O'Leary joined the staff of the U.S. Bureau of Mines in 1950. In 1952, he became a staff member of the Division of Minerals and Fuels. He then served as a specialist in minerals and fuels economics at the Office of the Assistant Secretary for Mineral Resources. In 1959, he was appointed Staff Assistant to the Assistant Secretary for Mineral Resources. In June 1962, he was appointed the Special Assistant to the Assistant Secretary and in March 1963, he was appointed as the Deputy Assistant Secretary.[1] He left the Bureau of Mines and was appointed as the Chief of the Bureau of Natural Gas at the Federal Power Commission on March 20, 1967.[1]
O'Leary was appointed as the 12th director of the U.S. Bureau of Mines in 1968 by President Lyndon B. Johnson. O'Leary faced conflict with regulators and members of the coal industry after supporting stronger coal mine federal safety regulations after the Farmington Mine disaster. He submitted a letter of resignation on January 21, 1969, but President Richard Nixon did not choose to accept the letter until March 1, 1970.[2]
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