He was appointed Attorney General by President Cleveland on June 8, 1895 upon the elevation of Richard Olney to become United States Secretary of State.
He became specially prominent in the controversy with United Kingdom concerning the boundary dispute between the British and Venezuelan governments, and in his correspondence with Lord Salisbury gave the Olney interpretation, an extended interpretation of the Monroe Doctrine which went considerably beyond previous statements on the subject.
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It was through philosophical treatises on food by authors such as Richard Olney and Elizabeth David that he developed an interest in cooking.