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
| 2025 – 26 | IN RECESS |
| 2024 – 25 2023 – 24 |
IN RECESS 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 |