Is your codebase a source of pride or a mounting pile of resentment? Caleb Porzio explores the psychological and technical reality of the 'Big Rewrite,' revealing why burning it all down is often a trap—and how to identify the rare moments it actually makes business sense. From modular refactoring to the 'One More Thing' rollout strategy, learn how to escape legacy debt without drowning in a multi-year project that never hits the finish line.