Abstract: A system and method of generating a plurality of actionable insights is disclosed herein. A computing system retrieves data corresponding to a work procedure. Each work procedure includes a plurality of steps. The computing system generates a predictive model for each actionable insight using a plurality of machine learning models by generating an input training based on the retrieved work procedure data and learning, by the plurality machine learning models, a metric corresponding to each actionable insight based on each respective input training set. The input data set for each actionable insight includes actionable insight specific information. The computing system receives a request to generate a plurality of actionable insights for a current work procedure. The computing system generates, via the predictive models, a plurality of metrics for a plurality of actionable insights based on data corresponding to the current work procedure.