Homeless youth represent a chronically vulnerable segment of society whose mental health needs, despite their acuity and complexity, are often unmet. This article describes the development and implementation of a pilot mental health group intervention, the Housing Outreach Project-Collaborative Wellness and Mindfulness Group, for young people in their first year of transitioning from homelessness/precarious housing to independent living. The intervention aimed to provide evidence-based mental health support to a traditionally difficult to engage population. The development of group framework and content, implementation, resultant client engagement, and perceived successes and challenges are described. Considerations for future mental health interventions and research with this population are discussed.NINA VITOPOULOS is a clinical and forensic psychologist. She completed her PhD at the University of Toronto and is currently a postdoctoral fellow at the Centre for Addiction and Mental Health in Toronto, Ontario, Canada. Her research focuses on understanding the impact of trauma on the lives and mental health of marginalized youth and its implications for treatment design and implementation across homelessness, health care, and youth justice sectors.LEYSA CERSWELL KIELBURGER has a MA in psychology from The New School for Social Research, New York, New York. She is a faculty member at the Centre for Mindfulness Studies (Toronto, Ontario, Canada), specializing in community-based mental health care and the delivery of culturally grounded, evidence-based services, including mindfulness-based cognitive and behavioral therapies. She focuses on issues relevant to populations that are underserved or marginalized in mental health care.TYLER J. FREDERICK received his PhD in sociology from the University of Toronto and completed a postdoctoral fellowship at the Toronto Centre for Addiction and Mental Health. He currently works as an assistant professor in the Faculty of Social Sciences and Humanities at the University of Ontario Institute of Technology. His research interests are primarily focused on how young people navigate their way through homelessness. KWAME MCKENZIE completed his medical training at the University of Southampton and was trained in psychiatry at the Maudsley Hospital and Institute of Psychiatry and Harvard University. He is CEO of the Wellesley Institute and director of Clinical Health Equity at the Centre for Addiction and Mental Health. He is a full professor and the co-director of the Division of Equity Gender and Population in the Department of Psychiatry, University of Toronto. He is an international expert on the social causes of illness, suicide, and the development of effective, equitable health systems. As a physician, researcher, and policy advisor, he has worked to identify the causes of illness and in cross-cultural health for over two decades.SEAN KIDD has a PhD in clinical psychology from the University of Windsor, Ontario, Canada. He is a senior scientist and chief in the Psychology Divisi...