Railway Mail Service
When Vandervoort lost his position with the Railway Mail Service, he became an assistant manager for the Cuban Land and Steamship Company of New York. Vandervoort helped transport many Union Army veterans who hoped to find new lives as citrus farmers in Cuba after the United States installed a government there in 1899. Vandervoort became a land speculator and personally laid out a colony known as La Gloria, which became the largest American settlement in Cuba.