The Pain, the Panic, and the Progress: A Field Guide to Legacy-to-Web Migration

Everyone talks about “modernizing a legacy platform.” Few talk about what the journey actually feels like: unclear maps, unexpected storms, shifting priorities, and a team that has to keep the old system running while building the new one.

In this talk, I share the real story of a large-scale migration still in progress — not the polished version, but the messy, practical reality. Through five “mountains” we have had to climb — tech decisions, missing documentation, organizational alignment, resource constraints, and user experience — I will show what worked, what didn’t, and what we learned the hard way.

A fast-paced, experience-driven session for anyone facing a legacy migration and wondering, “Is it supposed to be this difficult?” (Yes. And here’s how to get through it.)