<< [belief that] knowledge can be replaced with documentation, tools, and processes. [It] cannot. << volume of documentation that I would have to write would be insane

I am not sure those are mutually exclusive. We all know if situations where a person knows of tiny and typically undocumented system quirks. We even have a corporate name for it: institutional knowledge. The issue is that executives think it can ALL somehow be done, when even cursory real life project lift will quickly teach one how insane average gap between documented and undocumented tends to be. Add to that near constant changes to API, versions, systems, people and I can't help but wonder at executives, who really do think this way.