Enterprises increasingly rely on Android as the platform of choice for point-of-sale (POS) systems due to its wireless-first, secure, and flexible architecture. Despite its potential, many IT operators fail to utilize these capabilities fully, leading to significant business disruptions when issues arise, such as a minor UI glitch affecting all devices in a store. The article advocates for a proactive device management approach through advanced mobile device management (MDM) solutions, emphasizing the importance of establishing a baseline for fleet health, automating alerts, managing compliance and drift, and building preemptive remediation workflows. This strategy requires a cultural shift and strategic implementation, aiming to minimize support calls and enable staff to focus on innovation rather than constant troubleshooting. Proactive device management not only optimizes costs and resources but also fosters growth and innovation by allowing IT teams to concentrate on deploying hardware and software more efficiently. With the right tools and processes, organizations can achieve a robust, automated, and self-healing Android POS device management strategy, ultimately enhancing business outcomes.