After graduation, he served as a law clerk to J. Edward Lumbard of the United States Court of Appeals for the Second Circuit, and later clerked for Lewis F. Powell of the Supreme Court of the United States.
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Lewin was law clerk to Chief Judge J. Edward Lumbard of the United States Court of Appeals for the Second Circuit (1960–1961) and to Associate Justice John M. Harlan of the Supreme Court of the United States (1961–1962).