| 2000 | Grange Fourth XI |
| 2001 | Drummond |
| 2002 | Edinburgh Second XI |
| 2003 | Largo Second XI |
| 2004 | Boroughmuir Second XI |
| 2005 | Kismet |
| 2006 | Broomhall |
| 2007 | Carlton Third XI |
| 2008 | Edinburgh South |
| 2009 | Stirling County Third XI |
| 2010 | Morton |
| 2011 | Edinburgh South Second XI |
| 2012 | Selkirk |
| 2013 | Glenrothes Second XI |
| 2014 | Tranent |
| 2015 | Old Contemptibles |
| 2016 | Melrose |
| 2017 | Dunnikier Second XI |
| 2018 | Holy Cross Second XI |
| 2019 | Leith Franklin Academical Beige Second XI |
| 2020 | No competition |
| 2021 | Bass Rock |
| 2022 | Edinburgh South Second XI |
| 2023 | Gala Second XI |
| 2024 | Morton Third XI |
Alan Veitch, Neil Leitch
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