Trilling Foods, a regional bricks-and-mortar grocery chain, has recently provided its frontline managers with new tools for using data. Allison Andersen, Trilling's VP of Data Science, has spearheaded these efforts. Yet, as she works with Kent Wade, the general manager of one of Trilling's grocery stores, Andersen quickly discovers that many frontline workers are not bought into it. Taking the perspectives of managers from across multiple levels of the organization, the case examines how individuals with different backgrounds and experiences manage digital transformation.