In a world full of options of exercise platforms and modalities for individuals to choose from, what entices people to stick with a particular program? The exercise platform itself? The language the instructors use to motivate participants? Or is it the ability of a participant to choose from a menu of activities that keeps them engaged? To shed light on this topic, we analyzed physical activity as a positive intervention, using Peloton as an exemplar. Our capstone is divided into three parts. In Part I, we introduce positive psychology and the concept of positive interventions as a pathway to well-being and explain how Peloton is a positive intervention. In Part II, we examine the constructs of values, virtues, character strengths, agency, and their relationship to sustained engagement on the path to wellness. Pulling from the work of Lavy and Benish-Wiseman, we explore how character strengths are a pathway from values to positive social outcomes such as sustained engagement with an exercise platform. In Part III, we bring the concepts of Part I and Part II together and make three key observations: (1) Physical activity, with Peloton as an exemplar, is an undervalued yet effective positive intervention that deserves more research and application (2) Language portraying someone’s values and strengths is a powerful tool in facilitating positive alignment in relationships (3) Empowering someone, a Peloton rider for example, with agency to determine how, when and with whom they align is an important part of voluntary sustained engagement.