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When Henry B. Plant was born in Florida still under control Spain at the time although would later be bought by the United States. Henry B. Plant helped with three major transportation and hotels in Florida. "Plant helped to develop Florida with railways, steamships, and luxury hotels" (2). Plant's name did not extend like his competition Henry Flagler because he did not have as much children. Although Plant did make himself a part of history as he built railways throughout Florida. He later bought bankrupt railroads after the civil war he extended the rail road throughout Florida.
https://myfloridahistory.org/frontiers/article/75

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Leland Stanford achieved most of his fortune in Sacramento from retailing mining supplies and general merchandise. He later became a Republican governor for California. One of his biggest investment was on the transcontinental railroad. He worked for the Central Pacific and became president of The Central Pacific Railroad. He later joined the Union Pacific in Utah. Leland was mostly successful in the rail road as he worked for both Central and Union pacific.
https://www.britannica.com/biography/Leland-Stanford

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Charles T. Hinde was a college drop out and worked as a grocery clerk making very little money. However he turned his life around and became known as one of the "robber barons." He started when he got a job in the steam boat businesses because the companies were slowly rising. He became one on the youngest captains to sail and conduct the steam boats. Later Charles left the steam boat company and joined The Railroad as a shipping agent. The Railroad business had a major uprising taking most of the businesses away. Charles T. Hinde took control over the Railroad company due to the problems it had and eventually manage to sell the railroad company for more profit. Charles then made a partnership with The Hotel Coronado and manage to invest all sorts of businesses from there his bank account arose.
https://foundr.com/pre-internet-entrepreneurs-charles-t-hinde/

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John D. Spreckels was born in South Carolina but later moved to the Hawaiian island to work for his father. His father Claus, Sr was wealthy, due to his sugar business. When he worked for his father Spreckels started a shipping enterprise and from there his mailing company excelled dramatically. Spreckels moved to San Francisco permanently and owned of "San Francisco Call" as well as the "San Diego Union." John D. Spreckels was known to be the richest man in San Francisco as he was the owner of 8 different companies.
http://www.sandiegohistory.org/archives/biographysubject/spreckels/

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Jay Cooke had very popular banking houses. He learned about banking from E. W. Clarke and Company, he later started up his own company called Jay Cooke and Company. He dealt with; gold, buying and selling the notes of state banks, and trading in foreign exchange. Jay found an opportunity when the civil war broke out, war bonds and railroad loan he thought would helped him gain even more money. Jay Cooke success would later fall when his Company shut down, due to the loans that were not paid back.
http://biography.yourdictionary.com/jay-cooke