Many discussions have been had over the years on the debate between using few big files versus many small files. However, more often than not, those discussions devolve in a collection of anecdotes with barely any science to them. Once and for all (or, at least until org-element.el get overhauled), I would like to settle the debate by explaining why the way we parse Org-mode files becomes slower as our files grow in size or numbers, and how that affects their browsing and the building of custom-agenda views. I feel qualified to talk about this topic for two reasons: - I went through the trouble of optimising my agenda-views by implementing clever regex-based skips, so I know the ceiling that can be reached with the current tech. - My work on Org-roam has led me to consider the use of an external parser for Org-mode files, and whilst we are only at the prototyping stage, we know what is at stake. I intend the talk to be fairly light-hearted and humorous, which is the only way we can do true justice to the topic.