Don't enthusiastically agree to rewrite the system at work

> "I joined this company after they'd gone a stretch without any developer, and the bug queue showed it."

I think maybe if you're at a company like that, you should be very cautious in suggestions/timeline/etc about literally anything and everything technical. Certainly much more than you would be at a company that has a basic level of software engineering competency. It's kind of a different world...