There was once a simpler time in the career of George Annen, a used equipment specialist and owner of Annen’s Machinery Ranch Inc. in Arlington, Wis. A typical day before the internet started with a freshly-brewed pot of coffee, a trip to the convenience store to process tractor photos taken on a film camera, mailing them overnight to a set of interested buyers and preparing for a sales trip the next day if the phone rang.

George Annen of Annen’s Machinery Ranch in Arlington, Wis., reflects on the digital transition that shaped his career, sharing the benefits, pitfalls and lessons learned trading used equipment in the modern age.