| Year |
Award Winner |
| 2005-06 | Red Berenson, Marcel Dionne, Reed Larson, Glen Sonmor, Steve Yzerman |
| 2004-05 | No winner due to the 2004-05 NHL lockout |
| 2003-04 | Mike Emrick, John Davidson, Ray Miron |
| 2002-03 | Willie O'Ree, Raymond Bourque, Ron DeGregorio |
| 2001-02 | Herb Brooks, Larry Pleau |
| 2000-01 | Gary Bettman, Scotty Bowman, David Poile |
| 1999-00 | Mario Lemieux, Craig Patrick, Lou Vairo |
| 1998-99 | Harry Sinden |
| 1997-98 | Peter Karmanos, Neal Broten, John Mayasich, Max McNab |
| 1996-97 | Seymour H. Knox III, Bill Cleary, Pat LaFontaine |
| 1995-96 | George Gund, Ken Morrow, Milt Schmidt |
| 1994-95 | Joe Mullen, Brian Mullen, Bob Fleming |
| 1993-94 | Wayne Gretzky, Robert Ridder |
| 1992-93 | Frank Boucher, Mervyn "Red" Dutton, Bruce McNall, Gil Stein |
| 1991-92 | Al Arbour, Art Berglund, Lou Lamoriello |
| 1990-91 | Rod Gilbert, Mike Ilitch |
| 1989-90 | Len Ceglarski |
| 1988-89 | Dan Kelly, Lou Nanne, Lynn Patrick, Bud Poile |
| 1987-88 | Keith Allen, Fred Cusick, Bob Johnson |
| 1986-87 | Hobey Baker, Frank Mathers |
| 1985-86 | Jack MacInnes, Jack Riley |
| 1984-85 | Jack Butterfield, Arthur M. Wirtz |
| 1983-84 | John A. Ziegler, Jr., Arthur Howie Ross |
| 1982-83 | Bill Torrey |
| 1981-82 | Emile P. Francis |
| 1980-81 | Charles M. Schulz |
| 1979-80 | Bobby Clarke, Edward M. Snider, Frederick A. Shero |
| 1978-79 | Bobby Orr |
| 1977-78 | Phil Esposito, Tom Fitzgerald, William T. Tutt, William W. Wirtz |
| 1976-77 | John P. Bucyk, Murray A. Armstrong, John Mariucci |
| 1975-76 | Stan Mikita, George A. Leader, Bruce A. Norris |
| 1974-75 | Donald M. Clark, William L. Chadwick, Tommy Ivan |
| 1973-74 | Alex Delvecchio, Murray Murdoch, Weston W. Adams, Sr., Charles L. Crovat |
| 1972-73 | Walter L. Bush, Jr. |
| 1971-72 | Clarence S. Campbell, John A. "Snooks" Kelly, Ralph "Cooney" Weiland, James D. Norris |
| 1970-71 | William M. Jennings, John B. Sollenberger, Terrance G. Sawchuk |
| 1969-70 | Edward W. Shore, James C. V. Hendy |
| 1968-69 | Robert M. Hull, Edward J. Jeremiah |
| 1967-68 | Thomas F. Lockhart, Walter A. Brown, General John R. Kilpatrick |
| 1966-67 | Gordon Howe, Charles F. Adams, James Norris Sr. |
| 1965-66 | J.J. "Jack" Adams |