In this study, we introduce the digital backpack as a means for creating a rich learning experience for students of multiple ages. Development, design, and refinement of the digital backpack are grounded in the theoretical framework of Universal Design for Learning using a Design-Based Research (DBR) model. This article presents the design and initial testing of the digital backpack. We discuss the refinement of the digital backpack in a case format that involved three DBR cycles focused on increasingly complex outcomes of design and learning. Finally, the article offers the lessons learned to encourage further exploration of this technology.