Charles Evans Hughes, class of 1881, pictured with his wife, Antoinette, “reportedly went to sleep on Election Night [1916] believing that he had won after the New York Times announced that he was the winner, not taking California into account,” according to the National Constitution Center. But Woodrow Wilson narrowly won a second term. Hughes had already had an illustrious political career—he’d been elected governor of New York in 1906, beating William Randolph Hearst, and had been appointed to the Supreme Court in 1910 by President William Taft, resigning in 1916 in order to run for president. He went on to became secretary of state under Warren Harding and continued under Calvin Coolidge. In 1930 he was back on the Supreme Court, having been appointed chief justice by President Herbert Hoover. Hughes was the first Brown alum to run for president of the United States—more recent would-be POTUSes include Larry Elder ’74, Dean Phillips ’91, Bobby Jindal ’92, and Andrew Yang ’96.