This guide offers directions for improving the collaboration between IT development and operations teams, and a path towards Continuous Delivery. Continuous Delivery is synonymous with an ability to increase software release rates. This provides IT organizations with the capacity and flexibility for reacting to the changing demands of their business clients. One such demand is support for driving competitive advantage. Our direction is determined by exploring the collaborations between IT development and IT operations being employed by a cross section of organizations across the market landscape. We also investigate their understanding of, and capacity for, Continuous Delivery within the context of development and operational interactions. Ultimately, it is a guide that looks to identify the various applications and deployment models for Continuous Delivery, with a focus on exploring the different points of “trust” when Continuous Delivery can occur effectively.