
Framed The Rough Rider, Theodore Roosevelt Cartoon by Bernard Partridge
Patriot Gear
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Colonel Roosevelt and His Rough Riders at the Battle of San Juan captures Theodore Roosevelt standing confidently with his volunteer cavalry unit shortly after their famous charge up San Juan Hill during the Spanish-American War in July 1898. Roosevelt, wearing his signature glasses and slouch hat, stands at the center among a rugged, diverse group of men—cowboys, Ivy League athletes, and frontiersmen—embodying the bold, rough-edged spirit of the unit. The men appear dusty and sun-worn, their expressions marked by exhaustion and pride. This iconic image became a powerful symbol of American bravery and masculinity, boosting Roosevelt’s national reputation and political career.