Stemming from his prior issues with substance abuse, Bagwell has gone through some legal troubles throughout his life. In May 2021, Bagwell was arrested by the Cobb County, Georgia Police Department on a Saturday afternoon for DUI, an open container violation, following too closely, reckless driving, and more. Bagwell reportedly struck another driver from behind at an intersection and left the scene. The other driver had to follow him for a few miles before he stopped. At the time, police also discovered that Bagwell had a warrant for his arrest related to his August 2020 crash. He was taken into custody for the new charges.

In November 2023, Bagwell was arrested again and held for 24 hours due to violation of his DUI Court Program. He took to social media to clarify at the time, he was still sober, and the charges were from his original offenses back in 2021. He said he served 24 hours in jail due to losing his temper with a counselor over a misunderstanding.

In January 2025, Bagwell spent three days in jail as a sanction for violating confidentiality rules, though the charge was once again related to his 2020 arrest and included his original charges of DUI. Bagwell clarified what happened with his most recent stint behind bars on his YouTube channel the day before he served his 72 hours, once again claiming he was still sober.