Post-Soviet Latvia and post-apartheid South Africa are far apart geographically and yet have endured a similar history of colonial and authoritarian rule before transitioning to democracy at the end of the 20th century. This book examines these two nations in an unusual comparative study of post-authoritarian efforts to decolonize production and trade. The book combines an analysis of political economy and ecocultural heritage to unpack alternative trade formations. It also connects world systems thinking with Indigenous knowledge to articulate a decolonial theory of development and change over the longue durée. Conclusions and insights drawn are timely and important for a planet confronted by crises such as authoritarianism, laissez-faire capitalism, climate change and the COVID-19 pandemic.