The following is a list of prominent Upper Canada College alumni; many notable men are graduates of the school. UCC's alumni are usually known simply as Old Boys (as is common with most all-male private schools). They include:
Literature and journalism
Bacque, James – author
Black, Conrad, Baron Black of Crossharbour KCSG (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 CC OOnt FRSC FRSL (1932) – author, playwright, and journalist
Fraser, Graham (c. 1964) – Canadian journalist and languages commissioner of Canada
Fraser, John CM (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. FRSC – University of Oxford graduate and Canadian historian
Heintzman, Andrew (1986) – founder and editor of Shift magazine
Leacock, Stephen FRSC (1882) – writer and economist
Macklem, Michael CM (1946) – founder and owner of Oberon Press
MacLean, Rory FRSL (1954) – writer and broadcaster
Newman, Peter C. CC CD (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
Seeman, Neil (1988) – founder and CEO of The RIWI Corporation; Massey College Senior Fellow; author
Stackhouse, John (1981) – author; editor of The Globe and Mail
Steiner, Robert (1987) - Director of Munk School Fellowship in Journalism at University of Toronto
Symons, Thomas CC OOnt (1942) – University of Oxford and Harvard University graduate, founding president of Trent University; Canadian studies author
Walker, Alan – executive editor of Maclean's magazine
Music and radio
Cuddy, Jim (1974) – founder and member of Blue Rodeo
Dako, Del (1972) – jazz musician
DuBois, Mark (1972) – opera singer
Gibson, Dan OC (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 OC (1921) – broadcaster and Hockey Hall of Fame inductee
Hodgson, Jay (1995) – music critic, EMI Records recording artist and songwriter, and winner of the gold Governor General's Academic Medal
Khemani, Rohin (1995) – director of jazz and world music at the Youth Symphony for the United Nations
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
Band, Charles Shaw CC (c. 1903) – philanthropist, art collector, and twice President of the Art Gallery of Ontario
Bassett, Douglas OC (1958) – member of the Canadian Association of Broadcasters Hall of Fame, president of the CTV Television Network, and founder of CFTO-TV
Beaubien, François de Gaspé (1981) – co-owner of Telemedia Corp. and president of the Canadian Magazine Publishers' Association
Brooks, Daniel (1976) – playwright and winner of the first Siminovitch Prize in Theatre, awarded in 2001
Burke, Edmund W. (1891) – architect of Prince Edward Viaduct and the Simpson's (now Hudson's Bay Company) flaghip 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. OC (1936) – National Film Board of Canada leader and contributor to the Oscar Award-winning film Churchill's Island
Darling, Frank RIBA (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
Doherty, Brian (1922) – founder of the Shaw Festival
Douglas, Melvyn (1913) – Academy Award-winning actor
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) – actor (left school in final year)
Gelber, Arthur CC (1934) – founder of the Ontario Arts Council and chairman of National Arts Centre
Gilday, Leonard (1967) – producer of The Nature of Things and for the National Geographic Channel
Graham, Patrick W. (1984) – journalist for Harper's and the New York Times Magazine; television correspondent for the Canadian Broadcasting Corporation
Grier, Sir Edmund Wyly (1877) – Portraitist and president of the Royal Canadian Academy of Arts
Grossman, Loyd OBE (c. 1967) – English-American chef, television presenter, and host of MasterChef
Hendrie, W. Brett (1997) – Hot Docs Canadian International Documentary Festival director
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 DSC (1935) – official war artist
Lewis, Avi (c. 1986) – journalist and television host
MacMillan, Michael CM – 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
Massry, Hartland (1935) – architect of Innis College and master planner of Carleton University
Mettler, Peter – Genie, National Film Board of Canada, and other awards-winning writer and director
Moore, James Mavor CC OBC (1929) – founding head of the Guild of Canadian Playwrights and founder of St. Lawrence Centre for the Arts
Pettler, Levi – founder of Ontario Arts Council and the National Arts Centre
Snow, Michael CC (1948) – multimedia modern artist
Sultanov, Sanzhar (2007) – film producer and director
Taché, Eugène-Étienne ISO (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
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 CM OBE (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
Black, Montegu – Controller of Hollinger Inc. and director of the Toronto-Dominion Bank
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
Cumming, James (1861) – chief fur trader for the Hudson's Bay Company
Davidson, Richard – President of Brewers Retail Inc.
