For nearly three decades, positive behavior support has continued to focus on important consumer-identified goals, including happiness, self-confidence, productivity, personal control, community adjustment, and community integration. At the very heart of these efforts is a keen understanding of the need to strengthen relationships between people with diverse abilities and those who are responsible for their education, training, instruction, coaching, and care. Intuitively, it’s simple: If two people have a good “connection,” they are more likely to want to spend time with one another, to respond to one another, and to learn and grow from one another. This chapter highlights two empirical studies that demonstrate the positive impact of relationships on key quality of life outcomes. The studies illustrate the use of flexible scientific practices that are user-friendly and feasible in naturalistic community settings. They also highlight several critical features of positive behavior support (PBS), including multicomponent intervention, social and ecological validity, and stakeholder participation. As lifelong clinicians, we have seen firsthand the value of relationships in our clinical work. Our goal in writing this chapter is to inspire others not only to see this value as well but rather to take particular steps forward to strengthen these relationships. We are grateful to our mentor, the late Dr. Edward G. Carr, for his friendship and collegiality, which continue to inspire our work.