From the Web site:
"In the beginning, there were hoboes. Then, a notable non-historian wrote some lies about them in his wonderful and wholly inaccurate almanac. That man was John Hodgman. The book was The Areas of My Expertise. Amongst the lies was a comprehensive list of notable historical hobo names, numbering 700. After Hodgman read the list into a music flattening device, one Mr. Mark Frauenfelder of the Boing Boing teletyped a suggestion that 700 cartoonists volunteer to draw one hobo each as a public service or for no particular reason. And so it was, more or less, and here they are."
More than 700 hobo caricatures appear, actually, most with an amusing touch, "meant as an homage to the wandering men and women who chose to ride the rails during and before The Great Depression."
See: The 700 Hoboes Project