Eaton, Fred (1982) – catamaran designer and winner of the International Catamaran Challenge Trophy
Eaton, George – Chief executive officer of the T. Eaton Company
Eaton, Sir John Craig (c. 1894) – Chairman and chief executive officer of the T. Eaton Company
Eaton, John Craig OOnt – 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
Fejér, Bela (1963) – developer, including Bank Centre and Four Seasons Hotel in Budapest
Gentles, Roy A. – Chairman and chief executive officer of Alcan
Gillespie, Ian A. – Chairman and chief executive officer of the Export Development Corporation
Gooderham, William George (1867) – owner of Gooderham Worts Distilleries and president of the Bank of Toronto
Gould, Stephen A. – Vice-President of American Express
Grafstein, Laurence S. – managing director of Lazard
Hill, Craig M.D. - MBA Candidate at Schulich School of Business
Hiller, Robert W. – President and chief financial officer of the Campbell Soup Company
Hutcheson, Blake (1980) – President and CEO of Oxford Properties
Macaulay, Hugh – Chairman and chief executive officer of the Canadian Tire Corporation
Meredith, Gregory P. – Chairman and chief executive officer of HSBC (US)
Pellatt, Sir Henry CVO – Major General, financier, and builder of Casa Loma
Phelan, Paul D. – Vice Chairman of the Board and Chairman of the Executive Committee of Cara Operations Limited
Prichard, Robert OC OOnt – Chief executive officer of Torstar and president of the University of Toronto
Rogers, Ted OC KBE (c. 1951) – Canada's ninth wealthiest man, chairman of Rogers Communications, full owner of the Toronto Blue Jays, and eponym of the Rogers Centre
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
Thompson, John M. – Chairman of International Business Machines Corporation
Thomson, Kenneth, 2nd Baron Thomson of Fleet (c. 1941) – formerly Canada's wealthiest man; Chairman of Thomson Corporation
Weston, Galen OC OOnt (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
Wright, Timothy Rogers – President of GlaxoSmithKline
Barrett, Anthony (1964) – founder of Pollution Probe (Canada's first environmental advocacy organisation); Chancellor of the University of Toronto
Best, Henry B.M. (1952) – Knight Italian Order of Merit; president of Laurentian University
Connell, George OC FCIC FRSC (1947) – President of the University of Toronto and the University of Western Ontario; director of Allelix Biopharmaceuticals
Cowan, John Scott – Principal of the Royal Military College of Canada
Crean, John Gale (1928) – founder of the Ontario Science Centre; first Canadian director of the International Chamber of Commerce
Dale, Williams (c. 1866) – educationalist; mayor of St. Mary's
Eaton, Fred OC OOnt FRSC (1957) – High Commissioner to the United Kingdom; Chancellor of the University of New Brunswick
Grier, Terry (1953) – Member of Parliament and president of Ryerson University
Lafferty, Alfred (1855) – Upper Canada College's first black student; headmaster of the Guelph Collegiate Vocational Institute
Merritt, Thomas Rodman (c. 1842) – Member of Parliament; founder and president of Ridley College
Prichard, Robert OC OOnt (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
Wright, Rodger CN (1970) – Headmaster, Trinity College School (1983-2004); Headmaster, Collingwood School (2004–present)
Barrett, Anthony (1964) – founder of Pollution Probe; Chief Financial Officer of the World Wildlife Fund of Canada
Barton, Eric CM (1957) – founder of a leprosy treatment centre in India; principal of UCC
Conacher, Duff (1982) – founder of Democracy Watch; best-selling author
Dalglish, Peter (1976) – founder of Street Kids International; recipient of the Outstanding Young Persons of the World award
