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Explore a real-world migration journey from legacy ingress controllers and sidecar-based service mesh to modern Kubernetes Gateway API and sidecar-less architecture in this 30-minute conference talk. Discover whether zero-downtime migration is achievable across multiple availability zones while maintaining traffic routing that prioritizes locality to minimize latency and network costs. Learn how to preserve advanced observability using HTTP request metrics for autoscaling with KEDA instead of relying on CPU or memory-based Horizontal Pod Autoscaling (HPA), maintain request authentication and JWT validation, and strengthen resilience between AI workloads and LLMs. Follow the production environment migration experience at Harri as the speakers share key discoveries, challenges, and practical lessons learned to help you plan your own potential zero-downtime migration strategy.