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Relational psychodynamic practice, to be useful to folks representing “othered” oppressed populations, must integrate an anti-oppressive stance in relation to the people they serve, learn from them about their unique wants and needs, and strive to align with the sequential order in which they believe the wants and needs should be attained. This paper explores how this can occur, focusing on citizens returning from prison and utilizing an example of an individual who successfully navigates this transition. Anti-oppressive practice approaches aimed at empowerment and liberation are discussed as meeting essential needs beyond education, housing, and work, that make successful navigation of post-incarceration “freedom” possible. Elements of psychodynamic theory and practice that are particularly relevant to working with returning citizens and individuals representing other oppressed populations are elaborated. Special attention is given to the approach of a therapeutic-participant and client-participant relationship that blends our psychodynamic relational approach and personal reflexivity with a greater understanding of persons coming from an environment where self-agency was not supported and even thwarted.