As retailers prepare for peak shopping seasons like Black Friday and Cyber Monday, the complexity of modern retail systems necessitates a shift from traditional monitoring to intelligent observability. This evolution involves connecting all layers of a retail tech stack to business outcomes, allowing retailers to identify technical issues that impact revenue. The adoption of Application Performance Monitoring (APM) is fundamental, providing insight across entire application stacks to pinpoint slowdowns and errors in real-time. Mobile Real User Monitoring (MRUM) and the newly introduced Mobile Session Replay enhance visibility into mobile e-commerce, which is projected to account for 60% of total retail sales by 2025. New Relic’s Pathpoint further bridges the gap between technical performance and business impact by modeling business processes and linking them to technical systems. This approach enables retailers to prioritize incidents based on their financial impact, thereby ensuring robust performance during high-stakes shopping periods. The integration of artificial intelligence and a comprehensive observability platform empowers retailers to deliver seamless digital experiences that are crucial for maintaining customer loyalty and driving revenue.