Employment training organizations vary widely in how they approach supporting young people as they enter the workforce: Some organizations provide young people with basic skills instruction (e.g., math, literacy, or computer skills), some emphasize specific occupational skills (e.g., project management or mechanical skills), and some help young people immediately find open positions with employer partners; many organizations provide a combination of these services. Launched by the Annie E. Casey Foundation in 2015, Generation Work™ aims to connect more of America's young adults with meaningful employment by changing the way public and private systems prepare them for jobs. As part of the initiative, partners in five sites across the nation are working to align various education, employment and support services to help young people develop the skills required to succeed in the working world; link them with employers; and increase advancement and earning opportunities. Through a series of interviews during a three-day site visit, Child Trends researchers identified how the Practitioner Learning Community developed key processes that allowed it to improve organizations' collaboration in support of youth and young adult participants in Philadelphia through positive, developmentally appropriate approaches. This is one of five case studies that examine how local partnerships in the Generation Work initiative have scaled up and supported the use of positive youth development (PYD) approaches in training programs for young people who seek high-quality training and employment. For the other case studies in this series, see Cleveland (ED613973), Hartford, Indianapolis (ED613935), and Seattle (ED613974).