Conceived in 2003 and established in 2004, the Digital Initiatives Program at Iowa State University Library strives to create archives-based and regional history digital resources that support scholarship, teaching, and learning. While present for nearly a decade, 2016 marked a turning point in Digital Initiatives. Digital Initiatives has transformed from a loosely organized unit, to a full program with a dedicated staff. As digital projects became a key initiative within the library, significantly growing in scale and complexity, interdepartmental collaboration became crucial and new teamwork strategies needed to be identified. This session explores the challenges and opportunities of working collaboratively to create accurate and meaningful content for the web. The session will highlight critical steps taken to define roles, develop workflows, and implement project planning. The audience will have insight into these developments and the challenges faced while developing a digital initiatives unit in an academic library.