City officials are in the position to adopt and implement policies within their jurisdiction that can have lasting impacts for businesses, people, and the environment. Sustainability research has highlighted the need to protect the environment by adopting policies which support the three E's of sustainable development (environment, equity, and economy). Stepping aside from the traditional mechanisms for building a successful city focused on economy first can be challenging for policy makers. The problem city officials face is that changes towards environmental protectionism have long been considered harder on city economy than traditional development focused on economic prosperity. Additionally, sustainability planning is thought to mitigate potential negative impacts that planning for environmental protectionism and social equity may have on economic prosperity. To examine this problem faced by city officials, ordinal regression analyses was used to analyze (1) the possible effects of environmental protectionism and social equity on a city's economic prosperity, and (2) whether sustainability planning has a moderating affect between environmental protectionism, social equity, and economic prosperity. This analysis demonstrates that environmental protectionism and social equity are not associated with a decline in economic prosperity. Sustainability planning was directly associated with increased economic prosperity but did not moderate the relationship between environmental protectionism and economic prosperity.