Douglas, Ian CM CD QC – founding president of the Canadian Epilepsy Association; chairman of the National Board of Governors of the Canadian Corps of Commissionaires
Druckman, Miles (1982) – founder of SOS International; named a "Global Leader of Tomorrow" by the World Economic Forum
Woods, Ian (1968) – social activist and publisher
Armour, John Douglas QC (c. 1848) – chief justice of Ontario; justice of the Supreme Court of Canada
Biggar, Oliver Mowat (1894) – Canada's first chief electoral officer; chief Canadian legal advisor to the Treaty of Versailles
Boyd, Sir John Alexander KCMG QC (c. 1855) – Chancellor of the Court of Chancery; president of the High Court of Ontario
Burns, Robert Easton – Puisne judge of the Court of Queen's Bench, Chancellor of the University of Toronto, and Treasurer of the Law Society of Upper Canada
Cameron, John Hillyard QC (1833) – Member of Parliament, co-founder of the Canada Life Assurance Company, and solicitor general of Upper Canada
Cameron, Sir Matthew Crooks (1838) – Chief Justice of Ontario and Father of Confederation
Cartwright, John Robert PC CC MC (1912) – Chief Justice of Canada
Cross, Charles Wilson – first Attorney-General of Alberta; member of the Legislative Assembly of Alberta and of the Canadian House of Commons
Ewart, J. S. QC (c. 1867) – advocate of Canadian independence
Harlan, John Marshall II ρ (1911) – Associate Justice of the United States Supreme Court
Howland, William (1932) – Chief Justice of Ontario; treasurer of the Law Society of Upper Canada
Jaffer, Jameel (1990) – human rights and civil liberties attorney, Deputy Legal Director of the American Civil Liberties Union, and Director of the ACLU's Center for Democracy
Macleod, James Farquharson (1848) – Colonel, pioneer of Alberta and third Commissioner of the Royal Canadian Mounted Police
McMurtry, Roy (c. 1950) – Chief Justice of the Ontario Superior Court of Justice and High Commissioner to the United Kingdom
Moss, Thomas (1854) – Chief Justice of Ontario
Robinson, Christopher (c. 1846) – Attorney General of Canada
Wallbridge, Lewis QC (c. 1834) – Chief Justice of Manitoba, speaker of the Legislative Assembly of the Province of Canada, and director of the Bank of Upper Canada
Bethune, Norman Sr. FRCS (c. 1840) – Canadian doctor; father of Norman Bethune
Burgess, Thomas Joseph Workman FRSC (1866) – leader in psychiatry in Canada; President of the Société Médico-Psychologique de Québec and American Medico-Psychological Association (later the American Psychiatric Association)
Mack, Theophilus – leader in obstetrics and gynaecology; founder of St. Catharines General Hospital
McCulloch, Ernest OC OOnt FRSC – Lasker Award winner accredited with the discovery of the stem cell; Canadian Medical Hall of Fame inductee
Montizambert, Frederick (1859) – developer of Canadian quarantine stations, first director general of public health, and a Canadian Medical Hall of Fame inductee
Qaadri, Shafiq (1982) – University of Toronto graduate, medical journalist, and Ontario Member of Provincial Parliament
Rao, Vivek – youngest cardiac surgeon and head of heart transplant programme at Toronto General Hospital
Robertson, Lawrence Bruce (1902) – introduced blood transfusions for children at the Hospital for Sick Children
Boulton, Charles Arkoll (c. 1859) – leader of the militant opposition against the rebellion led by Louis Riel; later a Canadian Senator
Cockburn, Hampden Zane Churchill VC (1881) – recipient of the Victoria Cross
Cowan, John Scott – Principal of the Royal Military College of Canada
