Past President’s and Vice President’s Cup Champions
| Year | President’s Cup | Vice President’s Cup |
| 2006 | Jeff Mayfield | Gary Perna |
| 2007 | Pat O’Brien | Joe Romaniello |
| 2008 | Pat O’Brien | Marc Schultz |
| 2009 | Alex Lionetti | Sean Sullivan |
| 2010 | Alex Lionetti | Mitchell Schepps |
| 2011 | Bart Weissman | David Tiscia |
| 2012 | Alex Lionetti | Mitchell Schepps |
| 2013 | Lou Argenio | Frank Hendricks |
| 2014 | Jeff Mayfield | Tom Aberle |
| 2015 | Marc Schultz | Howard Meditz |
| 2016 | Jerry Marifke | Joji Parappallil |
| 2017 | Mark Vassalotti | Howard Meditz |
| 2018 | Joseph McHugh | Shelton Hochstedler |
| 2019 | Mark Vassalotti | Peter Silver |
| 2020 | Bart Weissman | Parker Ward |
| 2021 | Ted Blackinton | Zack Robbins |
| 2022 | Joseph McHugh | Tristan Chang |
| 2023 | Bart Weissman | Pete Silver |
| 2024 | Chris DiCocco | Pete Silver |
| 2025 | Bart Weissman | Alex Lionetti |