Simmon’s map includes countries, major lakes, oceans, gulfs, seas, roads, and cities. It also features inset maps depicting Earth’s biosphere, global land cover, and bathymetry. All of these are familiar to most map readers. Yet the map may seem disorienting to many. Simmon’s map is geographically correct, yet purposely—and literally—turns convention on its head. What was once familiar becomes alien, challenging readers to look at Earth anew. It also encourages us to think more deeply about such conventions: Why is north almost always at the top of maps? And must it always be that way? Simmon’s map reminds us that it doesn’t have to be. Simmon is not the first to create a south-up map. Others have made these maps to challenge conventions and norms. And it was only rather recently that north-up maps became so commonplace. Centuries ago, cartographers drew maps with the top being south, east, or other orientations. These alternatives reflected the limited tools, knowledge, and practices of the time. The basic idea behind a compass (which most today recognize as a device that points north) was known to the Han and Tang dynasties of China more than 2,000 years ago. Early Chinese navigators used magnetized devices as a compass, but for them south was the dominant position from which bearings were derived. Deciding to put south, or north, at the top of maps is a decision of consequence. Psychologically, we tend to view things nearer the top as ‘good’ and those lower as ‘bad.’ This can influence our interpretation of maps at both global and local scales. Still, the prominence of north-up maps did not arrive deliberately to elevate the status of some areas or their rulers. It is in part a consequence of the work of Ptolemey, who first labeled his maps with calculated lines of latitude and longitude. This made it easy for others to copy, extend, and derive new maps. Each map drawn in this way would adopt Ptolemy’s orientation. Regardless of the reasons for a given orientation and the implications that follow, Simmon’s map reminds us to challenge tradition and consider its influence. As both a map and a philosophical prompt, this example hits the mark beautifully.