Abstract: Objective: This study aims to highlight the versatility of the subscapular system free flaps in head and neck reconstruction within a Veteran population. Methods: We describe a case series of patients (n = 8) from the Michael E. DeBakey Veterans Affairs Medical Center, Houston, TX between 2019 and 2021. Patient demographics, comorbidities, surgical variables, complications, flap outcomes and post-operative imaging were gathered from the electronic medical record. Results: Six patients underwent mandibular reconstruction using horizontally oriented bony scapular flaps with variable soft tissue components. One patient underwent composite maxillary and oral cavity reconstruction using a chimeric scapular tip and myocutaneous latissimus dorsi free flap. Finally, we report a successful application of a chimeric scapular tip free flap for cranioplasty in the setting of a chronically infected wound secondary to osteoradionecrosis, which has not previously been reported. All flaps survived without compromise and no donor site complications were reported postoperatively. Conclusion: The subscapular system provides highly robust and versatile tissue for complex head and neck reconstruction. Multiple bony and soft tissue components provide options to construct chimeric flaps with unparalleled spatial mobility. Creative designs used to reconstruct mandibular, maxillary, and now calvarial defects represent an expanding role of the subscapular system as a reliable option for complex head and neck reconstruction in a highly co-morbid Veteran population.