A number of Australian companies have realized the relative quick gains with low associated risks that can be achieved through the business-to-employee (B2E) model. Employee Self Service (ESS) is a solution based on the B2E model and it enables employee access to the corporate human resource information system. This chapter looks at the development of a human resources (HR) ESS portal and presents the findings of a case study of three Australian organizations that have implemented an ESS portal. A model depicting portal maturity is presented and analysis shows that ESS portals can be categorized as first generation with an “Access Rich” focus, second generation with a “Collaboration Rich” focus, or third generation with an “Application Rich” focus. The information and process focus of the ESS portal of three organizations will be presented and will be used to place the organization into the portal development model proposed by Brosche (2002).