Why does a chocolatier build a railroad? For Milton S. Hershey, it was a logical response to a sugar shortage brought on by World War I. The Hershey Chocolate Co. was by then a chocolate-making powerhouse, having refined the automation and mass production of its products, including the eponymous Hershey’s Milk Chocolate Bar and the bite-size Hershey’s Kiss. To satisfy its many customers, the company needed a steady supply of sugar. Plus, it wanted a way to circumvent the American Sugar Refining Co., also known as the Sugar Trust, which had a virtual monopoly on sugar processing in the United States. Why Did Hershey Build an Electric Railroad in Cuba ? Beginning in 1916, Hershey looked to Cuba to secure his sugar supply. According to historian Thomas R. Winpenny, the chocolate magnate had a “personal infatuation” with the lush, beautiful island. What’s more, U.S. business interests there were protected by a treaty known as the Platt Amendment , which made Cuba a satellite state of the United States.…