Social Finance is a Boston-based nonprofit that works at the intersection of finance and policy. It raises, allocates, and manages capital to fund projects in the areas of education, early childhood development, criminal justice, and health. The case explores how Social Finance designs and implements programs related to worker training. While Social Finance's recently launched New Jersey Pay It Forward program has garnered nationwide interest, the organization currently serves around 50,000 people and has ambitions to eventually help upskill millions of Americans. Social Finance's leadership is now examining how best to expand its reach, at a time when rampant shortages of "middle skill" labor threaten to slow economic growth and the energy transition in the United States.