Patients with pain are often referred to outpatient addiction care following hospitalizations and have active medical and psychosocial needs that require coordinated follow-up. Through two contrasting case studies, we will discuss the role of the addiction specialist in coordinating caring for patients with pain, addiction, and active multi-morbidity. We will also examine practical strategies to facilitate transitions of care for this patient population, including the use of warm hand-offs and interdisciplinary care plans.