This chapter discusses the challenges associated with unified messaging as a part of the voice data convergence paradigm for the messaging application layer. It recommends that you pay equal attention to organizational alignment as to the technical aspects of migrating to a unified messaging system. It highlights several ways to address the different issues that the unified messaging paradigms present to organizations that are interested in adapting unified messaging as their strategic direction. It also discusses other important issues, such as how to prepare for unified messaging both technically and organizationally. Finally, it covers topics that end users might be concerned about as well, such as privacy and security.