How does he get those cutout comparison tiles exactly identical in perspective, position, and zoom level? Does he have some call that allows doing that?
Was wondering that myself. Presumably when you update your maps app or when the server updated, you have no more access to the old maps. Unless he took a whole lot of screenshots in preparation?
The URL to an Apple Maps tile includes a version number and numerous style options. It's possible the author knows about historical tile versions and updates the URL to fetch older versions, or has been archiving Apple's tiles periodically.