Operation Sheepskin, the military invasion of Anguilla that Britain carried out in March 1969, ended the island’s short-lived stint as an independent republic, leading to direct colonial rule, significant development projects, and the transformation of local life. This chapter uses oral testimonies from former rebels and an array of archival sources to better understand Britain’s approach to decolonization, events surrounding the invasion, and the rebels’ success in removing their island from the Associated State of St. Kitts, Nevis, and Anguilla.