1968 – 1969 to 1999 – 2000 – Known as “C1” Grade
2000 – 2001 to 2001 – 2002 – Known as “E” Grade
2002 – 2003 to 2006 – 2007 – Known as Bob Herman Shield
2007 – 2008 to 2018 – 2019- Known as Bob Herman Shield – Kelly Reserve
2019 – 2020 – Known as Bob Herman Shield – “D” Grade
Premiers
| 2023 – 24 |
Old Ivanhoe Grammarians 3rd XI CC |
| 2022 – 23 |
Fairfield CC |
| 2021 – 22 |
Rivergum 3rd XI CC |
| 2020 – 21 |
Keon Park 2nd XI CC |
| 2019 – 20 |
Northern Socials 2nd XI CC |
| 2018 – 19 |
Strathewen 2nd XI CC |
| 2017 – 18 |
Donath 2nd XI CC |
| 2016 – 17 |
Fiji Victorian 2nd XI CC |
| 2015 – 16 |
Cameron 2nd XI CC |
| 2014 – 15 |
Cobras 2nd XI CC |
| 2013 – 14 |
Strathewen 2nd XI CC |
| 2012 – 13 |
In Recess – Grading Year |
| 2011 – 12 |
Fiji Victorian 2nd XI CC |
| 2010 – 11 |
Fiji Victorian 2nd XI CC |
| 2009 – 10 |
Darebin Chargers 2nd XI CC |
| 2008 – 09 |
Bundoora Park 2nd XI CC |
| 2007 – 08 |
Dennis 2nd XI CC |
| 2006 – 07 |
East Brunswick CC |
| 2005 – 06 |
Strathewen CC |
| 2004 – 05 |
Fairfield 2nd XI CC |
| 2003 – 04 |
Preston Druids 3rd XI CC |
| 2002 – 03 |
Keon Park 3rd XI CC |
| 2001 – 02 |
Keon Park 3rd XI CC |
| 2000 – 01 |
West Lalor CC |
| 1999 – 00 |
Mayston-Bunborough 2nd XI CC |
| 1998 – 99 |
Rivergum CC |
| 1997 – 98 |
Fairfield 2nd XI CC |
| 1996 – 97 |
Strathewen CC |
| 1995 – 96 |
West Lalor 2nd XI CC |
| 1994 – 95 |
Cameron 3rd XI CC |
| 1993 – 94 |
St Andrews CC |
| 1992 – 93 |
East Coburg CC |
| 1991 – 92 |
North Brunswick CC |
| 1990 – 91 |
Rosebank 2nd XI CC |
| 1989 – 90 |
Brunswick Amateurs CC |
| 1988 – 89 |
Rosebank CC |
| 1987 – 88 |
Oakhill 2nd XI CC |
| 1986 – 87 |
Plenty United CC |
| 1985 – 86 |
Prestonite 2nd XI CC |
| 1984 – 85 |
East Brunswick 2nd XI CC |
| 1983 – 84 |
Fairfield Footballers CC |
| 1982 – 83 |
Preston YCW Districts 3rd XI CC |
| 1981 – 82 |
Thomastown 2nd XI CC |
| 1980 – 81 |
Kingsbury 2nd XI CC |
| 1979 – 80 |
Reservoir Colts CC |
| 1978 – 79 |
Northcote United CC |
| 1977 – 78 |
Oakhill CC |
| 1976 – 77 |
Kingsbury CC |
| 1975 – 76 |
Preston YCW CC |
| 1974 – 75 |
Princes Hill CC |
| 1973 – 74 |
Preston Baseballers 4th XI CC |
| 1972 – 73 |
Preston Druids 2nd XI CC |
| 1971 – 72 |
Regent District 2nd XI CC |
| 1970 – 71 |
Bell Ramblers 2nd XI CC |
| 1969 – 70 |
St Johns CC |
| 1968 – 69 |
Preston Football Club 2nd XI CC |
