To better understand the challenges and opportunities facing community colleges that want to expand apprenticeship opportunities to their students, New America conducted a year-long study. We created an advisory committee to guide this work and spoke to apprenticeship, workforce development, and community college leaders about the community colleges role in expanding apprenticeship. Based on these conversations, we chose case studies and conducted in-depth interviews with leaders from the Community College System of New Hampshire's ApprenticeshipNH, Arapahoe in Colorado, San Jacinto in Texas, and Howard Community College in Maryland's programs in IT and cybersecurity, and Coastal Alabama Community College's nursing apprenticeship. Each of these colleges found a different way to fill the role of intermediary, taking on funding from different sources, using a mix of strategies for sponsorship, and finding place-based approaches to strengthening workforce partnerships. In a variety of sectors, these five colleges found ways to fill the intermediary role that worked for their context, and in doing so provided excellent programming that filled their community's needs. This mosaic of case studies demonstrates that there are some common challenges and successful strategies that colleges looking to serve as apprenticeship intermediaries can learn from.