This chapter starts by condensing barriers and impediments into a digest of common reasons for failure of cross-disciplinary work encompassing interdisciplinarity and transdisciplinarity and cross-sector work that bridges the academy, government, industry and communities in the North/West and Global South. Repeated support for learning from failure also reinforces O’Rourke and Fam’s admonition that intelligent failure can lead to change, not only in an immediate project but also in the underlying logic of an organization or institution. The chapter concludes by presenting six overarching principles for success that emerge from a deeper understanding of failure and a closing reflection on lessons from the composite of case studies. The principles are: transparency in all aspects of boundary work, informed use of best practices, models, guidelines and authoritative reports and consistency and alignment of separate activities in a systematic approach.