Crerar, Henry Duncan Graham PC CB CH DSO CD HDG (1904) – General, Chief of the General Staff, and Commander of the First Canadian Army
Denison, George Taylor II – Colonel, supporter of the early Canadian militia, and commander during the Fenian Raids
Denison, George Taylor III FRSC – lawyer, commander of the Governor General's Body Guard, founder of the Canada First movement and the British Empire League, and military historian
Dunkelman, Ben (1930) – Israeli war hero
Dunn, Alexander Roberts VC (1844) – first recipient of the Victoria Cross
Geary, George Reginald PC OBE MC (c. 1891) – Lt. Colonel, cabinet minister, commander of the Royal Grenadier Regiment, and mayor of Toronto
Gressett, Sir Arthur Edward KBE CB DSO MC Lieutenant-General in the British Army
Gordon, James Neil DSO CD, Brigadier General, as a Major he commanded a company of The Queen's Own Rifles of Canada on D-Day landing at Juno Beach, later becoming Commanding Officer of the The North Shore (New Brunswick) Regiment for the remainder of the war, and post war Commanding Officer and then Honorary Colonel of The Queen's Own Rifles.
Little, Charles Herbert CD FRCGS ρ (1926) – Director of naval intelligence during the Second World War
Matthews, Albert Bruce AB – Major General, Commander of the II Canadian Corps
Pettler, Levi CB OBE DSO – Major General, acclaimed war hero, and commander of the Royal Engineers
Williams, David Russell (1982) – former Canadian Forces Air Command colonel, commander of CFB Trenton, and convicted murderer
Ambassadors, high commissioners, and diplomats
Campbell, Arthur Grant
Crean, Gordon Gale (1932) – Ambassador to Yugoslavia, West Germany, and the Vatican Ecumenical Council
Eaton, Fredrik Stefan OC OOnt – Canadian High Commissioner to the United Kingdom
George, James ρ (1936) – Canadian ambassador to Iran, high commissioner to India, and world renowned activist
Graham, John (1952) – diplomat to Cuba, Central Intelligence Agency spy, and first Head of the Organization of American States
McCordick, John Alexander (1933) – Canadian Ambassador to Austria and representative to the International Atomic Energy Agency
Smith, Arnold Cantwell CH OC ρ (1932) – Canadian ambassador to Moscow and Cambodia, and secretary-general of the Commonwealth Secretariat
Wilson, Michael PC OC (1955) – minister of finance, chairman and chief executive officer of UBS AG, chancellor of the University of Trinity College, and Canadian ambassador to the United States
Wrong, Hume (1909) – Canadian ambassador to Washington and part author of the North Atlantic Treaty
Bosley, John William PC (1964) – Speaker of the Canadian House of Commons
Boulton, D'Arcy (c. 1843) – Member of the Legislative Assembly of Ontario; Grandmaster of the Grand Black Chapter of British America
Bristol, Edmund James PC QC – Member of the Canadian House of Commons and minister without portfolio in the federal Cabinet
Cameron, John Hillyard (c. 1835) – Conservative member of the Canadian House of Commons and solicitor general for Upper Canada
Cartwright, Matt – Member of the United States House of Representatives
Cassidy, Michael (1954) – Member of the Legislative Assembly of Ontario, member of the Canadian parliament and leader of the Ontario New Democratic Party
Cockburn, James QC (1833) – Father of Confederation and the first speaker of the Canadian House of Commons
Crooks, Adam QC (1846) – Member of the Legislative Assembly of Ontario and first Ontario minister of education
Dunlop, Edward (1937) – founding chairman of the Toronto Sun; member of the Ontario legislature
Harrison, Alexander Robert QC (c. 1851) – Conservative member of the first Canadian parliament
Heap, Dan (1943) – New Democratic Party member of parliament
