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AWS Community Day Midwest 2025 Darren Mills The Migration Modernization Balancing Act: Navigating Risks and Rewards Migrating legacy systems to AWS isn’t just about rehosting, replatforming or refactoring—it’s a balancing act between minimizing risk and maximizing long-term value. In this session, we’ll walk through practical approaches to assessing, planning, and executing migrations using AWS-native tooling and partner accelerators. We’ll cover the 7R migration methodology in detail, including what happens in each phase and how to decide which approach fits each workload. We'll also explore the different modernization pathways and how these approaches can extend the value of your modernization effort. You’ll leave with actionable insights from real-world experiences that you can apply to de-risk and optimize your migration journey. Darren Mills is the Chief Technology Officer at CleanSlate Technology Group, where he drives enterprise transformation at scale through cutting-edge DevOps, cloud architecture, and modern application development. An expert in cloud strategy, Darren helps organizations unlock innovation, boost agility, and accelerate digital change. When he's not leading efforts at a client, he's sharing insights on cloud modernization in the evolving tech landscape.