Self-checkout (SCO) has become a pivotal innovation in the retail industry, offering benefits such as reduced waiting times and increased operational flexibility, but it has also faced significant challenges due to poor device management. Large retailers like Walmart and Target have struggled with system outages, customer frustration, and the immaturity of the technology, leading to a reconsideration of their reliance on SCO. The key issue lies in the lack of centralized control and management of SCO devices, which often results in technical problems that negate the intended efficiency gains. To overcome these issues, a next-generation device management solution, like Esper, is recommended to provide real-time monitoring, remote control, and policy self-correction, ensuring that SCO devices operate smoothly and continue to enhance customer experience and operational efficiency in the competitive retail landscape.