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| Congratulations first time winner Sergio Costa |
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| Season |
Player |
Player |
| 2018 - Winter |
Sergio Costa |
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| 2018 - Spring |
Matty Iannello |
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| 2017 - Winter |
Shawn Miville |
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| 2017 - Spring |
Matt Iannello |
George Medeiros |
| 2016 - Winter |
Dave Costa |
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| 2016 - Spring |
Dominic Defrancisco |
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| 2015 - Winter |
Shawn Miville |
Dominic Defrancisco |
| 2015 - Spring |
Matt Iannello |
|
| 2014 - Winter |
John Desmond |
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| 2014 - Spring |
Angelo Deluca |
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| 2013 - Winter |
Bill Gardynski Jr. |
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| 2013 - Spring |
Mark Stickney |
Jon Picard |
| 2012 - Winter |
Dave Curcio |
Nick Romano |
| 2012 - Spring |
Franco Grutti |
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| 2011 - Winter |
Matt Iannello |
|
| 2011 - Spring |
Doug Sedille |
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| 2010 - Winter |
Dave Curcio |
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| 2010 - Spring |
Brian Dowd |
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| 2009 - Winter |
Sandro Grutti |
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| 2009 - Spring |
Tony Medeiros |
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| 2008 - Winter |
Matt Iannello |
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| 2008 - Spring |
Mike Luise |
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| 2007 - Winter |
Franco Grutti |
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| 2007 - Spring |
Mark Stickney |
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| 2006 - Winter |
Doug Sedille |
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| 2006 - Spring |
Steve Witkus |
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| 2005 - Winter |
Joe Lentini |
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| 2005 - Spring |
Peter Moniz |
Dave Costa |
| 2004 - Winter |
Sandro Grutti |
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| 2004 - Spring |
Shawn Miville |
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| 2003 - Winter |
Matt Iannello |
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| 2003 - Spring |
Joe Shannon |
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| 2002 - Winter |
Tom Gallagher |
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| 2002 - Spring |
Mike Travassos |
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| 2001 - Winter |
Denny Beaupre |
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| 2001 - Spring |
Dan Broderick |
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| 2000 - Winter |
Peter Moniz |
Milton Moniz |
| 2000 - Spring |
Nelson Sousa |
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