Randall Munroe, author of the xkcd web comic, posts a surprising amount of map-related content, which I invariably end up linking to here. With some exceptions, they fall into one of two categories, each of which has a recent example.
The first category is a hand-drawn infographic map showing, in earnest, some interesting or surprising information. See, for example, this map showing the most observed animal or plant in each U.S. state:

Other maps of this ilk include drainage basins, lesser-known towns sharing a famous place name, least informative Google Trends maps, and maps of the 2016, 2018 (challengers) and 2020 elections.
The second category is where Randall chooses the path of violence, with maps clearly designed by Black Hat Guy to hurt our brains. These include a series of maps that mangle U.S. state borders (1, 2, 3). But the most insidious are his Bad Maps Projections series, the most recent of which projects continents onto their own globes:

Thing is, this one isn’t as brain-curdling, because similar globes—globes that depict a portion of the world on an entire sphere—exist in the real world.