Decision making is one of those extremely complex things that humans can do with relative ease most of the time. Healthcare providers do this hundreds and thousands of times per day, and do an amazing job given their various levels of expertise and the resources available to them. The Elsa Health Assistant is a set of tools and technologies that leverage advances in Artificial Intelligence and causal modeling to augment the capacity of lower cadre healthcare providers and support optimal and consistent decision making. Here we will share the challenges, failures and successes of the technologies and the team.