Paul O. Carrese 1989 – director of the School of Civic & Economic Thought and Leadership at Arizona State University; author of The Cloaking of Power: Montesquieu, Blackstone, and the Rise of Judicial Activism
James Morone 1975 – John Hazen White Professor of Political Science and Public Policy and director of the A. Alfred Taubman Center for American Politics and Policy at Brown University[6]
Stuart B. Schwartz 1962 – George Burton Adams Professor of History at Yale University;[7] chair of the Council of Latin American and Iberian Studies;[8] former Master of Ezra Stiles College[9]
Alexandra Kotur – fashion journalist, Style Director and contributing editor for Vogue; author of Carolina Herrera: Portrait of a Fashion Icon; co-author of The World in Vogue: People, Parties, Places
Fine arts
Peter Gallo 1981 – reclusive artist and writer known for his mixed media works which often combine a variety of unconventional materials
Alan Gussow 1952 – artist, teacher, author and conservationist inspired by the natural environment[11]
Woody Jackson 1970 – artist best known for his "Holy Cow" brand and advertising work for Ben & Jerry's ice cream
Alison Knowles (attended) – visual artist known for her soundworks, installations, performances, and publications; was very active in the Fluxus movement, and continues to create work inspired by her Fluxus experience
Nancy Rosen – founded Nancy Rosen Incorporated, an organization which plans and implements public art programs and collections, including the Art-for-Public-Spaces program for the U.S. Holocaust Memorial Museum in Washington, D.C.
Dan O'Brien – playwright whose plays include The Cherry Sisters Revisited, The Voyage of the Carcass, The Dear Boy, The House in Hydesville, and The Three Christs of Ypsilanti
Carol Weston 1979 (MA) – author of fiction and nonfiction books; the "Dear Carol" advice columnist at Girls' Life since the magazine's first issue in 1994[23]
Jacquie Phelan 1981–1994 – national mountain bicycle champion (1983, 84, 85); sustainable transit advocate and writer; feminist; founder of Women's Mountain Bike & Tea Society; opened cycling to non-athletic women of all ages; co-founded NORBA and IMBA; Alumni Achievement award winner
Penny Pitou 1960 – first American skier to win a medal in the Olympic downhill event[36]
Hig Roberts 2014 – US Ski Team member and two-time national champion in giant slalom and slalom; first openly gay male alpine skier
Roger Chapin – businessman-turned-fundraiser, self-described "nonprofit entrepreneur,"[43] founder of numerous charities variously under scrutiny for questionable ethics[44]
Andrea Koppel 1985 – journalist, former U.S. State Department correspondent and Beijing Bureau Chief for CNN, Time4Coffee podcast host, entrepreneur
Alexandra Kotur – fashion journalist, Style Director and contributing editor for Vogue; author of Carolina Herrera: Portrait of a Fashion Icon; co-author of The World in Vogue: People, Parties, Places
Nina Munk 1989 (MA) – journalist and non-fiction author; contributing editor at Vanity Fair;[53] author of Fools Rush In: Jerry Levin, Steve Case, and the Unmaking of Time Warner[54]
Charles Minton Baker – served in the Wisconsin Territorial Council and the first Wisconsin Constitutional Convention of 1846; helped with the codification of the laws of the state of Wisconsin; served briefly as Wisconsin Circuit Court judge[55]
Eileen Rockefeller Growald 1974 – philanthropist and fourth-generation member of the Rockefeller family; founder of the Institute for Healthcare Advancement; the Collaborative for Academic, Social, and Economic Learning; the Champaign Valley Greenbelt Alliance; and Rockefeller Philanthropy Advisors
Román Macaya – Costa Rican scientist, entrepreneur, diplomat, and public servant; served as Costa Rica's Ambassador to the United States (2014–2018)[70]
Edward John Phelps 1840 – Envoy to Great Britain (1885 to 1889); senior counsel for the United States before the international tribunal at Paris to adjust the Bering Sea controversy
John Wolcott Stewart 1846 – U.S. Senator and Representative from Vermont, and from the family for whom Stewart Dorm on the Middlebury campus is named[89]
Merritt Clark 1823 – Democratic politician from Vermont; he was elected to the Vermont House of Representatives in 1832–33, 1839, and 1865–66, and to the Vermont Senate in 1863–64 and 1868–69, as well as the 1870 Vermont Constitutional Convention
Alexander Twilight 1823 – first African American to graduate from an American college; first African American elected to public office, serving as a representative in the Vermont House of Representatives
Kenneth Rapuano 1984 – Deputy Homeland Security Advisor for President George W. Bush; Assistant Secretary of Defense for Homeland Defense and Global Security, 2018 to present
Myrtle Bachelder 1930 – chemist and Women's Army Corps officer, noted for her secret work on the Manhattan Project atomic bomb program, and for the development of techniques in the chemistry of metals
Edwin James 1816 – botanist, scholar of Algonquian languages, translator and nature writer on the Long Expedition, U.S. Army surgeon, and first Euro-American settler on record to summit Pikes Peak
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