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Theodore Roosevelt: the Rough Rider who became president

United States · Soldier and 26th President · 1858 to 1919 · ~6 min read · Updated October 2026

A portrait photograph of Theodore Roosevelt

At a glance

Lived
1858 to 1919
Role
Colonel of the Rough Riders; 26th US President
Famous for
The charge on the San Juan Heights, 1898
Signature
Boundless energy and the Big Stick
Also known for
The Nobel Peace Prize and trust-busting reform
Legacy
The United States as a world power

Theodore Roosevelt packed several lives into one. A sickly boy who remade himself into a cowboy, soldier and statesman, he charged up a Cuban hill at the head of the Rough Riders, and two years later was president of the United States. He became the very image of American energy at the dawn of the twentieth century.

The making of a fighter

Born to a wealthy New York family in 1858, Roosevelt overcame childhood asthma through relentless physical effort1, and threw himself into politics, ranching and writing. When war with Spain came in 1898, he resigned as Assistant Secretary of the Navy2 to raise a volunteer cavalry regiment, the Rough Riders, a mix of cowboys, athletes and adventurers.

Full length photograph of Roosevelt standing in a cavalry uniform and slouch hat
Colonel Theodore Roosevelt in his Rough Rider uniform, photographed by George G. Rockwood in October 1898. Public domain

San Juan Hill

In Cuba, Roosevelt led a famous charge up the San Juan Heights, usually associated with nearby Kettle Hill, in the face of Spanish fire2. Much of the hardest fighting was done by the regular army3, including the African-American Buffalo Soldiers4, but it was Roosevelt the newspapers celebrated, and he returned a national hero. He was decorated for the action with the Medal of Honor, awarded long afterward in 2001.5

Group photograph of Rough Riders gathered on a hilltop under an American flag, Roosevelt at the centre
Colonel Roosevelt and his Rough Riders at the top of the hill they captured in the Battle of San Juan, July 1898. Photograph by William Dinwiddie. Public domain

The president and after

Fame carried Roosevelt to the governorship of New York, the vice presidency, and then, on the assassination of President McKinley in 1901, the White House6. As president he broke up great monopolies, launched the building of the Panama Canal, expanded the navy, and mediated an end to the Russo-Japanese War, for which he won the Nobel Peace Prize7. He left office in 1909 and died in 1919, remembered as one of the most forceful figures in American history.

Photograph of a large steam shovel at a canal excavation with workers around it
President Roosevelt on a steam shovel during the construction of the Panama Canal. Library of Congress photograph. Public domain

Sources and notes

Numbered notes in the text point to the works below.

  1. Edmund Morris, The Rise of Theodore Roosevelt (Coward, McCann & Geoghegan, 1979). ↩
  2. Theodore Roosevelt, The Rough Riders, Charles Scribner's Sons, New York, 1899; his own account of raising the 1st US Volunteer Cavalry and of the fighting at Kettle Hill and the San Juan Heights. ↩ a b
  3. National Park Service, “Buffalo Soldiers and the Spanish-American War” ↩
  4. David F. Trask, The War with Spain in 1898 (Macmillan, 1981). ↩
  5. Theodore Roosevelt Center, Dickinson State University, “Medal of Honor Awarded to Theodore Roosevelt (Theodore Roosevelt Association Journal, 2001)” ↩
  6. Miller Center of Public Affairs, University of Virginia (Sidney Milkis), “Theodore Roosevelt: Life in Brief” ↩
  7. NobelPrize.org, “Theodore Roosevelt: Facts (Nobel Peace Prize 1906)” ↩
  8. Wikipedia, “Theodore Roosevelt”

Frequently asked questions

Who was Theodore Roosevelt?

He was an American soldier and statesman (1858 to 1919) who led the Rough Riders in 1898 and became the 26th president of the United States.

What is Theodore Roosevelt famous for?

For the charge on the San Juan Heights in the Spanish-American War, and for a vigorous presidency of reform, conservation and American power.

Did Roosevelt win the Medal of Honor?

Yes, for his actions at the San Juan Heights in 1898, though it was awarded posthumously in 2001 after a long campaign.

What was 'speak softly and carry a big stick'?

It was Roosevelt's summary of his foreign policy: negotiate peacefully but back diplomacy with a strong military, especially a powerful navy.

Did Theodore Roosevelt win the Nobel Peace Prize?

Yes. He won the 1906 Nobel Peace Prize for mediating an end to the Russo-Japanese War.

What rank did Roosevelt hold at San Juan Hill?

He was a lieutenant colonel during the charge and was promoted to colonel shortly afterward.

Charge up San Juan Hill

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