A Professor Takes to the Rails

Cliff Williams (Oats)


Not long after I started going to the National Hobo Convention in Britt, Iowa, in 1990, I began to wonder what it would be like to ride a freight train. By the fourth year, I had to know. I bought a one-way Amtrak ticket to a small town in south central Iowa that wanted some hoboes and hobo-types on hand to help them celebrate their sesquicentennial. By then, I figured that I could play the part of a hobo-type.

Luther the Jet happened to be at the celebration and was planning on traveling by freight train to Chicago, near where I lived.

“Can I come along?” I asked.

“Sure,” he replied.

We caught a train when it stopped to change its conductor and engineer, hopped off when the train pulled into a yard halfway to our destination, then for the rest of the way rode another train that had stopped to pick up cars.

Ever since that first ride, I had to go again and again. Perhaps it was the adventure. Maybe it was the awe-evoking largeness of the train cars or the excitement of doing something totally different. Whatever it was, I ended up going several dozen times over a dozen or so years, racking up a little over ten thousand miles. That may seem like a lot, but it was not much compared to real hoboes who rode between ten and twenty thousand a year.

Mostly I went alone, but sometimes I went with other trainriding acquaintances I had picked up—Milwaukee Mike, Leo, Collinwood Kid, Socx. Once I found myself with Train Doc, Shoefly Jay, and Brakeshoe in a boxcar heading south along the Mississippi River at dusk. At times we were so close to the river that we could just about jump into it. Its wide expanse divided the dim, dark mass of the opposite shore from the shadowy trees and bushes that rushed past us.