Theodore Roosevelt Facts & Worksheets

Theodore Roosevelt facts and information plus worksheet packs and fact file. Includes 5 activities aimed at students 11-14 years old (KS3) & 5 activities aimed at students 14-16 years old (GCSE). Great for home study or to use within the classroom environment.

Theodore Roosevelt Worksheets

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Table of Contents
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    Summary

    • Early Life and Education
    • Personal Life
    • Military Career
    • Political Career
    • Death

    Key Facts And Information

    Let’s know more about Theodore Roosevelt!

    Theodore Roosevelt was an American leader, soldier and writer who was the 26th President of the United States from 1901 to 1909. He was an important figure in the Progressive Era, working to fight corruption, control big businesses, protect workers, save natural resources, and make the United States respected around the world. He also gained fame as a war hero in the Spanish–American War and for his explorations and adventures in Africa and South America. His well-known saying, ‘Speak softly and carry a big stick,’ shows his idea of careful but strong leadership.

    Theodore Roosevelt
    Theodore Roosevelt

    Early Life and Education of Theodore Roosevelt

    • Theodore Roosevelt Jr. was born in Manhattan, New York, on 27 October 1858. His father, Theodore Roosevelt Sr., was a businessman who helped with charities, and his mother, Martha Stewart Bulloch, came from an important Southern family. He had three siblings: Anna (Bamie), Elliott and Corinne.
    • As a child, Roosevelt suffered from severe asthma. His attacks were frightening and left him weak, and doctors could not cure him. However, he was curious, lively and eager to learn. He developed a strong interest in nature when he was young. At the age of seven, after seeing a dead seal at a market, he became interested in animals. He and his cousins created the ‘Roosevelt Museum of Natural History’, where he kept animal specimens he had caught or preserved himself after learning basic taxidermy. By the age of nine, he was already writing about science and produced a short paper called ‘The Natural History of Insects’.
    • Roosevelt went on trips with his family to Europe in 1869 and 1870, and later to Egypt in 1872. While walking in the Alps in 1869, he discovered that exercise helped control his asthma and improved his mood. He also began boxing lessons after being bullied by older boys. 
    • He was mainly educated at home as a child. His education covered many subjects but was not always well organised. In 1876, he began studying at Harvard University. His father advised him to focus first on good morals, then health, and finally his studies. At Harvard, Roosevelt enjoyed science, philosophy and public speaking, but continued to struggle with Latin and Greek. He was especially strong in biology and was already a skilled naturalist and published writer on birds. 
    • While at Harvard, Roosevelt was influenced by his father’s religious beliefs. He taught Sunday School for over three years but refused to change his religion when asked. Instead, he taught classes in poorer areas of Cambridge. He also lived an active student life, taking part in rowing and boxing and joining several clubs. He graduated in 1880 with high honours.
    • After leaving Harvard, Roosevelt studied law at Columbia University. However, he did not enjoy law and soon became more interested in politics. He attended meetings of the local Republican Party and became involved. After winning a seat in the New York State Assembly, he left law school to focus on politics. Around this period, he also authored The Naval War of 1812, published in 1882.

    Personal Life

    • Roosevelt married socialite Alice Hathaway Lee on 27 October 1880, his 22nd birthday. Alice came from a wealthy and respected family in Massachusetts, and Roosevelt was deeply in love with her. On 12 February 1884, their daughter, Alice Lee Roosevelt, was born. Only two days later, his wife died of undiagnosed kidney failure. On the same day, Roosevelt’s mother also died from typhoid fever. Distraught, he left his infant daughter in the care of his sister, Bamie, while he grieved, only assuming custody when Alice was three. For the rest of his life, he rarely spoke of his first wife and did not write about her in his autobiography.
    • After these personal tragedies, Roosevelt threw himself into his work. He focused on a legislative investigation into corruption in New York City, which centred on a bill proposing the centralisation of power in the mayor’s office. His dedication to public service helped him cope with his grief.
    • In 1883, Roosevelt first visited the Dakota Territory to hunt bison. He invested $14,000 (equivalent to $400,000 in 2024) to become a cattle rancher. He built Elkhorn Ranch, 35 miles north of Medora, North Dakota, and spent several years shuttling between New York and the ranch. While in the Badlands, Roosevelt learned to ride western-style, rope cattle, and hunt along the Little Missouri River. 
    • Roosevelt also wrote about frontier life for national magazines and published books. He led efforts to organise ranchers to address issues like overgrazing, forming the Little Missouri Stockmen’s Association. He also helped start the Boone and Crockett Club to protect big animals and their homes. In 1886, he served as a deputy sheriff in Billings County. Unfortunately, the winter of 1886–1887 wiped out his herd and destroyed more than half of his $80,000 investment (equivalent to $2.44 million in 2024). Thus, he ended his ranching life and returned to New York.
    • On 2 December 1886, Roosevelt married his childhood friend, Edith Kermit Carow, in London. He was unsure about remarrying, but Edith helped him with family life and his political work. They had five children: Theodore ‘Ted’ III, Kermit, Ethel, Archibald and Quentin. They also raised Roosevelt’s daughter from his first marriage, Alice.

