The following is a list of prominent Upper Canada College (UCC) alumni. UCC's alumni are usually known simply as Old Boys (as is common with most all-male private schools). They include:
Academia Arthur, James Greig (1962) world's leading mathematician in representation theory and creator of the General Trace Formula Assikinack, Francis (1848) Ojibwe historian and treaty negotiator Bethune, Charles James Stewart (1856) headmaster of Trinity College School; co-founder of Entomological Society of Canada Biggar, James H. (1926) founder of Visites Interprovinviales, later the Society for Educational Visits and Exchanges in Canada Clarkson, Stephen (1954) foreign policy and Canadian history expert and Governor General's Award winner Cooper, John Julius, 2nd Viscount Norwich (1942) British historian, travel writer, and television personality Crooks, Adam first chancellor of the University of Toronto and Attorney General of Canada Cruikshank, Ernest Alexander (1872) Canadian historian and founder of the Ontario Historical Society Denison, George Taylor III (1856) founder of Canada First and the Canadian National Association Eayrs, James (1938) political scientist; Governor General's Award winner Eksteins, Modris (1961) historian of Germany Endicott, Timothy (1979) first Dean of Law, University of Oxford Ewart, John S. lawyer, Canadian historian, and advocate of Canadian independence Fleming, James Henry (1892) ornithologist Grant, George P. (1936) philosopher and author Grier, Terry (c. 1954) president of Ryerson University and New Democratic Party member of parliament Jennings, William Tyndale – civil engineer, city engineer for Toronto, and president of the Canadian Society of Civil Engineers (later the Engineering Institute of Canada) Keefer, Thomas (1838) aquatics civil engineer, president of the American Society of Civil Engineers, and founder of the Canadian Society for Civil Engineering Kilbourn, William (1944) author, historian, and executive of the Canada Council and Canadian commission for UNESCO Loudin, James (1858) first physics professor at the University of Toronto and president of the Royal Society of Canada MacInnis, Dr. Joseph (1956) explorer, leader of the dive to film the RMS Titanic in IMAX, and the first person to dive under the North Pole Macklem, Michael founder of Oberon Press McNaught, Kenneth (c. 1936) historian and author Parmenter, Ross (1929) music editor at the New York Times and expert on indigenous Mexican culture Patterson, John Andrew – president of the Astronomical and Physical Society of Toronto and prominent lawyer Ryerson, Stanley Bréhaut (c. 1929) historian and communist activist Singer, Peter (1978) director of Joint Centre for Bioethics at the University of Toronto and programme director at the Canadian Program on Genomics Stupart, Sir Robert Fredrick (1872) pioneer of public weather forecasts; director of the National Meteorological Society Tyrell, Joseph (1878) discoverer of dinosaur bones in Alberta and in whose honour the Royal Tyrrell Museum of Palaeontology is named Wright, Sir Charles Seymour (1904) team physicist on Robert Scott's Antarctic expedition and developer of the "trench wireless" during the First World War
Arts and media Literature and journalism Bacque, James author Black, Conrad, Baron Black of Crossharbour (did not graduate) author, newspaper baron Bruce, Addington (c. 1892) journalist and American historian Chewitt, William Cameron (c. 1846) Canadian publisher; one of the first two members of the University of Toronto to graduate in medicine Colapinto, John (c. 1977) award-winning journalist, novelist and staff writer for The New Yorker Davies, Robertson (1932) author, playwright, and journalist Fraser, Graham (c. 1964) Canadian journalist and languages commissioner of Canada Fraser, John (1963) Editor of Saturday Night Magazine; master of Massey College Gilmour, David (1968) journalist, novelist, winner of the