Consumer technology adoption into large enterprise environments is occurring at an unprecedented rate. Employees require the flexibility and efficiency of using operating systems, computers, and mobility products they are familiar with and that enable their productivity. Due to this industry phenomenon, one large shipping enterprise must work to create solutions to integrate Apple’s OS X operating system into its traditional Windows-based operating environment. This level of integration must take place carefully to enable usability and foster the continued data security of enterprise assets. This paper describes the steps and methodology taken, as well as the rationale used, to accomplish the task of integrating Apple’s FileVault 2 full disk encryption technology into existing McAfee management infrastructure and traditional deployment and support workflows. Using a combination of industry and community solutions and techniques, a low-cost software solution named EscrowToEPO is created to facilitate the secure and user-friendly adoption of FileVault 2 as a full disk encryption solution. This paper also includes the success/failure rate of adoption and implications as to how the adoption of similar solutions can occur to support future operating systems or other environments.