This article focuses on the evolution of theory, methodology, and practice regarding the role of adoption, implementation, diffusion, and evaluation factors, and the interaction of these factors at various levels, to healthcare system success. These topics continue to present challenges to organizations, the research community, and to society in general. The first place that new waves of thought are often aired is at conferences. This article explores the evolution taking place in this domain by looking back through the years over work presented at the longest standing conference track focused on adoption, implementation, diffusion, and evaluation factors in e-health and the interaction of these factors at various levels to healthcare system success.