The redevelopment of Barangaroo, Sydney’s last vacant central city waterfront site, raised high expectations for the public benefits developers would provide in return. The story highlights the ways in which the entrepreneurial State’s conflict of interest in the redevelopment eroded the quality of the public benefits negotiated in return for a valuable public asset. In contrast to the previous redevelopment projects, the State used public land and its newly centralized regulatory powers to maximize public revenues from Barangaroo, prioritizing these over both the public’s interests and, on occasion, those of private developers.