Not everyone agreed with these expansionist policies. Well-known figures like Mark Twain, Andrew Carnegie, and former President Grover Cleveland founded the American Anti-Imperialist League in 1898 to oppose the annexation of the Philippines. Carnegie even reportedly offered to personally pay the $20 million the U.S. gave Spain if it meant the Philippines could become independent instead of being annexed.
The opponents argued building an empire was expensive, and that a country like the U.S. should stay true to the principles it claimed to be defending in Cuba and
shouldn’t be buying colonies. In the end, they lost the political fight—but the debate they started about whether the U.S. should focus on geographic expansion or stick to its founding values continued to influence American foreign policy for the next 50 years.
About a month after Congress declared war, Theodore Roosevelt resigned from the Navy Department to form a volunteer cavalry unit called “
the Rough Riders” and led them in Cuba. His victory at Kettle Hill outside Santiago made him a national figure and eventually launched a political career that took him to the governorship of New York within months, and the presidency within three years.
There is an interesting irony in what came next. Roosevelt spent much of his presidency aggressively
regulating the monopolies and trusts that concentrated the industrial capital of the Gilded Age. He actually earned the “Trust-Buster” nickname, fighting with the big-businesses like the Sugar Trust that he had indirectly helped by ending the war quickly and preventing any further damage to their supply chain and profit margins.