When the United States entered WWI, all four of President Theodore Roosevelt’s sons enlisted, but only three returned home

Throughout U.S. history, many presidents arrived at the nation’s highest office having served in the military, with 31 serving in the armed forces. That dedication to duty often ran in their families, as illustrated by the life of Quentin Roosevelt, the youngest son of President Theodore Roosevelt.

Determined to follow in his father’s footsteps, Quentin enlisted in the U.S. Army Air Service during World War I. Known for his aviation talent and fearless spirit, he earned admiration from fellow pilots and officers alike while flying missions over France. Tragically, on July 14, 1918—France’s Bastille Day—Quentin was killed in action when his plane was shot down. His passing deeply affected the American public, and he soon became a powerful symbol of youthful courage and the heartbreaking toll of war.

Theodore Roosevelt got his start in politics

Theodore “Teddy” Roosevelt set a lofty standard for his descendants. Despite grappling with severe asthma during his formative years, the 26th president of the United States perceived his condition as an obstacle to be conquered through sheer willpower and physical effort. Despite his physical fragility, he thrived as a boxer during his time at Harvard University.

After a brief foray into politics as a state assemblyman, Roosevelt became drawn by the rugged lifestyle of a rancher, prompting his move to the Dakota Territory to engage in cattle work in the 1880s. Nevertheless, his ardor for politics endured, leading him back to the realm of public service. He served initially with the United States Civil Service Commission, later assuming roles such as New York City Police Commissioner and Assistant Secretary of the US Navy.

Theodore Roosevelt’s ‘Rough Riders’

Theodore Roosevelt and his Rough Riders, 1898

Following the outbreak of the Spanish-American War, Theodore Roosevelt, eager to prove himself, resigned from his position with the US Navy and, alongside US Army Col. Leonard Wood, formed the 1st US Volunteer Cavalry Regiment. Known as the Rough Riders, they fought in Cuba, with their first engagement occurring on June 24, 1898, with the Battle of Las Guasimas. The victory was swift, with American forces and Cuban rebels driving out the Spanish troops from the area.

This, combined with the triumph at the Battle of San Juan Hill, which Roosevelt called “the greatest day of my life,” solidified his reputation as a heroic figure in the eyes of the American public. He became the governor of New York for two years, before becoming the vice president of the United States under William McKinley.

Shortly into his presidential term, McKinley was assassinated, leaving Roosevelt to lead the country. He served two terms and remained active in politics long after leaving office.

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