The intent of this research is to determine if cool roofs lead to increased energy use in the U.S. and if so, in what climates. Directed by the LEED environmental building rating system, cool roofs are increasingly specified in an attempt to mitigate urban heat island effect. A typical single story retail building was simulated using eQUEST energy software across seven different climatic zones in the U.S.. Two roof types are varied, one with a low solar reflectance index of 30 (typical bituminous roof), and a roof with SRI of 90 (high performing membrane roof). The model also varied the perimeter / core fraction, internal loads, and schedule of operations. The data suggests a certain point at which a high SRI roofing finish results in energy penalties over the course of the year in climate zones which are heating driven. Climate zones 5 and above appear to be the flipping point, beyond which the application of a high SRI roof creates sufficient heating penalties to outweigh the cooling energy benefits.