39. Overland Octoauto
The brainchild of Milton Reeves, the Overland Octoauto challenges some of our core assumptions about automobiles—namely, that two axles and four wheels is the name of the game. In keeping with the grand American theory that bigger is better, Reeves concluded that adding a few extra wheels could provide a smoother ride for the discerning automotorist of the year 1911. And thus the Overland Octoauto was born. 20 feet long with the steering and handling one normally associates with a pregnant hippo.