The transitions of American youth from school to career have proved problematic for decades, especially for young men of color. Baltimore’s youth have experienced chronic problems in graduating from high school and finding employment. One in four students fails to graduate high school within five years. This report argues that youth apprenticeship offers a sound strategy for improving school and career outcomes for Baltimore’s youth. It describes how apprenticeship has proved effective in a range of contexts, including current state programs in Georgia and Wisconsin and comparable European programs and how a youth apprenticeship program could be fashioned in Baltimore.