Apprenticeship is an important workforce development strategy in Germany and is growing in prominence in the United States. Intermediaries, or organizations that facilitate the successful implementation of apprenticeship with employers and apprentices, help ensure a successful and high-quality experience in both countries’ systems. In this brief, we compare the German and US apprenticeship systems and discuss the ways in which intermediaries advance apprenticeship. We feature case studies from three organizations that adapt the German apprenticeship model and advance apprenticeships in the US by serving in different intermediary roles. Finally, we share four overarching lessons about how intermediaries benefit employers and sponsors navigating the complexity of the US system—as connectors, promoters, trainers, and drivers of quality—and promote best practices as a result.