Participants in DACA – Deferred Action for Childhood Arrivals policy – have had a tumultuous journey from 2012 to the present, and, although a reprieve seems to be on the horizon, tumult is not over. The Obama Administration implemented DACA in 2012 to provide exemption from deportation for children who had been brought to the United States undocumented before the age of 16. In spite of numerous requirements and concerns, approximately 800,000 individuals between the ages of 16 and 30 had become DACAmented before the Trump Administration rescinded the policy in 2018, sending many “back into the shadows” because of renewed fears of deportation, seizure, and other abuses. While providing certain benefits, DACA compromised the lives of children and families, was never a path to citizenship, and presented other challenges, so numerous advocacy organizations stepped up to support potential and actual DACA recipients. While also complex, advocates have unique mediating positions in the contentious 21st century U.S. immigration crisis, yet little is known about their experiences, knowledge, dilemmas, and suggestions for improved practices and policies. This research, thus, complements reports of the psycho-social climate among and around DACAmented and DACAeligible youth, to focus on the insights of educators, community organizers, and legal volunteers who have worked with DACA to benefit society as well as the individuals involved.