] On June 24, 2022, Leanos and fellow emo rapper Chris Miles released the collaborative EP have a nice day.

[26] In August 2024, Leanos announced that his second album entitled Diego was finally finished, and would receive an early release on the independent streaming platform Even Music on September 6, 2024.

[10] According to Pigeons & Planes, Leanos' music started off as "typical trap" and later shifted towards "a murkier, dream-like sound".

Leanos would initially claim that the relationship was forced by the couple's record label, Columbia,[36] though he later took responsibility for the breakup and said he has "nothing but love for the Cyrus family.

[38] He and Chris Miles, who also dated Mongeau, have said they wrote their collaborative breakup song "Miss Me" about their relationships with her.

[41] In a No Jumper interview weeks later, Leanos said he had suspicions that Smith had been faking her pregnancy after a number of the rapper's fans on social media pointed out that Smith's supposed ultrasound photos looked identical to ones that could be found using a Google Images search.