Renovating old buildings and homes is commonplace, but why is technological renovation often overlooked? Just like a big home renovation adds to the quality of life, a successful architectural renovation has an outsized impact on the pace of innovation. Yet, why are software migrations perceived negatively? Frequently, it stems from past encounters with projects that were disruptive, costly, and executed poorly. In this talk, I outline my learnings on gracefully outgrowing technology and architectural choices, based on my experience scaling payment orchestration at Netflix to 250M members and preparing for the next 250M. You'll leave this session equipped with cognitive frameworks for evaluating architectural health and tactics to overcome common hurdles to transforming legacy architecture. I share battle-tested strategies for successfully navigating a ground-up architectural revamp to unlock innovation and enhance business value.