| Year | Big Sir | Year | Big Sur | |
| 1987-88 | Elmer Kurth* | 2011 | Art Devoy | |
| 1989 | Harry Emerson* | 2012 | Dr. Jay Narayan | |
| 1990 | Chuck Goodlet | 2013 | Bob Bertolina * | |
| 1991 | Bob Bauer* | 2014 | Mike McCann* | |
| 1992 | Jim Williamson* | 2015 | Mike Lazzari | |
| 1993 | Andy Kord* | 2016 | Peter Deutsch | |
| 1994 | Don Johnson | 2017-18 | Tim McMurdo | |
| 1995 | Ralph Zimmerman* | 2019-26 | Jim Veit | |
| 1996 | Dewey Beraldo* | |||
| 1997 | R.B. Owen* | |||
| 1998 | Angelo Carmassi* | |||
| 1999 | Bill Quiring* | |||
| 2000-01 | John Day | |||
| 2002 | Bob Smith, Jr.* | |||
| 2003 | Lee Borra | |||
| 2004 | Bob Chang | |||
| 2005 | Tom Malaspina | |||
| 2006 | Roger Hall | |||
| 2007 | Bob Smith, Jr.* | |||
| 2008 | Mike Dotterweich | |||
| 2009 | John Kristovich | |||
| 2010 | Al Armand* |
* = Deceased