The pandemic and social upheaval of the past years have strained systems of care and the relationships between marginalized communities and the institutions that provide education, physical and mental healthcare, and other social services in our communities. Understanding sources of rupture, alienation, and disconnection are essential to begin the repair work that will provide access to care and understanding of the diverse challenges faced by children and families during this time. This recorded Riggs-Yale Conference included speakers working in the community as mental health ambassadors discussing systems issues around workforce shortages of professionals and paraprofessionals, cultural humility in work with diverse groups, and ways to improve outreach and engagement with children and families.