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S1E09 Navigating Cloud Native Challenges - From Legacy to Cloud Native with Luke Badgerow In this episode of The Wired Garage, host Pops welcomes Luke to discuss the evolving landscape of cloud computing, particularly the concept of 'cloud native' as we approach 2026. Luke shares insights from his extensive experience in cloud migrations and modernizations, emphasizing the shift from simple lift-and-shift strategies to more sophisticated, serverless architectures. He highlights the importance of understanding application architecture and the challenges of managing workloads in a cloud environment, especially when dealing with legacy systems. The conversation also touches on the integration of AI into cloud platforms and the necessity of aligning business goals with technological capabilities. As they delve deeper, Luke discusses the common pitfalls organizations face when transitioning to the cloud, such as assuming that on-premise systems will function identically in a cloud environment. He stresses the need for thorough analysis and planning to ensure successful migrations, including considerations for data management and system observability. The episode concludes with a reflection on the cultural shifts required within organizations to adapt to these technological changes, emphasizing the importance of collaboration across teams to achieve a seamless transition to cloud-native solutions. Keywords: cloud native, cloud computing, AI integration, cloud migration, serverless architecture, legacy systems, Kubernetes, data management, technology transformation, DevOps Takeaways Cloud native is disintegrating the application architecture. The biggest gotcha is assuming on-prem systems will behave the same in the cloud. You need to cover people, process, and technology to succeed in cloud migrations. AI is a real hype cycle; we need to manage expectations. Observability is crucial; you can't just lift and shift without understanding the architecture. Chapters The Evolution of Cloud Native Architecture Challenges in Migrating Legacy Systems The Role of AI in Modernization Navigating Lift and Shift Mistakes Deciding Between VM, Container, and Serverless Prioritizing Legacy Portfolio Migration Building a Collaborative IT Culture