This chapter, endorsed by Martina Perstling (Namibia) and Ian Rothmann (South Africa), takes us to a historical and fascinating journey addressing the relationships between Namibia and South Africa. It brings the studies of subjective well-being to the front line, at the radiance of such complex experiences as war, independence, and nation building. The relationship between the two countries, encompassed with the occasionally dramatic internal struggles for human rights, reconciliation, and equality within Namibia, is explored in the chapter while envisioning restorative processes, some of them under way, and to promote better futures that will fulfill the aspirations of the citizens of those countries, while honoring the best of the past.