The concluding chapter, 2021+, reflects on Sydney’s future food landscapes in the context of its history. It examines the city’s commercial agriculture and food security, critically appraises its planning policies and suggests future scenarios. Since 1788, Sydney’s urban expansion has steadily encroached upon its agricultural lands, pushing towards the city’s topographic limits and encountering many challenges in doing so: flood risk, urban heat, air quality, proximity to bushfire, amongst others. The city’s unrelenting commercial processes have led to the consumption of vital agricultural landscapes and/or economic unviability of almost all forms of commercial food production. Sydney’s commercial food history is therefore marked by a lack of intergenerational meta-economic value culturally ascribed, especially within strategic planning and land development. This reflects the city’s and wider nation’s deeply embedded extractive economy, ultimately unsustainable growth model and subscription to a value system reflecting the survival of the richest.