| 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 Perrott |
| 2023 | Declan McCabe/Simon McCarthy | Nick Hynd / Tyler Rich |