Below is the list of WHAMOBASS Chief Judges since the inaugural event in 1965.
| EVENT/YEAR | RALLY LOCATION | CHIEF JUDGE'S NAME | CHIEF JUDGE'S HOME TOWN |
| I-1965 | Whiskey Hill | Joanne Sonnichsen | |
| II-1966 | Atherton | Phyllis Bigelow | |
| III-1967 | Menlo Oaks | Kathy Brewer | Chicago, Ill |
| IV-1968 | Tracy | Kay Cotant | |
| V-1969 | Volcano/San Gregorio | Christine Kalakuka | |
| VI-1970 | Los Olivos | Joy | |
| VII-1971 | Mariposa | Tucker Comstock | |
| VIII-1972 | Sonora/Columbia | Diana Fletcher | |
| IX-1973 | Coaling Station A | Carol Hughes | |
| X-1974 | Morgan Hill | Shirley Bartlett | |
| XI-1975 | Salinas | Wilma Piccard | Denmark, Iowa |
| XII-1976 | San Miguel | Barbara Milisits | |
| XIII-1977 | Coaling Station A | Kathy Pierce | |
| XIV-1978 | San Miguel | Faye Harrison | |
| XV-1979 | Coaling Station A | Ella Kay Robison Stalker | Albion, Idaho |
| XVI-1980 | Coaling Station A | Gayle Smalley | |
| XVII-1981 | Coaling Station A | Kathleen Anne Terry | |
| XVIII-1982 | Coaling Station A | Jeanne Anson | |
| XIX-1983 | Coaling Station A | Anneke Hogeland S. Porzak | Rotterdam, Holland |
| XX-1984 | Coaling Station A | Ashala Nichols Lawler | |
| XXI-1985 | Coaling Station A | Helga Munday | |
| XXII-1986 | Coaling Station A | Judy Martin (Rowlee) | |
| XXIII-1987 | Coaling Station A | Carol Conroy | |
| XXIV-1988 | Coaling Station A | Jenet Langjahr | |
| XXV-1989 | Coaling Station A | Joanne Sonnichsen | |
| XXVI-1990 | Coaling Station A | Terri Prichard | |
| XXVII-1991 | Coaling Station A | April Turner | Half Moon Bay, CA |
| XXVIII-1992 | Coaling Station A | Cathy Lursen | |
| XXIX-1993 | Coaling Station A | Pixie Geesaman | |
|
XXX-1994* *Three Chief Judges selected for the 30th Anniversary |
Coaling Station A | Shirley Tavenier | Los Altos, CA |
| Beth Hamilton | Rehoboth, Mass | ||
| Constance Sonnichsen | Twin Falls, Idaho | ||
| XXXI-1995 | Coaling Station A | Katie Lee Griggs | |
| XXXII-1996 | Coaling Station A | Christine Conness | |
| XXXIII-1997 | Coaling Station A | Suzanne Seiler | |
| XXXIV-1998 | Coaling Station A | Jennifer Parks | |
| XXXV-1999 | Coaling Station A | Marlene Augustine | |
| XXXVI-2000 | Coaling Station A | Helen Kendrick | |
| XXXVII-2001 | Coaling Station A | Fran Moore | |
| XXXVIII-2002 | Coaling Station A | Linda Ellis | |
| XXXVIX-2003 | Coaling Station A | Bobbie Thornton | |
| XL-2004 | Coaling Station A | ||
| XLI-2005 | Coaling Station A | Claire Lucas | |
| XLII-2006 | Coaling Station A | Anna Hogeland | El Cerrito, CA |
| XLIII-2007 | Coaling Station A | Jeanne Anson | Morgan Hill, CA |
| XLIV-2008 | Coaling Station A | Marian Amsbaugh | Orcut, CA |
| XLV-2009 | Coaling Station A | April Turner | Half Moon Bay, CA |
| XLVI-2010 | Coaling Station A | Denise Thornton | San Jose, CA |
| XLVII-2011 | Coaling Station A | Ashley Jones | Fresno, CA |
| XLVIII-2012 | Coaling Station A | Susan Iverson | San Jose, CA |
| XLIX-2013 | Coaling Station A | Teri Preston-Miller | Oregon City, OR |
|
L-2014* *Three Chief Judges selected for the 50th Anniversary |
Coaling Station A | Cricket Clark | Fresno. CA |
| Jennifer Parks | Scotts Valley, CA | ||
| Kathleen Terry | Saratoga, CA | ||
| LI-2015 | Coaling Station A | Claire Lucas | Vallejo, CA |
| LII-2016 | Coaling Station A | Kathleen Terry | Saratoga, CA |
| LIII-2017 | Coaling Station A | Suzanne Seiler | Woodbridge, CA |
| LIV-2018 | Coaling Station A | Kathleen Terry | Saratoga, CA |
| LV-2019 | Coaling Station A | April Turner | Half Moon Bay |
| LVI-2020 - Single Day Event | Turlock Airpark | N/A | Turlock, CA |
| LVII-2021 | Tracy Airport | Tracy, CA |