Positive psychology provides a scientifically informed practice of how to foster well-being. As the field advances and explores how to optimize and sustain the efficacy of positive psychological interventions (PPIs), it behooves researchers and practitioners to seek a better understanding of how intentional behavior change occurs in naturalistic settings. This paper argues for the consideration of readiness factors as a contextual variable for PPIs. It leverages the Transtheoretical Model of Behavior Change (TTM) and introduces a conceptual framework mapping how positive psychology constructs and interventions might fit within the TTM’s stages and processes of change. It posits that integrating positive psychology and the TTM will produce synergistic effects with mutually beneficial outcomes. The TTM can serve as a useful, heuristic approach for researchers and practitioners to tailor their methods and investigate which PPIs might be better suited for individuals depending on one’s readiness for change. Positive psychology can expand the scope of TTM’s application beyond ceasing addictive and unhealthy behaviors, toward promoting more positive outcomes and flourishing.