Throughout 2020, America's Promise Alliance worked with five communities across the country that wanted to extend and deepen their efforts to support young people's social, emotional, and cognitive development. Each community planned cross-sector convenings to inspire action that would result in the approaches to learning that prioritize young people's growth and development. Just as their work was getting underway, the communities' efforts were unexpectedly and indelibly shaped by the upheaval of the past year--including the global pandemic and national reckoning with racism. The five communities in the How Learning Happens Community Convening Cohort were: (1) Nashville After Zone Alliance (Nashville, TN); (2) Parents for Public Schools -- San Francisco (San Francisco, CA); (3) Rennie Center for Education Research & Policy and Transforming Education (Boston, MA); (4) Spartanburg Academic Movement (Spartanburg, SC); and (5) The Whole Child Connection at the Children's Institute (Rochester, NY). As a group, the community organizations' efforts were fueled by a reawakened appreciation for holistic and coordinated approaches to learning and development. The organizations and their communities also became more squarely focused on the themes of anti-racism and belonging and more intentionally centered on the perspectives of young people. The brief shares three major lessons learned across the communities: (1) Equity must be an explicit desired outcome of all social, emotional, and cognitive programming; (2) Shifting Adult Practice Requires Time and Space for Adult Self-Care; and (3) Youth Voice is a Crucial Influence in Transforming Learning Environments. This brief also explores unique strategies each community took to support young people over the last year and offers insights into cross-sector partnerships allowed these convenings to have a longer impact.