This is the youngest of all the Handicaps, only being introduced in 2004 by the newly elected President Bill Connolly, who also sponsored the competition.
| Year | Winner | Club | Runner Up | Club |
|---|---|---|---|---|
| 2004 | B.J. O'Neill | Springhead Libs | A.E. Plows | Nimble Nook |
| 2005 | G Wrigley | Delph Cricket | D Watts | Copster Park |
| 2006 | S Bentley | North Chadderton | D Watts | Copster Park |
| 2007 | A.E. Plows | Nimble Nook | D Morris | Springhead Libs |
| 2008 | G Wrigley | Delph Cricket | D Morris | Springhead Libs |
| 2009 | T Queenan | Werneth Park | R Nisbet | Nimble Nook |
| 2010 | A Bidwell | Springbank | D Hoyle | Tonge |
| 2011 | S Bentley | North Chadderton | D Hoyle | Tonge |
| 2012 | T Rogers | Springhead Libs | J Thornley | Springhead Libs |
| 2013 | B Horrocks | Crompton | D Lord | North Chadderton |
| 2014 | M O'Donnell | Springbank | D Farrell | Friezland |
| 2015 | F Cassidy | Nimble Nook | D Robinson | Nimble Nook |
| 2016 | M Foskett | Tonge | B Seville | Tonge |
| 2017 | A Hodson | Springbank | W McDermott | Springbank |
| 2018 | C Allott | Fitton Park | R Morris | Dunwood Park B |
| 2019 | R Price | Royton Cricket A | B Chapman | Chadderton Hall Park A |
| 2020 | No Competition | - | - | - |
| 2021 | P Biram | Werneth Park | J Baxter | Dobcross |
| 2022 | W McDermott | Springbank | E Worthington | Tonge B |
| 2023 | No Competition | - | - | - |