Few New Yorkers face a tougher road to stable employment today than those returning from a period of incarceration. Indeed, the unemployment rate among people who have been to prison is almost five times higher than among the general population. Given these long odds, formerly incarcerated New Yorkers are searching for other ways to generate income--and entrepreneurship provides a meaningful pathway with significant room to grow. Strengthening support for reentry entrepreneurship offers policymakers one vital, yet largely untapped, opportunity to help far more returning New Yorkers succeed in reentry and beyond. This report builds on the Center for an Urban Future (CUF)'s 25 years of research about the role of entrepreneurship in creating a more inclusive economy in New York City. This report investigates the current state of entrepreneurship among formerly incarcerated New Yorkers and what is needed to expand the number of successful new businesses launched by New York's reentry population. Informed by extensive data analysis and interviews with more than 40 experts in reentry, community justice, microfinance, small business development, and entrepreneurship training--including more than a dozen formerly incarcerated entrepreneurs--the study explores the opportunity to expand support for reentry entrepreneurship and ensure more of the formerly incarcerated New Yorkers who start businesses can succeed. It examines the current supports for still incarcerated aspiring entrepreneurs and for formerly incarcerated New Yorkers looking to start or grow their own business as they return to their communities. It also identifies the key obstacles preventing justice-involved New Yorkers from launching successful businesses, profiles best practices from other states, and advances ten concrete and achievable recommendations for how city and state policymakers, the business community, nonprofit leaders, and philanthropy can work together to expand reentry entrepreneurship and strengthen a vital pathway to economic opportunity for returning New Yorkers. [This report was written with Eli Dvorkin.]