This report checks in on an eight-year, five-site initiative launched by the Annie E. Casey Foundation in 2016. Called Generation Work, this initiative explores new ways of connecting young people — particularly youth of color — with the knowledge and experience necessary to succeed in today’s job market. Key takeaway: Generation Work is a unique initiative that equips young people, ages 18 to 29, with the skills and abilities that employers want and need. Equally important: It connects participants to emotional and motivational support — like mentoring programs — as well as work supports, such as transportation subsidies and child care. The end goal? Position young people to enter the local labor market and succeed.