Every cloud migration has a clean version — the one on the slide deck — and then the real one. This session is the real one.

I'll walk through a genuine platform migration story: the moment we decided our aging monolith and manual deployments were costing us more than they saved, and the series of architectural, cultural, and technical decisions that followed. From containerization and event-driven design to layering in AI-powered observability and developer tooling, I'll cover what worked, what surprised us, and what I'd do differently.

This isn't a product pitch or a vendor walkthrough. It's an honest engineering post-mortem wrapped inside a roadmap — built for teams who are still in the thick of it and need a realistic picture of what cloud-native transformation looks like when the humans are involved.