Beneath Sydney’s glittering towers and hardscapes lie lands once supporting a vibrant commercial food history. Sydney’s lost agricultural landscapes were shaped by over two centuries of metropolitan food production since colonisation. Prior to invasion, the region’s Koorie Nations managed food systems for millennia within intergenerational Indigenous knowledge systems and deep attunement with the land, seasons and species. Picking up in 1788, this book focuses on Sydney’s commercial-scale agriculture after colonisation, due to subsequent landscape and ecological impact and to anticipate uncertain food security futures. This geographic and spatial landscape history explores Sydney’s nexus of food production and urbanism and current modes of agency amidst neoliberalism’s undermining of sustainable futures. The Introduction sets the scene to ask the following questions: What was the past makeup of Sydney’s commercial agriculture? How can it play a role in the city’s future? The chapter outlines the book’s conceptual scope and provides a taster of the city’s food landscape highlights stemming from the book’s overarching agricultural synthesis.