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| Year |
Gold Boot Winner |
Silver Boot Winner |
| 1965 |
Adm. Charles LeBarge |
Edward Begely |
| 1966 |
William "Dutch" Gockel |
Syl Raftery |
| 1967 |
William Brady |
Ed Flavin |
| 1968 |
Dent McSkimming |
John "Dinty" Moore |
| 1969 |
Pete Garcia |
Bob Corbett |
| 1970 |
Bob Russell Sr. |
Jack O'Toole |
| 1971 |
Court Hillstrum |
B.J. "Bernie" Leonard |
| 1972 |
Henry "Hap" Meyer |
Ray Beckman |
| 1973 |
Jimmy Dunn |
Vince Forst |
| 1974 |
Irvin Wimer |
Lt. Larry King |
| 1975 |
John Hamm |
Dr. Ed Flynn |
| 1976 |
Msgr. Lloyd Sullivan |
Harry Keough |
| 1977 |
Msgr. J.P. Kennedy |
Bob Fitzgerald |
| 1978 |
Mickey Conners |
Bob Burkard |
| 1979 |
Lt. Col. Edward Sanders |
John Dueker |
| 1980 |
Thomas Erbe |
Frank Borghi |
| 1981 |
Jimmy Roe |
Pat McBride |
| 1982 |
Harry Crawford |
Mike Hennessy |
| 1983 |
Ed Scott |
Al Trost |
| 1984 |
Joe Murphy |
Joe Gorke |
| 1985 |
Msgr. Louis F. Meyer |
Edward Kersting |
| 1986 |
Robert (Bob) Burnes |
Jim Henson |
| 1987 |
William Guelker |
Paul Langley |
| 1988 |
Tom Henry |
Bob Kehoe |
| 1989 |
Hon. Robert Dowd, Sr. |
Don Le Grand |
| 1990 |
Msgr. Richard Gallagher |
Dave Berwin |
| 1991 |
Tom Duffy |
Rev. Lawrence J. Walsh |
| 1992 |
Bern Hennessy |
John Schaper |
| 1993 |
Sam Copple |
Jack Barry |
| 1994 |
Joe Numi |
Jim Hayes |
| 1995 |
Ebbie Dunn |
Bill McDermott |
| 1996 |
Tom Kutis Family |
Rev. Dan Hogan |
| 1997 |
Bob Broeg |
Frank Linck |
| 1998 |
Jack Lyons |
Bruce Hudson |
| 1999 |
Ray "Goose" Gilliam |
Ty Keough |
| 2000 |
Tom Grant |
Dennis Long |
| 2001 |
Jack Lally |
Vince Drake |
| 2002 |
Sam Davis |
Larry Donovan |
| 2003 |
Gino Pariani |
Brian Korbesmeyer |
| 2004 |
Ray Puricelli |
Kim Tucci |
| 2005 |
Hewitt "Mac" McCluskey |
Linda Linck |
| 2006 |
Ed Linehan |
Tim O'Toole |
| 2007 |
Earl "Doggie" Doggendorf |
Bob Marquitz |
| 2008 |
Bernie Geerling |
Dan Parnell |
