This paper presents a case study of a youth organisation working with families in extreme poverty and lack of adequate housing in Chile and Mexico. It initially describes the considerable structural changes that relate to the emergence of the organisation, and then discusses how across context case study research that draws from the interpretivist interactionist tradition was employed. In the main body it presents interventions that aim to provide families with temporary accommodation, social support, education, micro-credit opportunities, and legal support. The paper aims to contribute to a discussion concerning wider insights to be gained from context-specific approaches in working with families. The article highlights the need for policy and practice that approaches families as complex, dynamic and context specific entities that are re-configured through their networks and interpersonal interactions, and are subject to particular plays of power relations. Furthermore, it argues for practice that fosters family agency that is based on recognition of strengths, emotional and cognitive aspects of decision making as well as nurturing of hope.