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Bennett is also famous for representing Judith Miller in the Valerie Plame CIA leak grand jury investigation case, Caspar Weinberger, the U.S. Secretary of Defense, during the Iran-Contra scandal of the 1980s, Clark Clifford in the Bank of Credit and Commerce International (BCCI) scandal, and Paul Wolfowitz in the World Bank Scandal. He served as special counsel for the Senate Ethics Committee's 1989–1991 investigation of the Keating Five. In 2008, Bennett was hired by John McCain to defend allegations by The New York Times of an improper relationship with a Washington lobbyist.
Born in Brooklyn, New York, he graduated from Brooklyn Preparatory School in 1957. He received his B.A. from Georgetown University in 1961 where he was a member of the Philodemic Society, his LL.B. from Georgetown in 1964, and his LL.M from Harvard Law School in 1965. From 1965 to 1967, he served as a clerk for Howard F. Corcoran, a judge of the U.S. District Court for the District of Columbia. After graduating from law school, Bennett served as assistant U.S. attorney for the District of Columbia. He then went on to Hogan & Hartson, where he worked in the litigation department. He then became a partner with the firm Skadden, Arps, Slate, Meagher & Flom in Washington, D.C. In September 2009, Bennett announced that he would be returning to Hogan & Hartson.
Bennett served as a member of the National Review Board for the Protection of Children & Young People, created by the United States Conference of Catholic Bishops, from 2002 to 2004. He is the older brother of William J. Bennett, former U.S. Secretary of Education and Director of the Office of National Drug Control Policy. He is the author of In The Ring: The Trials of a Washington Lawyer, published in 2008.
- Profile, legaltimes.typepad.com; accessed July 12, 2014.
- DC attorney Robert Bennett to represent Megaupload in piracy case, promises vigorous defense (Washington Post, January 20, 2012)
- Renowned attorney Bennett to represent Megaupload, Associated Press, January 20, 2012)