Tom MacDonald has transitioned from a professional wrestler in the Canadian independent circuit into a prominent independent rapper, known for his distinct politically-focused hip-hop music and significant online presence. After making his professional wrestling debut in a dark triple threat match in February 2003, Tom MacDonald actively competed in the Canadian independent wrestling circuit, notably with Monster Pro Wrestling (MPW) in Edmonton. By 2005, he was part of the Custom Made Renegades stable and challenged for titles such as the MPW Junior Heavyweight Championship, facing Bobby Sharp in a series of matches. MacDonalds professional wrestling career concluded with his final match in November 2009 at an Extreme Canadian Championship Wrestling (ECCW) event, marking a transition in his focus towards music.
during its release week, selling 16,000 copies. This successful collaboration continued into 2023 with American Flags, which charted on the Digital Songs chart in the US and the Canadian Hot 100, followed by the release of their album The Brave II in September 2023. A notable collaboration in January 2024 with conservative political commentator Ben Shapiro resulted in the single Facts, which debuted at number 16 on the Billboard Hot 100 and number 42 on the Canadian Hot 100. Looking ahead, 2025 saw the release of Daddys Home, featuring Roseanne Barr, and the tribute song Charlie, which rapidly achieved the number-one spot on YouTubes trending music chart and topped Billboards Digital Song Sales chart.