“Outsourcing” information technology (IT) services has become all the rage.  But as interest has grown in the globalized sourcing of everything from data and call center operations to software system development maintenance and support, so too have the options for distributed IT product and service delivery.  Emerging management approaches combine onsite, onshore, offshore and so-called “nearshore” solutions.  While India and China immediately spring to mind as places where outsourcing happens, Latin America and in particular Mexico are now determined to enter the global outsourcing market,  providing a nearshore option to interested U.S. enterprises.  This article will provide a simple tool for assessing the match between an offshore IT services offering and the needs of the enterprise.  The authors will then explore outsourcing options by focusing on two IT service providers — Choice Solutions, Ltd., (India), and Softtek Corporation (Mexico).  For each of these enterprises, the authors provide a brief client experience, focusing on the value-added of the offshore/nearshore relationship.  To conclude, the authors offer a process approach and a series of critical success factors in managing a typical IT outsourcing arrangement.