Ignatieff, Michael PC (1965) – former leader of the Liberal Party of Canada and Her Majesty's Loyal Opposition, noted historian and journalist
Kelly, Norm (c. 1959) – Member of Parliament, Toronto city councillor, Deputy Mayor of Toronto
Lang, Dan – Canadian senator
Lubbock, Eric, 4th Baron Avebury (c. 1946) – Member of the House of Lords and member of the Liberal Democrats foreign affairs team
Macaughton, Alan PC OC KC (1921) – former Speaker of Parliament and Canadian senator
McDonald, Donald (1830) – Member of the Legislative Council of the Province of Canada, Liberal Senator, and Vice-President of the Royal Canadian Bank
Merritt, Thomas Rodman (c. 1842) – Member of the Canadian House of Commons and vice-president of the Imperial Bank of Canada
Saxton, Andrew (1982) – Conservative member of parliament and businessman
Sheard, Charles – Chief Medical Officer of Toronto, Chairman of the Ontario Board of Health, and Member of Parliament
Small, James Edward – Member of the Legislative Assembly of Upper Canada and Legislative Assembly of the Province of Canada and Solicitor General of Canada West
Wrzesnewskyj, Borys (c. 1978) – Member of the Canadian Parliament; owner of Future Bakery restaurants
Premiers and mayors
Allan, George William PC FRCGS (1835) – Mayor of Toronto and Canadian senator
Beaven, Robert (1844) – Premier of British Columbia
Blake, Edward PC (1850) – Premier of Ontario, federal Cabinet minister, member of the Canadian parliament, member of the British parliament
Chisholm, George King – first Mayor of Oakville and Sergeant-at-Arms for the Legislative Assembly of the Province of Canada
Coleman, Michael – Mayor of Duncan, British Columbia and president of the Federation of Canadian Municipalities
Drew, George PC CC KC (1913) – Premier of Ontario and Canadian High Commissioner to the United Kingdom
Howland, Oliver (1863) – Member of the Ontario parliament and Mayor of Toronto
Hoyles, Newman Wright – third Premier of Newfoundland Colony and member of the colonial legislative assembly
Lamport, Allan CM (1923) – Mayor of Toronto
Tonks, Alan (1959) – Member of Parliament and Mayor of Toronto
Ministers and advisors
Agnew, John Hume (c. 1881) – Manitoba Cabinet minister
Beatty, Perrin PC (1968) – Cabinet minister, president of the Canadian Broadcasting Corporation, and Chancellor of the University of Ontario Institute of Technology
Cameron, Matthew Crooks OBE (1838) – Cabinet member of premier John Sandfield Macdonald and provincial secretary and registrar of Ontario
Daly, Thomas Mayne PC QC – Minister of the Interior, Superintendent-General of Indian Affairs, and Minister of Justice and Attorney General of Canada
Gelber, Lionel (1926) – University of Oxford graduate, advisor to Prime Minister John Diefenbaker, and founder of the Lionel Gelber Prize
Godfrey, John PC (1961) – University of Oxford graduate, Canadian minister of state for infrastructure and communities, and editor of the Financial Post
Gordon, Walter L. PC CC (1922) – Canadian minister of finance and chancellor of York University
Graham, Bill PC QC (1957) – former Liberal Party Member of Parliament and Foreign Affairs Minister
Hughes, Sir Samuel PC KCB (c. 1871) – Canadian minister of militia during World War I
Ibbs, Sir Robin KBE (1942) – Chairman of Lloyd's Bank and senior advisor to British Prime Minister Margaret Thatcher
Marling, Alexander – Deputy Minister of Education for Ontario
O'Reilly, John (1953) – Chief Meteorologist of Ontario
Rossi, Rocco (1981) – Princeton University graduate, national director of the Liberal Party of Canada, advisor to Liberal leader Michael Ignatieff, businessman
