Cloud computing is a growing force in healthcare and, while many organizations understand the opportunity that the cloud offers, why and how to get there is widely debated. As providers evaluate the pros and cons of cloud based solutions, several adoption strategies are emerging. Taking the right approach is critical to determining future readiness as healthcare becomes more information-driven and connected, and moves towards collaborative care models and payment reform. This workshop will examine key applications of cloud computing in healthcare (including hosting, security/privacy and medical image archiving), highlight change management strategies from a technical/operational/process perspective, and identify the pros and cons of different cloud models including public vs. private. The workshop will be divided into vignettes that include didactic presentations and real-world case studies with interactive discussions.