| Dirigo High School 100 Win Club | ||
| Jon Smith | 153 | 2008 |
| Derek Daley | 147 | 2008 |
| Caleb Hall | 139 | 2012 |
| Josh Palmer | 136 | 2009 |
| Brett Whittemore | 120 | 2013 |
| Jesse Hutchinson | 118 | 2014 |
| Dennis "DJ" Webber | 117 | 2013 |
| Kyle Miele | 113 | 2007 |
| Chad Oakes | 111 | 2010 |
| Devin Brann | 108 | 2006 |
| Thomas Barnett | 108 | 2013 |
| Merle Lufkin | 107 | 1999 |
| Alex Miele | 107 | 2010 |
| Mike Jonaitis | 106 | 2007 |
| Pat O'Leary | 103 | 2007 |
| Nelson Pepin | 103 | 2013 |
| Zach White | 102 | 2013 |
| Derek Turnbull | 100 | 2001 |
| Brandon Jonaitis | 100 | 2010 |