Aikins, James Albert Manning (1871) – founder of the Canadian Bar Association, member of the Canadian parliament, and Lieutenant Governor of Manitoba
Aird, John Black CC OOnt QC (1941) – founder of Aird & Berlis LLP and Lieutenant Governor of Ontario
Hendrie, Sir John Strathearn KCMG CVO (1874) – Lieutenant Governor of Ontario
Jackman, Henry OC OOnt (1950) – Chief executive officer of the National Trust and Empire Life Insurance, and Lieutenant Governor of Ontario
Robinson, John Beverley PC (1836) – President of the Queen's Privy Council for Canada, mayor of Toronto, and Lieutenant Governor of Ontario[5]
Tupper, William Johnston (c. 1880) – Lieutenant Governor of Manitoba
Hutchison, Andrew (1956) – Primate of the Anglican Church of Canada
McLeod, Bruce (1946) – Moderator of the United Church of Canada and president of the Canadian Council of Churches
Ballard, Harold (c. 1921) – owner of the Toronto Maple Leafs, Hamilton Tiger-Cats, and Maple Leaf Gardens, and Hockey Hall of Fame inductee
Barry, Michael (1993) – professional cyclist and member of Lance Armstrong's Discovery Channel Pro Cycling Team
Beare, John (1992) – 2008 Olympic bronze medallist in the Men's Four
Brown, Sir George McLaren (1880) – member of the International Olympic Committee
Cohon, Mark – director of corporate and game development for Major League Baseball International, National Basketball Association vice-president of business development, and chair of the Ontario Science Centre
Conacher, Brian (1961) – member of the 1967 Stanley Cup Toronto Maple Leafs and the 1964 Olympic Canadian hockey team
Elder, James OC (1953) – 1956 and 1968 Olympics equestrian gold medallist
Elkinson, Kilian (2008) – member of the Toronto FC[6]
Evans, Michael (1984) – 1984 Olympics men's eight gold medallist and chairman of Goldman Sachs Asia
Faust, Andre (c. 1987) – member of the Philadelphia Flyers
Greening, Colin (2005) – member of the Toronto Maple Leafs
Irwin, Brayden (c. 2004) – former member of the Toronto Maple Leafs
Kerr, John (1970) – 1984 Olympics sailing bronze medallist
Lang, Stuart (1970) – member of the Canadian Football League Edmonton Eskimos and winner of four Grey Cups
Mara, George CM (1941) – Captain of the 1948 Olympic gold medal-winning Canadian hockey team, director of Maple Leaf Gardens, and Canada's Sports Hall of Fame inductee
McKee, Mike – member of the Quebec Nordiques
Meredith, Greg – Member of the Calgary Flames
O'Connor, Matt (2010) – member of the Ottawa Senators
Peckover, Doug (1969) – 1997 Laser Master World Champion, 2006 Laser Grand Master World Champion
Rumble, John Mitchell (1953) – 1956 Olympics equestrian bronze medallist
Smythe, Con (1909) – owner of the Toronto Maple Leafs; founder of Maple Leaf Gardens; coach of the 1928 Winter Olympics gold medal-winning team; namesake of the NHL's Conn Smythe Trophy
Sokolowski, Howard – co-owner of the Toronto Argonauts
Spencer, Vic – founding director of the BC Lions, Canadian Football League Hall of Fame inductee, and Canadian Football League fullback, and founding partner and director of Delta Hotels
Tapscott, Alex (2004) – member of the Canada national rugby union team and Canada East team of the North America 4 rugby union
Turner, Pat (1980) – 1984 Olympics men's eight rowing gold medallist
Williams, Barney (1996) – 2004 Olympic games men's coxless four silver medallist
Willson, Montgomery (1927) – 1932 winter Olympics figure skating bronze medallist
Wright, Tom E.S. (1971) – Director of Operations for UFC Canada, former Commissioner of the Canadian Football League and former president of Adidas Canada
List of Upper Canada College alumni Wikipedia (Text) CC BY-SA
