This paper explores Fromm’s dialectic analysis of power relations as it applies to the dynamics of change at the societal and personal levels. First, the paper discusses the use of empirical research—system justification theory—to test the impact of socio-psychological and structural resistances to change. Second, it looks at the concept of The Social Third to illustrate Fromm’s clinical approach around connectedness, subjectivity, narcissism, internalization of normative structures and the centrality of the concept of social character in shaping the dynamics of change.