There have been significant recent developments in media produced by football fans, from social media and online magazines to podcasts, YouTube channels and live events. 21st century technologies have facilitated new types of supporter-produced media, rendering the means of production more accessible to fans. In Liverpool, fan channels have emerged, influenced by the city’s musical heritage and political and cultural identity. For instance, modern events such as Boss Night and podcasts produced by The Anfield Wrap (TAW) have helped provide an authentic voice for the city’s contemporary football culture, political identity and connected social activism. Due to globalised media networks, they can also offer an educational mobilising hub for those interested in Liverpool’s current idiosyncratic cultural and political civic context. This research is informed by literature on fan media and activism and draws on collective identity theory and Bourdieu’s notion of habitus. In-depth interviews were conducted with experienced supporters and various individuals closely associated with the production of fan media. Structurally, the paper outlines Liverpool’s historical, cultural, sporting and fan media context. It then analyses data detailing the evolution of Boss Mag to Boss Night events and examining The Anfield Wrap as an innovative site of content creation. Contextually, the paper explores fan activism through the mediatised protest of Liverpool’s ownership and collective expressions of political identity. Finally, it draws on the experiences of supporters at the 2022 Champions League final in Paris and the use of technology and fan media in capturing and responding to the mistreatment of supporters.