| Year | Gross Winners | Net Winners |
| 2000 | Jeff Mayfield / Pat O’Brien | Unknown |
| 2001 | Unknown | Unknown |
| 2002 | Jason Jaworoski / Tony Tedesco | Sal Rende / Larry Tedesco |
| 2003 | Jason Jaworoski / Tony Tedesco | Steven Can / Jim Daly |
| 2004 | Andrew Feldman / Jeff Teasdale | Jon Lowne / Paul Russell |
| 2005 | Unknown | Unknown |
| 2006 | Darren Anderson / Max Miller | Fred Pustay / Duane Hill |
| 2007 | Joe Buchetto / Mark Larobina | Robert Fogel / Andy Bender |
| 2008 | Scott Chinitz / Bart Weissman | Unknown |
| 2009 | Mark Larobina / Jason Jaworoski | Dennis Mancini / George Arias |
| 2010 | Colin Velander / Chad Weissman | Andy Feldman / Jeff Teasdale |
| 2011 | Andy Feldman / Jeff Teasdale | Chris Velander / George Arias |
| 2012 | Robert Whetsell / Jeremy Kowalski | Simon Gardiner / Tom Rice |
| 2013 | Bart Weissman / Chad Weissman | Rich Leviss / Mark Vassalotti |
| 2014 | Robert Whetsell / Kevin Lauretti | Ciro Pirone / Alasdair MacMaster |
| 2015 | Eric Bleile / Tony Tedesco | Bill Duggan / Ryan Duggan |
| 2016 | Jamie Russo / Andre Sieh | Howard Kraus / Mark Staines |
| 2017 | Chris Velander / George Arias | Bob Kolenberg / Lenny Canora |
| 2018 | Bart Weissman / Chad Weissman | Tom Yates / Steve Hagedus |
| 2019 | Declan McCabe / Cahal McMonagle | Lenny Canora / Bob Kolenberg |
| 2020 | Declan McCabe / Simon McCarthy | Justin Beal / Kevin Miller |
| 2021 | Joseph McHugh / Skip Wells | Daniel Dwyer / John Farro |
| 2022 | Declan McCabe / Simon McCarthy | Justin Henderson / John Perrotti |
| 2023 | Declan McCabe / Simon McCarthy | Nick Hynd / Tyler Rich |
| 2024 | Bart Weissman / Mark Vassalotti | Sean Durkin / John Perrotti |