George Jackson inhabits a central position in the living archive of diasporic Black radical and global revolutionary intellectuals. This chapter examines how Jackson’s political thought emerged through his consistent self-identification as an ordinary Black person inhabiting the historical, structural antiblackness of the United States. Against the telos of many carceral/prison narratives, Jackson’s Soledad Brother reflects the developing thought of a Black liberationist, carceral insurrectionist, and diasporic revolutionary whose primary political and cultural work is not focused on achieving his personal freedom (i.e. release from prison) but rather on organizing and proliferating radical ruptures of an existing oppressive order – what Jackson famously identifies in Blood in My Eye as “perfect disorder.” To study Soledad Brother and Blood in My Eye is to meditate on the consistency and militant commitment with which Jackson exhibited characteristics that made him an influential educator, organizer, and political intellectual during and beyond his lifetime, especially among contemporaneous and subsequent generations of politically activated (Black) captives of the state.