Gold-plated cup with twin loop handles and a floral embossed border, raised on a spreading timber plinth.
Awarded For: Awarded for the winning team in the Inter-Area Pony Clubs Team's Jumping Contest.
Donated By: Donated by the late Mr Clive Ogilvy CBE, and first presented in 1960. Mr Ogilvy, together with Samuel Hordern, started the Pony Clubs in NSW. On retiring from active work with the Pony Club Association he became Patron of the Association until his death.
| Name | Year |
|---|---|
| Zone 1 - A Team | 1960 |
| Zone 14 pony Club | 1961 |
| Zone 2 Pony Club | 1962 |
| Zone 9 Pony Club | 1963 |
| Zone 16 Pony Club | 1964 |
| Zone 4 Pony Club | 1965 |
| Zone 14 Pony Club | 1966 |
| Zone 7 Pony Club | 1967 |
| Zone 19 Pony Club | 1968 |
| Zone 9 Pony Club | 1969 |
| Zone 2 Pony Club | 1970 |
| Area 1 Pony Club | 1971 |
| Area 5 Pony Club | 1972 |
| Area 2 Pony Club | 1973 |
| Area 2 Pony Club | 1974 |
| Area 3 Pony Club | 1975 |
| Area 5 Pony Club | 1976 |
| Area 1 Pony Club | 1977 |
| Area 6 Pony Club | 1978 |
| Area 2 Pony Club | 1979 |
| Area 1 Pony Club | 1980 |
| Area 4 Pony Club | 1981 |
| Area 2 Pony Club | 1982 |
| Area 2 Pony Club | 1983 |
| Area 6 Pony Club | 1984 |
| Area 4 Pony Club | 1985 |
| Area 6 Pony Club | 1986 |
| Area 2 Pony Club | 1987 |
| Area 1 Pony Club | 1988 |
| Area 3 Pony Club | 1989 |
| Area 6 Pony Club | 1990 |
| Area 1 Pony Club | 1991 |
| Area 1 Pony Club | 1992 |
| Area 3 Pony Club | 1993 |
| Area 6 Pony Club | 1994 |
| Area 3 Pony Club | 1995 |
| Area 2 | 1996 |
| Area 2 | 1997 |
| Area 1 Pony Club of NSW | 1998 |
| Area 2 | 1999 |
| Area 4 | 2000 |
| Area 5 Pony Club Association of NSW | 2001 |
| Area 3 Pony Club Association of NSW | 2002 |
| Area 5 Pony Club Association of NSW | 2003 |
| Area 1 Pony Club Association of NSW | 2004 |
| Area 1 Pony Club Association of NSW | 2005 |
| Area 2 Pony Club Association of NSW | 2006 |
| Area 6 Pony Club Association of NSW | 2007 |
| Not Awarded | 2008 |
| Area 3 Pony Club Association of NSW | 2009 |
| Area 1 Pony Club Association of NSW | 2010 |
| Area 3 Pony Club Association of NSW | 2011 |
| Area 1 Pony Club Association Of NSW | 2012 |
| Area 1 Pony Club Association of NSW | 2013 |
| Area 4 Pony Club Association of NSW | 2014 |
| Area 2 Pony Club Association of NSW | 2015 |
| Area 3 Pony Club Association of NSW | 2016 |
| Area 1 Pony Club Association of NSW | 2017 |
| Area 1 Pony Club Association of NSW | 2018 |
| Area 5 Pony Club Association of NSW | 2019 |
| No Competition - Show Cancelled | 2020 |
| Area 6 Pony Club Association of NSW | 2021 |
| Area 1 Pony Club Association of NSW | 2022 |
| Area 1 Pony Club Association of NSW | 2023 |
| No Competition | 2024 |