The charge up an obscure Cuban hill on July, 1 1898 was a pivotal point in Theodore Roosevelt's political career. When war broke with Spain in April of that year, Roosevelt was serving as Assistant Secretary of the Navy. He
Teddy Roosevelt in
his Rough Riders uniform,
1898immediately quit his position and helped form a regiment of volunteers. The "Rough Riders" enlisted cowboys and college men led by Roosevelt under the command of Leonard Wood. They arrived in Cuba in time to take part in the Battle of San Juan Hill.
America's conflict with Spain was later described as a "splendid little war" and for Theodore Roosevelt it certainly was. His combat experience consisted of one week's campaign with one day of hard fighting. "The charge itself was great fun" he declared, and "Oh, but we had a bully fight." His actions during the battle earned a recommendation for the Congressional Medal of Honor but politics intervened and the request was denied. The rejection crushed Roosevelt. As though in consolation, the notoriety from the charge up San Juan Hill was instrumental in propelling him to the governorship of New York in 1899. The following year Roosevelt was selected to fill the Vice Presidential spot in President McKinley's successful run for a second term. With McKinley's assassination in September 1901, Roosevelt became President.