Governor General's Award for English-language fiction Glazebrook, G.P. de T. (George Parkin de Twenebroker) Canadian historian Graham, Patrick (1984) journalist and screenwriter Heintzman, Andrew (1986) founder and editor of Shift magazine Leacock, Stephen (1882) writer and economist MacLean, Rory (1954) writer and broadcaster Newman, Peter C. (1947) Peabody Award-winning journalist; former editor of Macleans and the Toronto Star Robertson, John Ross (1850) journalist and founder of Toronto Evening Telegram, in whose honour John Ross Robertson Public School is named Scadding, Henry (1833) educator, rector, and writer Stackhouse, John (1981) author; editor of The Globe and Mail Symons, Thomas (1942) founding president of Trent University and Canadian studies author
Music and radio Cuddy, Jim (1974) founder and member of Blue Rodeo Dako, Del (1972) jazz musician Gibson, Dan (1940) creator of Solitudes Gooderham, Albert Edward (1879) founder of the Canadian Academy of Music (later the Royal Conservatory of Music) and president of the Toronto Symphony Orchestra Hewitt, Bill (1949) broadcasting mogul and Hockey Night in Canada announcer Hewitt, Foster (1921) broadcaster and Hockey Hall of Fame inductee MacDermot, Galt (1942) Grammy Award-winning musician and co-author of the Broadway musical Hair McFee, Allan (1931) CBC radio broadcaster and announcer for the Royal Canadian Air Farce McNaught, John (c. 1920) Canadian radio broadcaster and writer
Visual media Band, Charles Shaw (c. 1903) philanthropist, art collector, and twice President of the Art Gallery of Ontario Bassett, Douglas (1958) member of the Canadian Association of Broadcasters Hall of Fame, president of the CTV Television Network, and founder of CFTO-TV Brooks, Daniel (1976) playwright and winner of the first Siminovitch Prize in Theatre Burke, Edmund W. (1891) architect of Prince Edward Viaduct and the Simpson's (now Hudson's Bay Company) flagship store in Toronto Campbell, Nicholas (1970) filmmaker and actor, Canadian film and television Clark, Tom (1971) television journalist, anchorman, and CTV Washington Bureau chief Daly, Thomas C. (1936) National Film Board of Canada leader and Oscar-winning film producer. Darling, Frank (1859) architect of the Centre Block on Parliament Hill, Convocation Hall, and Trinity College, and winner of the Royal Gold Medal Davies, Geraint Wyn (1975) actor Deeks, Jim (1967) – television journalist and political advisor Dick, Leonard (1982) – Emmy Award, Golden Globe, and Writers Guild Award-winning producer and writer of Lost, House, and many sitcoms Douglas, Melvyn (1913) Academy Award-winning actor Dunn, Barrie (1971) - Co-creator, writer, producer Trailer Park Boys (Left school in April, 1970) Eckler, Greg (1987) Canadian Screen Award-winning writer, The Rick Mercer Report Felix, Enrique Alvarez (1954) Mexican actor Flaherty, Robert (1903) pioneer of documentary films, including Nanook of the North Fraser, Brendan (1987) Academy Award-winning actor (left school in final year) Gelber, Arthur (1934) founder of the Ontario Arts Council and chairman of National Arts Centre Grier, Sir Edmund Wyly (1877) Portraitist and president of the Royal Canadian Academy of Arts Kane, Paul (1830) painter of the Canadian north and other pioneer landscapes Koffman, Jeffrey (1977) Emmy Award-winning journalist; ABC news anchor and bureau chief Law, Charles Anthony (1935) official war artist Lewis, Avi (c. 1986) politician, journalist and television host MacMillan, Michael Academy Award winner; CEO of Alliance Atlantis Massey, Raymond Hart (1910) actor and Hollywood Walk of Fame inductee Massey, Walter (c. 1945) actor, voice of Principal Heney on Arthur Mettler, Peter Genie, National Film Board of Canada, and other awards-winning writer and director Moore, James Mavor (1929) founding head of the Guild of Canadian Playwrights and founder of St. Lawrence Centre for the Arts Snow, Michael (1948) multimedia modern artist Sultanov, Sanzhar (2007) film producer and director Taché, Eugène-Étienne (1849) architect of the Assemblée nationale du Québec building, designer of Québec's Coat of Arms, and author of the province's motto Je me souviens Wachter, Charles (1993) Emmy Award-winning executive producer of Jamie Oliver's Food Revolution Watier, Martin (1992) – actor and specialist in dubbing
