Youth apprenticeships offer a meaningful link between high school and the workforce, with benefits for students, employers, educators, and the economy as a whole. In June 2020, the Urban Institute Youth Apprenticeship Intermediary Project convened a group of educators and policymakers from across the Greater Washington, DC, region to share their experiences and recommendations on how to structure apprenticeship programs; how to overcome challenges; and best practices for engaging parents, students, and employers. This fact sheet elevates key lessons from the DC region peer-learning exchange, demonstrating how educators can work to grow youth apprenticeship in the DC region.