4x Jim McClenaghan
(2018-1st; 2016-1st; 2013-1st; 2006-1st)
2x Steve Gall
(2015-1st; 2003-1st)
2x Nick D'Angelo
(2008-1st; 2007-1st)
2x Matt Bulger
(2012-1st TIE; 2010-1st TIE
Matt Bulger
Tied for 1st twice-Has never won outright
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