Teddy Roosevelt literally led the charge up the hill to take Kettle Hill and then was the first to take San Juan. He showed amazing bravery. 

Battle of San Juan Hill

The Battle of San Juan Hill (July 1, 1898), also known as the battle for the San Juan Heights, was a decisive battle of the Spanish-American War. The San Juan heights was a north-south running elevation about two kilometers east of Santiago de Cuba. The names San Juan Hill and Kettle Hill were names given by the Americans. This fight for the heights was the bloodiest and most famous battle of the War. It was also the location of the greatest victory for the Rough Riders as claimed by the press and its new commander, the future Vice-President and later President, Theodore Roosevelt, who was (posthumously) awarded the Medal of Honor in 2001 for his actions in Cuba.

• http://en.wikipedia.org/wiki/Battle of San Juan Hill
• Pages 652-661 - Morris, Edmund, 1973, The Rise of Theodore Roosevelt: Ballantine Books, New York, 886p.