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Background Image: Quentin Roosevelt and Roswell Pinckney seated on the White House steps, 1902. Theodore Roosevelt’s youngest son, Quentin, enjoyed playing with Roswell, the son of steward Henry Pinckney. Quentin Roosevelt was killed in aerial combat during World War I. Roswell Pinckney worked for the U.S. State Department from 1917 until his retirement in 1960. Photo by Frances Benjamin Johnston, Library of Congress

Image: Inkwell, c. 1901.
Image: Robert Fitzsimmons / Portrait of Theodore Roosevelt.

Inkwell, c. 1901. Prizefighter Robert Fitzsimmons, a close friend of President Theodore Roosevelt, had been trained as a blacksmith and enjoyed using his talents to create small mementos. He made this silver inkwell for the president, who in turn presented it as a souvenir to his trusted valet, James Amos. Amos counted it among his treasures for many years, eventually donating it to the Theodore Roosevelt birthplace in New York. Lent by Theodore Roosevelt Birthplace National Historic Site

Left: Robert Fitzsimmons, the boxer who gave Theodore Roosevelt the hoof ink stand. Library of Congress

Right: Portrait of Theodore Roosevelt, by John Singer Sargent, 1903. White House Historical Association (White House Collection)

Image: Tip envelope, c. 1948.

Tip envelope, c. 1948. It was a longstanding White House tradition for workers to receive a gratuity from the first family at Christmas. Alonzo Fields recalled that President and Mrs. Hoover would give each employee “an autographed picture and an envelope with a crisp new $5 bill for servants of the lower bracket, and larger amounts for those of the higher brackets.” The size of the tip President Truman presented to Fields in this envelope is not known.

Lent by Mayland Fields

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