| 2020 |
Bouke Edskes, Swimming and Diving |
| 2019 |
AJ Jurko, Basketball |
| 2018 |
Ty Ingram, Coed Sailing |
| 2017 |
Harris Stolzenberg, Lacrosse |
| 2016 |
Sean Bingham, Soccer |
| 2015 |
Justin Wallace, Football |
| 2014 |
Michael Liao, Swimming and Diving |
| 2013 |
Wyatt Ubellacker, Swimming and Diving |
| 2012 |
Columbus Leonard, Water Polo |
| 2011 |
Toomas Sepp, Swimming and Diving |
| 2010 |
Luke Cummings, Swimming and Diving |
| 2009 |
Jimmy Bartolotta, Basketball |
| 2008 |
Praveen Pamidimukkala, Volleyball |
| 2007 |
Craig Edwards, Swimming and Diving |
| 2006 |
Mike D'Auria, Basketball |
| 2005 |
Ben Schmeckpeper, Cross Country and Track |
| 2004 |
Nick Nestle, Soccer |
| 2003 |
Damian Engen, Gymnastics |
| 2002 |
Sean Montgomery, Cross Country and Track |
| 2001 |
Stefan K. Bewley, Water Polo and Swimming |
| 2000 |
Eric L. Chen, Tennis |
| 1999 |
Joel Morales, Baseball |
| 1998 |
Michael T. Butville, Football, Track and Field, Lacrosse |
| 1997 |
Andres J. Villaquiran, Soccer |
| 1996 |
John L. Wallberg, Track and Field |
| 1995 |
Ethan A. Crain, Cross Country and Track |
| 1994 |
Matthew H. Robinson, Football and Track and Field |
| 1993 |
Alan D.J. Walpole, Tennis |
| 1992 |
Thomas A. Washington, Track and Field |
| 1991 |
Mark W. Dunzo, Track and Field |
| |
Award prior to 1991 known as Class of 1948 Award |
| 1990 |
William E. Singhose, Track and Field |
| 1989 |
Scott E. Deering, Track and Field |
| 1988 |
Peter J. Gasparini, Football and Ice Hockey |
| 1987 |
Michael P. McElroy, Basketball |
| 1986 |
Craig N. Poole, Basketball and Baseball |
| 1985 |
Patrice M. Parris, Track and Field |
| 1984 |
Robert W. Schoelein, Swimming and Diving |
| 1983 |
Mark Branch II, Basketball |
| 1982 |
Thomas A. Fawcett, Football, Wrestling and |
| 1981 |
Robert G. Clarke, Basketball and Lacrosse |
| 1980 |
George Gonzalez-Rivas, Fencing |
| 1979 |
Preston L. Vorlicek, Water Polo and Swimming |
| 1978 |
Mark J.T. Smith, Fencing |
| 1977 |
Frank C. Richardson, Cross Country and Track |
| 1976 |
Gregory L. Hunter, Soccer and Track and Field |
| 1975 |
Jack D. Mosinger, Wrestling |
| 1974 |
William D. Young, Tennis and Squash |
| 1973 |
David R. Wilson, Track and Field |
| 1972 |
Alan F. Dopfel, Baseball |
| 1971 |
Bruce C. Wheeler, Basketball and Baseball |
| 1970 |
Robert J. McKinley, Tennis |
| 1969 |
Jeffrey M. Weissman, Soccer and Baseball |
| 1968 |
David G. Jansson, Basketball |
| 1967 |
David N. Schramm, Wrestling |
| 1966 |
W. Sumner Brown, Cross Country and Track |
| 1965 |
Robert B. Grady, Basketball |
| 1964 |
John T. Moter, Tennis |
| 1963 |
Hans B. Aasnaes, Tennis and Skiing |
| 1962 |
Charles W. Gamble, Basketball and Golf |
| 1961 |
Joseph R. Skenderian, Soccer and Lacrosse |
| 1960 |
George L. Kirk, Ice Hockey and Sailing |
| 1959 |
Paul H. Ekberg, Ice Hockey and Lacrosse |
| 1958 |
Huber R. Warner, Soccer and Lacrosse |
| 1957 |
L. Peter Hohorst, Soccer and Basketball |
| 1956 |
John A. Morefield, Track and Field |
| 1955 |
Lawrence J. Berman, Cross Country and Track |
| 1954 |
Joseph P. Bova, Ice Hockey and Lacrosse |
| 1953 |
Howard E. Munro, Swimming and Diving |
| 1952 |
Charles G. Vickers, Cross Country and Track |
| 1951 |
Herbert Voelcker, Jr., Rifle |
| 1950 |
John H. McMillan, Basketball and Baseball |
| 1949 |
Theodore R. Madden, Ice Hockey |
| 1948 |
John M. Clifford, Ice Hockey |
