Why Your Migration is Doomed

In this episode, we dive deep into software migrations – the challenges, the blind spots, the war stories, and what actually makes for a successful transition.Join hosts Micah, Shahed, and Austin as they unpack everything from why teams often underestimate migrations (hello, unchecked optimism) to the organizational politics that can make or break your project. They get real about feature bloat, the dangers of chasing bleeding edge tech, and when to actually trust automation in your migration process.You'll hear real-world examples, like the high-stakes $70M migration gone wrong, and the successful digital transformation at PODS. Plus, the crew gets nostalgic with some browser war stories (IE6 nightmares, anyone?) and how market share battles still echo in today’s tech landscape.Key topics:- Why migrations often fail (and how to spot it early)- The pitfalls of feature creep during transitions- When it’s OK to keep legacy systems alive- Are bleeding edge technologies worth the risk?- Which migration myths to keep or kill- Lessons from Netscape, Microsoft, and Chrome in the browser warsIf you’ve ever wondered how to lead your team through a migration without chaos, or just want to reminisce about Netscape vs IE, this episode is for you.