2. Teddy Roosevelt, Rancher
Theodore Roosevelt was not just a rich East Coast dude who went out west to play cowboy. In the summer of 1884, he established the Elkhorn Ranch on the banks of the Little Missouri River in the Badlands, about 35 miles north of what is now Medora, North Dakota. He enthusiastically embraced his new occupation as a rancher, and set out to learn the ropes – literally – of the profession. He learned to ride, rope cattle, and hunt, and wrote three books about his experience. Later that year, he went on a days-long horseback ride to clear his head and take in the scenery, and eventually came across the Nolan Hotel in Mingusville, Montana.
The place looked like a seedy dive, and TR was reluctant to enter – especially after he heard a pair of gunshots coming from the bar. However, nightfall was near, and it and it was cold outside, so he went in. He saw a “shabby individual in a broad hat with a cocked gun in each hand was walking up and down the floor talking with strident profanity. He had evidently been shooting at the clock, which had two or three holes in its face“. As soon as he saw TR, who wore glasses, the bar bully hailed him as “Four Eyes”, and announced to all that “Four Eyes is going to treat!” The future president tried to play it off as a joke, but the lout followed him around. As seen below, it did not end well – for the lout.