You don't need to "maintain" a comprehension as you can just ask (with loops as well) anytime you want something, or you can ask the tool to give you the current state/summary. Actually, no model should directly answer to you in a proper workflow, it should always be another agent digesting and verifying, don't check the response directly.
In reality, production systems will be released without inner depth of knowledge anymore, because no humans will touch tomorrow's codebases, solely AI, so everything has to be designed for AIs, not for humans at this stage, same for documentations.
Documentations don't need to be done ahead as well as they can be prompted live, docs should be just pointers to assist AI to help you gen the docs. In my team we stopped having dashboards pre-made entirely and if we need to know how many people signed-up today (just an example), then agent hit prod data directly (with read-only instant snapshots), we kept having this discussion and we ended-up understanding that inventing "tools" that we aren't even sure we need is useless in this era, you'd rather prompt everything (in loops, adversarial with the model zoo and so-on to reach 99% accuracy).