Business Alexander, Richard Henry founder and President of the Vancouver Board of Trade, founder of the Vancouver Club, and Commodore of the Royal Vancouver Yacht Club Beatty, David Ross (1959) – international business expert, diplomat, and chairman of the Board of Governors of Upper Canada College Beatty, William Henry – Director of Gooderham & Worts, vice-president Canada's first trust company, and President of the Bank of Toronto Caldwell, Theo (1991) – President of Caldwell Asset Management, journalist, and radio commentator Cameron, Alexander – businessman and founder of Essex, Ontario Cheesbrough, Gordon – chairman and chief executive officer of Altamira and chairman of the Board of Governors of Upper Canada College Cohon, Craig – businessman and environmental activist Eaton, Fred (1982) – catamaran designer and winner of the International Catamaran Challenge Trophy Eaton, Sir John Craig (c. 1894) – chairman and chief executive officer of the T. Eaton Company Eaton, John Craig – chairman and chief executive officer of the T. Eaton Company and Chancellor of Ryerson University Eaton, Timothy (c. 1852) – founder of the now-defunct Eaton's department store Ho, Lawrence – chairman and chief executive officer of Melco International Hutcheson, Blake (1980) – President and CEO of Oxford Properties Jarvis, Aemilius - financier and yachtsman, builder of King Edward Hotel and first winner of Canada's Cup yacht race Lang, Stu – President of CCL Industries Pellatt, Sir Henry – Major General, financier, and builder of Casa Loma Prichard, Robert – chief executive officer of Torstar and president of the University of Toronto Rogers, Ted (c. 1951) – Canada's ninth wealthiest man, chairman of Rogers Communications, full owner of the Toronto Blue Jays, and eponym of the Rogers Centre Tapscott, Alex (2004) – Business author, investor, and blockchain and cryptocurrency expert Szaky, Tom (2001) – co-founder of TerraCycle Thomson, David, 3rd Baron Thomson of Fleet (c. 1975) – Canada's wealthiest man, sixth wealthiest in the world, and Chairman of Thomson Corporation Thomson, Kenneth, 2nd Baron Thomson of Fleet (c. 1941) formerly Canada's wealthiest man; Chairman of Thomson Corporation Weston, Galen (c. 1958) – Canada's second wealthiest man and Chairman of the George Weston Limited Weston, Galen Jr. (1993) executive chairman of Loblaw Companies Weston, George founder of George Weston Limited
Educators Connell, George (1947) President of the University of Toronto and the University of Western Ontario; director of Allelix Biopharmaceuticals Dale, Williams (c. 1866) educationalist; mayor of St. Mary's, Ontario Eaton, Fred (1957) High Commissioner to the United Kingdom; Chancellor of the University of New Brunswick Merritt, Thomas Rodman (c. 1842) Member of Parliament; founder and president of Ridley College Prichard, Robert (1967) President of the University of Toronto and president of Star Media Group Ridpath, John (c. 1954) Objectivist philosopher and retired York University associate Professor of Economics and Intellectual History
Humanitarians Barrett, Anthony (1964) founder of Pollution Probe; Chief Financial Officer of the World Wildlife Fund of Canada Barton, Eric (1957) founder of a leprosy treatment centre in India; principal of UCC Douglas, Ian founding president of the Canadian Epilepsy Association; chairman of the National Board of Governors of the Canadian Corps of Commissionaires
Legal Armour, John Douglas (c. 1848) chief justice of Ontario; justice of the Supreme Court of Canada