Cheek served as a career member of the Foreign Service beginning in 1962. Over the years he served in many notable positions with the State Department including chief of the political section from 1971–1974, congressional fellow for the United States Senate and House of Representatives, 1974 – 1975; Deputy Director for Regional Affairs in the Bureau of Near East and South Asian Affairs, 1975 – 1977; and deputy chief of mission in Montevideo, 1977 – 1979.
He has served as Deputy Assistant Secretary of State for Inter-American Affairs, 1979 – 1981.
Cheek was a foreign affairs fellow at Howard University and Fletcher School of Law and Diplomacy, 1981 – 1982; deputy chief of mission in Kathmandu, 1982 – 1985; and chief of mission and Chargé d'Affaires in Addis Ababa, 1985 – 1988.
From 1988 he was diplomat-in-residence at Howard University.[2]
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