Traditional monolithic IT organizations and architectures are well established and commonly implemented. With web operations, devops, and the evolution of large scale distributed computing, strategies tend to lean horizontal. We will explore monolith and horizontally scaled IT organizations, comparing the different types of organizations that use them, and the elements that make them successful. Presented at DevOps Columbus on April 14, 2016 and CloudDevelop on August 26, 2016. This is an evolving presentation still.