Retailers are intensively preparing for Black Friday as the holiday season becomes more extended and complex, driven by shifts in consumer behavior that emphasize convenience and omnichannel experiences. The post-pandemic environment has accelerated these shifts, prompting retailers to enhance their last-mile services and invest in technologies like Buy Online Return In Store (BORIS) and Buy Online Pickup In Store (BOPIS). The increased digital touchpoints and the unpredictability of Black Friday demand place enormous pressure on retailers' digital infrastructures, exposing vulnerabilities to cyber threats and system downtimes that can damage consumer loyalty and profits. To address these challenges, retailers are turning to platforms like Dynatrace, which offers advanced observability, application security, and automation powered by AI to ensure robust performance and seamless customer experiences. Dynatrace aids retailers in managing complex digital ecosystems, optimizing supply chains, and maintaining infrastructure resilience, ultimately enabling them to meet changing consumer expectations and demands effectively.