I’ve seen a number of organizations over the years contemplate “The Big Rewrite”
From Chad’s “The Big Rewrite”:
“You’ve got an existing, successful software product. You’ve hit the ceiling on extensibility and maintainability. Your project platform is inflexible, and your application is a software house of cards that can’t support another new feature.”
And from, Software As Spec:
Based on my own experiences and conversations with thousands of software developers around the planet, I unscientifically conclude that almost all production software is in such bad shape that it would be nearly useless as a guide to re-implementing itself. Now take this already bad picture, and extract only those products that are big, complex, and fragile enough to need a major rewrite, and the odds of success with this approach are significantly worse.