    Military Career

    • Roosevelt’s military career began when he became Assistant Secretary of the Navy in 1897. He was appointed by President William McKinley, with encouragement from Senator Henry Cabot Lodge. The Secretary of the Navy, John D. Long, was in poor health, so Roosevelt was able to take charge of many decisions. He wanted a stronger navy with more battleships and believed the United States should take a firm stance against Spain in Cuba.
    • In February 1898, the USS Maine blew up in Havana harbour, killing hundreds of sailors. Many Americans blamed Spain. While President McKinley tried to avoid war, Roosevelt quietly ordered ships to prepare for battle. This helped Admiral George Dewey win the Battle of Manila Bay in the Philippines.
    Colonel Roosevelt in 1898
    Colonel Roosevelt in 1898
    • When the Spanish–American War began, Roosevelt resigned from the Navy department and joined the army. He helped form the First US Volunteer Cavalry Regiment, known as the Rough Riders, with Colonel Leonard Wood. The regiment included cowboys, athletes, miners, Native Americans and former soldiers. Roosevelt trained the men, using his experience from the New York National Guard.
    • The Rough Riders landed in Cuba on 23 June 1898. Their first fight was at the Battle of Las Guasimas, where Roosevelt led his men against Spanish troops. On 1 July, he became famous for the charge up Kettle Hill and San Juan Hill. The battles were won but costly, with about 200 men killed and 1,000 wounded. After the war, he returned home and was known as Colonel Roosevelt, becoming a national hero. 

    Political Career of Theodore Roosevelt

    Early Political Career (1881–1897)

    • Roosevelt started his political career in 1881, when he was elected to the New York State Assembly for Manhattan’s Upper East Side, called the ‘Silk Stocking District’. 
    • He served in 1882, 1883 and 1884. Right away, he became known for fighting corruption. He stopped a plan by financier Jay Gould to lower his taxes and exposed a deal between Gould and a judge. Although the judge was not punished, Roosevelt earned praise in newspapers and became well-known.
    • His work against corruption helped him win re-election in 1882 by a large margin, even though Democrat Grover Cleveland won in his district. With the Republican Party in trouble after President Garfield was assassinated, Roosevelt became a party leader in the Assembly. He worked with Cleveland to pass a civil service reform bill, which aimed to give government jobs based on skill, not politics. Roosevelt also served as Chairman of the Committee on Affairs of Cities, writing more bills than any other legislator.
    • In 1884, Roosevelt became involved in national politics during the Republican presidential election. He supported Senator George F. Edmunds, but James G. Blaine won the nomination. At the Republican National Convention, Roosevelt impressed many by organising delegates and giving speeches. Afterwards, he stepped back from politics for a while and moved to his Chimney Butte Ranch in North Dakota.
    • Roosevelt returned to New York politics in 1886, running for Mayor of New York City. He worked hard in the campaign but came third, after Democrat Abram Hewitt and Labor candidate Henry George. Disappointed, he turned to writing and published The Winning of the West, a popular book about American expansion.
    • In 1889, President Benjamin Harrison appointed Roosevelt to the United States Civil Service Commission. There, he fought against the spoils system, which gave government jobs to political supporters. He demanded that jobs go to qualified people instead. Even when Democrat Grover Cleveland became president in 1893, he reappointed Roosevelt.
    • In 1894, Roosevelt became President of the New York City Police Commissioners. He inspected officers’ guns and health, hired people for their skills instead of politics, gave medals for good work, and shut down corrupt police hostels while adding telephones to stations. He also worked with journalist Jacob Riis to improve poor areas and walked the streets himself to make sure laws were followed. By 1897, he had built a reputation as a reformer and leader, which led to his appointment as Assistant Secretary of the Navy.

