There are a number of reasons why apprenticeships have been relatively slow to get off the ground in New York--from an overly cumbersome state process for registering new apprenticeship programs to a paucity of employers that have embraced this model, particularly outside of the building trades. But as several other states have shown in recent years, these hurdles can be overcome. Based on an extensive data analysis and interviews with more than 30 apprenticeship experts in New York and around the nation, this report details some of these best practices and sets forth several achievable steps for state and local policymakers, business leaders, and workforce development practitioners to take to help New York City and State deliver on the significant promise of apprenticeships. The report offers a new level of detail about the current landscape for apprenticeship programs in New York and outlines both the opportunities and challenges to expanding the model. [This report was made possible through generous support from Barclays.]