2023 Richard Wong – Toronto Transit Commission
2022 Joe Bettinelli – AMG Metals
2021 Vlad Jean-Pierre – VIA Rail
2020 Vlad Jean-Pierre – VIA Rail
2019 Michael Sheahan – Hatch
2018 Gord Strilchuk – PNR Rail Works
2017 Orest Kobylansky – Toronto Transit Commission
2016 Bob McKeracher – Mechanical Systems Remanufacturing
2015 Mary Proc – Metrolinx
2014 Dan Jagos – AECOM
2013 Brian Kirk – Hallcon Corporation
2012 Bernie Maskerine – Maskerine & Assoc.
2011 Remi Landry – GO Transit
2010 Gregory Percy – GO Transit
2009 Paul Kerry – Canadian Pacific Railway
2008 Susan Reed Tanaka – Toronto Transit Commission
2007 John Kushnir – Canadian Pacific Railway
2006 Ken Rose – VIA Rail Canada
2005 Christopher Jones – Canadian Pacific Railway
2004 Sam Spares – Toronto Terminals Railway
2003 Frank Peters – Canadian Pacific Railway
2002 Keith Bonnyman – Canadian National Railway
2001 Jim Presley – Canadian Pacific Railway
2000 Alain Thauvette – Canadian National Railway
1999 Pat Gagné – Canadian Pacific Railway
1998 Richard Chorkawy – Canadian National Railway
1997 Terry McManaman – Canadian National Railway
1996 Jed Drew – Canac International Inc.
1995 Richard Bell – Canadian Pacific Railway
1994 Barry Bahm – Canadian National Railway
1993 Cameron Muir – Canadian Pacific Railway
1992 Ken White – Canadian National Railway
1991 Bill Krestinski – Canadian Pacific Railway
1990 Rick Richardson – Canadian National Railway
1989 Greg Geddis, Manager – Canadian Pacific Railway
1988 A.G. (Tony) Lennon – Canadian National Railway
1987 C.E. (Ted) Minto – Canadian Pacific Railway
1986 W.A. Miller – Canadian National Railway
1985 G.A. Swanson – Canadian Pacific Railway
1984 John Jeronimus – Canadian National Railway
1983 A.A. Boyar – Canadian Pacific Railway
1982 W.J. Law – Canadian National Railway
1981 W.F. Cox – Canadian Pacific Railway
1980 C.H. Rose – Canadian National Railway
1979 L.A. Hill – Canadian Pacific Railway
1978 D.F. Mills – Canadian National Railway
1977 W.M. Riley – Canadian Pacific Express Ltd.
1976 W.J. Wanamaker – Canadian National Railway
1975 J.B. Scythes – Scythes & Company Ltd.
1974 W.W. Stinson – Canadian Pacific Railway
1973 J.A. Hill – T. H. & B. Railway
1972 S.E. Spencer – Canadian National Railway
1971 W.J. Bowers, President – Canadian Pacific Express Ltd.
1970 R.M. Veenis – Canadian National Railway
1969 W.J. Presley – Canadian Pacific Railway
1968 J.W. Rowley – T. H. & B. Railway
1967 R.E. Lawless – VIA Rail
1966 A.E. Emery – Canadian Pacific Railway
1965 R.B. Steele – Canadian National Railway
1964 L.N. Winslade – Canadian Pacific Railway
1963 N.V. Back – T. H. & B. Railway
1962 H. Maude – Canadian National Railway
1961 E.O.N. Furlong – Canadian Pacific Railway
1960 W.E. Griffiths – Canadian National Railway
1959 D.L. Chambers – Canadian Pacific Railway
1958 P.W. Hankinson – T. H. & B. Railway
1957 W.C. Bowra – Canadian National Railway
1956 R.H. Yarnell – Canadian Pacific Railway
1955 W.H. Paterson – Toronto Transit Commission
1954 W.R. Burnett – Canadian National Railway
1953 W.B. Salter – Penn Central
1953 F.D. Turville – Canadian Pacific Railway
1952 G.W. Miller – Canadian Pacific Railway
1951 N.A. Walford – Canadian National Railway
1950 G.N. Curley – Canadian Pacific Railway
1949 W.M. Armstrong – Canadian National Railway
1948 J.F. Neild – Toronto Transit Commission
1947 J.E. Coulter, President, Canadian Pacific Express Ltd.
1946 S.O. Martin – Canadian National Railway
1945 J.W. Hughes – Canadian Pacific Railway
1944 G.A. Stokes – Canadian National Railway
1943 C.A. Wheeler – Canadian Pacific Railway
1942 W.J. Warnick – T. H. & B. Railway
1941 J. B. Dunlop – Canadian National Railway
1940 N. McMillan – Canadian Pacific Railway
1939 J.F. Pringle – Canadian National Railway
1938 G. Roy Jones – Canadian Pacific Express Ltd.
1937 J.A. Murphy – Canadian National Railway
1936 S.W. Crabbe – Canadian Pacific Railway
1935 J.R.W. Ambrose – Toronto Terminals Railway
1934 H.T. Malcolmson – T.H.&B. Railway
1933 D.J. McCuaig – M. P. & C. E. Railway
1932 R. McKillop – Canadian Pacific Railway
1931 T.C. Hudson – Canadian National Railway