The prospect of implementing machine learning (ML) is daunting. However, there are few investments that begin to generate actionable intelligence as quickly for group insurers. Group insurance involves vast quantities of data in any number of formats, from spreadsheets to forms to a physician’s hand-written notes. This review explains how all that data in disparate formats can be digitized and pooled to begin the ML journey today – and begin reaping the value of data-driven insights.