This article reports on a case study in the context of empowering persons in poor communities through a process of collaborative inquiry. This process began conceptually in the south of Mexico, and continued 28 years later in poor neighborhoods of Mexico City. This process of developing successful answers by communities for their well being was considered from indigenous (Mexican), holistic, Christian, collaborative and transformational perspectives. The communal discernment of members of communities in different contexts is reported as they were able to articulate for themselves the nature of psychological, relational, and spiritual well being. This process of collaborative inquiry dramatically transformed the participants as they continued to cope with extremely difficult living conditions.