This brief from the American Youth Policy Forum (AYPF) presents three key lessons the organization has identified as critical to promoting pathways to postsecondary education, training, and careers for youth involved in the juvenile justice system, foster care, or both. These three lessons are leveraging authentic youth voice, providing youth with a wide range of comprehensive supports and transitional services, and strategically aligning youth-serving systems and policies. The brief includes best practice spotlights for each of the lessons learned.