    Governor of New York (1899–1900)

    • In 1898, Roosevelt was asked to run for Governor of New York by Republican Congressman Lemuel E. Quigg, who worked with the state political boss, Thomas C. Platt. Platt did not fully trust Roosevelt and worried he might challenge the party machine, but he needed a strong candidate because the current Republican governor, Frank S. Black, was unpopular. Roosevelt agreed to run, promising not to fight the party leaders. He won the Republican nomination by beating Black and then narrowly defeated Democrat Augustus Van Wyck in the general election by just 1%.
    • As governor, he promoted what he called a ‘Square Deal’, meaning honesty in government, fairness, and putting the interests of the state above party politics. He also held press conferences twice a day, which helped him stay connected to ordinary citizens.
    • Roosevelt passed the Ford Franchise-Tax bill, making companies that used public resources pay their fair share to the state. He believed these companies should give back and did not let Platt’s concerns stop him. He also used his power to make appointments, often choosing capable and honest officials while keeping Platt satisfied. He even gained Platt’s support for a strong civil service reform law in 1899.
    • As governor, Roosevelt developed ideas that guided him as president: making big companies accountable, keeping the public informed, controlling railroads, resolving worker–business conflicts, protecting nature and helping the poor. He stayed fair, avoiding extremes of both big business and radical politics. By the end of his term, Roosevelt was seen as a possible future president. 

    Vice Presidency (1901)

    • In 1900, the job of Vice President became open after Garret Hobart died. Many leaders, including Henry Cabot Lodge, wanted Roosevelt to run, but he first said he would not accept the nomination. Platt started a newspaper campaign supporting him. At the Republican National Convention, Roosevelt agreed to take the nomination only if it was offered to him; otherwise, he would stay as governor. With help from party leaders like Matthew Quay, Roosevelt was unanimously chosen as the vice-presidential candidate.
    • During the campaign, Roosevelt travelled to 23 states and made 480 stops, speaking to crowds and supporting President McKinley. He criticised the Democratic candidate, William Jennings Bryan, for his extreme ideas and argued that the United States should help bring stability to the Philippines after the Spanish–American War. McKinley and Roosevelt won the election easily.
    • Roosevelt took office in March 1901, but the vice presidency was mostly ceremonial. He had little power and only led the Senate for four days. Still, he stayed involved in government. In September 1901, he first said his famous line, ‘Speak softly and carry a big stick,’ showing the strong yet careful leadership he would use as president.

    Presidency (1901–1909)

    • Roosevelt became President of the United States on 6 September 1901 after President William McKinley was assassinated. At 42, he was the youngest president in US history.
    • During his presidency, Roosevelt worked hard on improving life at home through his idea of a ‘Square Deal’. He believed the president should take strong action, not just follow Congress, and he often spoke to the public to explain his plans. His policies matched the goals of the Progressive Era, a time when leaders tried to modernise the country, fight corruption, and make life better through new laws and reforms.

    Domestic policies

    • Regulated big businesses and broke up harmful trusts.
    • Protected workers by settling strikes and improving labour conditions.
    • Reformed food and drug safety, including meat inspections.
    • Regulated railroads and made sure shipping rates were fair.
    • Protected natural resources and added more national parks.
    • Increased the government’s role in overseeing big businesses.
    • Promoted fairness for regular citizens through his ‘Square Deal’.
    • Reduced the influence of political bosses and fought corruption.
    • Supported social improvements, such as shorter work hours for federal employees.
    • Admitted Oklahoma as a new state.
    • Roosevelt was also active in foreign affairs. He believed the United States should be a strong and respected power in the world. He followed the ‘big stick’ approach, acting cautiously while keeping a strong military ready to support his decisions. Roosevelt aimed to defend American interests, keep peace, and increase US influence in the Americas and around the world.

