This chapter attempts to use popular music as a way of connecting a number of castaways who shared a similar love of punk and post-punk and who described certain experiences that their appreciation of that music had resonance with. The music is used as a starting point to trace the experiences of the castaways to wider sets of social, cultural, and political histories of the UK. Among the castaways chosen are Kathy Burke, Ian Rankin, Ricky Gervais, and Hanif Kureshi. Each of these had a working-class upbringing and Kureshi grew up in a working-class area with parents who had been well off in India before moving to the UK. The choice of music intertwines with their descriptions of economic hardship, domestic violence, and racism but also a developed sense of community, sensitivity, and humanism that illustrates a sector of British life in the 1950s through to the 1980s.