Technology must mesh with business processes and human factors if we are to gain positive results from Enterprise 2.0 implementation. This has been true from the outset, but takes on a special significance given the troubled world economy. The predicted rapid expansion in remote infrastructure management outsourcing over the next half decade remains compelling, but the ways and means to promote and accommodate this shift are becoming more complex. This session examines the impact of social, security and business operations layers among others on the adoption of enabling technologies associated with outsourcing models. Further, with the advent of enterprise virtualization technologies, and a majority of the IT Infrastructure being managed remotely by specialist vendors, organizations need to respond quickly to take advantage of opportunities. The paper elaborates on the perceptions, do’s and don’ts, and provides solutions for making this happen.