The traditional corporate social responsibility pyramid needs restructuring so as to avoid the negative effects and paradoxical results of corporate philanthropy. The traditional corporate responsibility pyramid includes four tiers that represent the responsibilities of corporations as displayed in Figure 1 (Appendix). The philanthropic responsibilities of corporations are ill-defined, and as a consequence, lead to paradoxes and negative results for corporations. Section I discusses the various definitions of philanthropy in the context of corporate social responsibility. Section II considers the five paradoxes that result from approaching philanthropy from the vantages described. Section III examines how an analysis of competitive context fails to respond fully to the paradoxes. Section IV sets forth a new model of “charitable responsibilities” and addresses potential objections while explaining the benefits of this model over the “philanthropic responsibilities model. Section VI is a conclusion.