Companies are beginning to combine outsourcing with Agile software engineering techniques with the goal of receiving the benefits of both – faster time to market, greater quality, and smaller costs. Since Agile was originally developed to work principally with small collocated teams, scalability of Agile to the enterprise, and simultaneous use of Agile and outsourcing are questions concerning applicability of Agile techniques to global business environments. This paper first summarizes current experience studies and research in Agile, enterprise Agile and Agile outsourcing, to identify factors likely to affect success on Agile projects. It then extends a model originally developed by Chow and Cao (2007) to account for these factors. Finally it outlines an experiment whose goal is to determine which of these factors drives successful projects that use both Agile and outsourcing.