This award is presented to an Association that has demonstrated support of OASA goals and operations, achieved success as an organization, and fostered fastball within their community.
| Prior to 2006 – Chepstow, Cobourg, Napanee & St. Thomas | |
| 2006 | Oshawa City & District |
| 2007 | Waterloo District Fastball |
| 2008 | Stratford Memorials |
| 2009 | Port Perry & District, Sydenham |
| 2012 | Tavistock |
| 2013 | Toanche Parks and Recreation |
| 2016 | Twin Centre (Wellesley) |
| 2017 | Innerkip |
| 2018 | Whitchurch-Stoufville |
| 2019 | Springbrook Minor Ball |
| 2020 | Tara Minor Softball |
| 2023 | Wilmot Softball Association |
To nominate an association for this award, click here