    Foreign policies

    • Used ‘big stick’ diplomacy: acted firmly but fairly, backed by a strong navy.
    • Helped settle the Russo–Japanese War and won the Nobel Peace Prize in 1906.
    • Built friendly relations with Britain and avoided conflicts with other powers.
    • Managed the Alaska boundary dispute with Canada peacefully.
    • Added the Roosevelt Corollary to the Monroe Doctrine, giving the US the right to intervene in Latin America to protect debts and stability.
    • Oversaw the construction of the Panama Canal and supported Panama’s independence from Colombia.
    • Kept the Philippines under US control while helping them move toward self-government.
    • Recognised Cuba’s independence but kept it under US influence through the Platt Amendment.
    • Managed Puerto Rico as a US territory, improving education and infrastructure.
    • Expanded and reformed the US Army and Navy.
    • Promoted the Open Door Policy in China to allow trade for all nations.
    • Negotiated the Gentlemen’s Agreement with Japan to limit Japanese immigration while keeping good relations.
    • Condemned Russian attacks on Jewish people (pogroms) and appointed the first Jewish cabinet member, Oscar Straus.
    • In 1904, Roosevelt won a full term of his own after having succeeded McKinley, defeating Democratic nominee Alton B. Parker with 56% of the popular vote and 336 electoral votes to Parker’s 140. His margin of 18.8% was the largest in US history at the time. By 1908, Roosevelt honoured his promise not to seek a third term.

    Post-Presidential Political Activity (1909–1919)

    • After leaving the White House in 1909, Roosevelt stayed active in politics. He had picked William Howard Taft to continue his progressive reforms, but Taft was more conservative. This upset Roosevelt and led to a split, as he criticised Taft for being too careful and following party leaders too much.
    • Soon after leaving office, Roosevelt went on a big African safari and toured Europe in 1909–1910. On the safari, he collected over 11,000 animal specimens for American museums. In Europe, he met world leaders, gave speeches calling for peace, and suggested limits on naval weapons and the creation of an international court.
    • By 1910, Roosevelt had become very critical of Taft. He gave speeches supporting ‘New Nationalism’, which called for stronger government control over big business, more protection for workers, and stricter rules against political corruption. In 1912, he left the Republican Party and created the Progressive Party, also called the Bull Moose Party, and ran for president again, travelling across the country to campaign for social and political reforms.
    • Roosevelt lost the 1912 election to Democrat Woodrow Wilson but got more votes than any earlier third-party candidate. In 1913–1914, he explored the Amazon and mapped the River of Doubt, later named the Roosevelt River.
    • During World War I, Roosevelt strongly supported the Allies and criticised President Wilson for keeping the United States neutral. He wanted to raise volunteer troops, but Wilson did not send them. Roosevelt also suggested a global ‘League of Peace’ to prevent future wars. In his final years, he continued to push for reforms like old-age pensions, unemployment insurance, public housing, and more government control over big corporations.

    Death

    • Roosevelt died on the morning of 6 January 1919, at the age of 60. The night before, he had trouble breathing, but after being treated by his doctor, George W. Faller, he seemed to feel better and went to bed. Between 4am and 4.15am, he passed away in his sleep at his home, Sagamore Hill, from a blood clot in his lungs.
    • A private farewell service was held at Sagamore Hill, and a simple funeral took place at Christ Episcopal Church in Oyster Bay on 8 January. Many important people attended, including Vice President Marshall, former New York Governor Charles Evans Hughes, Senators Warren G. Harding and Henry Cabot Lodge, and former President William Howard Taft. 
    • The funeral procession to Youngs Memorial Cemetery was lined with spectators, and mounted police came all the way from New York City. Roosevelt was buried on a hillside overlooking Oyster Bay, beside his wife Edith.

     

    Frequently Asked Questions About Theodore Roosevelt

    • Who was Theodore Roosevelt?
      Theodore Roosevelt was the 26th president of the United States, serving from 1901 to 1909. He is remembered as a reformer, conservationist, and one of America’s most energetic leaders.
    • What was Theodore Roosevelt known for?
      He was known for his “Square Deal” domestic program, his trust-busting policies against big corporations, his strong foreign policy, and his major efforts in environmental conservation.
    • Why was Theodore Roosevelt called a “trust buster”?
      He earned this nickname because his administration took legal action against powerful monopolies, helping regulate corporate influence in the economy.