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The Outsourcing Dilemma Essay title: The Outsourcing Dilemma The Outsourcing Dilemma Arvid Nass CMGT/578 CIS Strategic Planning Robert Whale July 2, 2007 Introduction To outsource or not to outsource, that is the question. It is indeed a question that a CIO, CEO, or IT manager is likely to encounter. It is not a simple question,.