An Eight Day Passage (1977) is an exemplary example of a performance of extremity. This chapter looks at Kerry Trengove’s landmark performance of endurance, in which the artist was bricked into a breezeblock cell in a gallery and tunnelled his way out by hand over eight uninterrupted days. The performance was accompanied by a sophisticated invitation to active participation, co-co-creation and conversation by its audience. By reading this work in the aesthetic context of other practices of endurance art in the 1970s and the historical context of the miners’ strikes in Britain, as well as in dialogue with the decolonial pedagogy of Paolo Freire, this chapter discusses An Eight Day Passage in relation to duress, masculinity, limit-acts and limit-experiences, work, agency, and relationality.