We explore and document the joint evolution of domesticated cereal production and highly hierarchical social structures in deep history and then trace the similar structures thorough to the plantation system. All of this history points to the gradual evolution of the monocultural system, today very prevalent but highly criticized on both social and ecological grounds. This is followed by a detailed examination of what it means to convert from the monocultural ideology to a polycultural system and all the details that emerge from such a move. We note that agriculture did not start with the idea of monoculture, the latter situated in particular historical moments, but that early agriculture and today’s more advanced agroecological systems are more accurately characterized as diversified farming systems.