page_title: Theodore Roosevelt
section_title: War in Cuba
hierarchical_section_title: Theodore Roosevelt / Emergence as a national figure / War in Cuba
caption_attribution_description: English: Col Theodore Roosevelt stands triumphant on San Juan Hill, Cuba after his "Rough Riders" captured this hill and its sister Kettle Hill during the Spanish American War. Theodore Roosevelt Association and Library of Congress as well as Public Domain
context_page_description: Theodore Roosevelt Jr., often referred to as Teddy Roosevelt or his initials T. R., was an American statesman, politician, conservationist, naturalist, and writer, who served as the 26th president of the United States from 1901 to 1909. He previously served as 33rd governor of New York from 1899 to 1900 and the 25th vice president of the United States from March to September 1901. Roosevelt emerged as a leader of the Republican Party and became a driving force for the anti-trust policy while supporting Progressive Era policies in the early 20th century. His face is depicted on Mount Rushmore alongside George Washington, Thomas Jefferson, and Abraham Lincoln.
  Roosevelt was a sickly child with debilitating asthma, but he overcame his health problems by embracing a strenuous lifestyle, as well as growing out of his asthma naturally in his young adult years. He integrated his exuberant personality, a vast range of interests and world-famous achievements into a "cowboy" persona defined by robust masculinity. He was home-schooled and began a lifelong naturalist avocation before attending Harvard College.
context_section_description: With the beginning of the Spanish–American War in late April 1898, Roosevelt resigned from his post as Assistant Secretary of the Navy. Along with Army Colonel Leonard Wood, he formed the First US Volunteer Cavalry Regiment. His wife and many of his friends begged Roosevelt to remain in his post in Washington, but Roosevelt was determined to see battle. When the newspapers reported the formation of the new regiment, Roosevelt and Wood were flooded with applications from all over the country. Referred to by the press as the "Rough Riders", the regiment was one of many temporary units active only for the duration of the war.
  The regiment trained for several weeks in San Antonio, Texas, and in his autobiography, Roosevelt wrote that his prior experience with the New York National Guard had been invaluable, in that it enabled him to immediately begin teaching his men basic soldiering skills. The Rough Riders used some standard issue gear and some of their own design, purchased with gift money. Diversity characterized the regiment, which included Ivy Leaguers, professional and amateur athletes, upscale gentlemen, cowboys, frontiersmen, Native Americans, hunters, miners, prospectors, former soldiers, tradesmen, and sheriffs. The Rough Riders were part of the cavalry division commanded by former Confederate general Joseph Wheeler, which itself was one of three divisions in the V Corps under Lieutenant General William Rufus Shafter. Roosevelt and his men landed in Daiquirí, Cuba, on June 23, 1898, and marched to Siboney. Wheeler sent parts of the 1st and 10th Regular Cavalry on the lower road northwest and sent the "Rough Riders" on the parallel road running along a ridge up from the beach. To throw off his infantry rival, Wheeler left one regiment of his Cavalry Division, the 9th, at Siboney so that he could claim that his move north was only a limited reconnaissance if things went wrong. Roosevelt was promoted to colonel and took command of the regiment when Wood was put in command of the brigade. The Rough Riders had a short, minor skirmish known as the Battle of Las Guasimas; they fought their way through Spanish resistance and, together with the Regulars, forced the Spaniards to abandon their positions.
  Under his leadership, the Rough Riders became famous for the charge up Kettle Hill on July 1, 1898, while supporting the regulars. Roosevelt had the only horse, and rode back and forth between rifle pits at the forefront of the advance up Kettle Hill, an advance that he urged despite the absence of any orders from superiors. He was forced to walk up the last part of Kettle Hill, because his horse had been entangled in barbed wire. The victories came at a cost of 200 killed and 1,000 wounded.
  Roosevelt commented on his role in the battles: "On the day of the big fight I had to ask my men to do a deed that European military writers consider utterly impossible of performance, that is, to attack over open ground an unshaken infantry armed with the best modern repeating rifles behind a formidable system of entrenchments. The only way to get them to do it in the way it had to be done was to lead them myself."
  In August, Roosevelt and other officers demanded that the soldiers be returned home. Roosevelt always recalled the Battle of Kettle Hill (part of the San Juan Heights) as "the great day of my life" and "my crowded hour". In 2001, Roosevelt was posthumously awarded the Medal of Honor for his actions; he had been nominated during the war, but Army officials, annoyed at his grabbing the headlines, blocked it. After returning to civilian life, Roosevelt preferred to be known as "Colonel Roosevelt" or "The Colonel", though "Teddy" remained much more popular with the public, even though Roosevelt openly despised that moniker. Men working closely with Roosevelt customarily called him "Colonel" or "Theodore". Henceforth, political cartoons of Roosevelt usually depicted him in his Rough Rider garb.
caption: Colonel Roosevelt and the Rough Riders after capturing Kettle Hill along with members of the 3rd Volunteers and the regular Army black 10th Cavalry
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