I like being right in the middle of this spectrum. I used to be really far into "rewrite", but now I've seen what can be done with proper discipline. We've been

I like being right in the middle of this spectrum. I used to be really far into "rewrite", but now I've seen what can be done with proper discipline. We've been able to roll with the same monolith for about 5 years now. The biggest perceived benefit for me is the common ground it provides for the business & our customers. Everyone has been speaking the same language for a really long time now and the benefits of that have accumulated. I've been allowed to forget about code & processes that I helped develop because they became so stable that someone else assumed complete ownership. The last time I personally built our software from source (with intent to publish/deliver to a customer) was circa 2020. If we were to rewrite this thing from zero with reckless abandon, all of that confidence & trust that built up over half a decade would be lost. We are in the process of investigating alternative architectures, but we are doing it in a way where we minimize how much we have to involve our customers and other team members. Things like "backwards compatible configuration" and "don't change the UI if it works" are headline in our greenfield.