| 2000 | Diane St. Jean, Diane St. Jean Designs and Above and Beyond - Helen and Donald Sanders |
| 2001 | Richard Sirois - Sirois Insurance |
| 2002 | Tina Maiorino - Nippo Lake Golf Club |
| 2003 | Paula Blanchette - Federal Savings Bank |
| 2004 | Cleve & Lindy Horton, Calef's Country Store Above and Beyond - Kathie Bystrek |
| 2005 | Marian Norohna - Turbocam |
| 2006 | George Lovejoy- Lovejoy Real Estate |
| 2007 | Michael Nadeau - Irvings |
| 2008 | John and Linda Svenson - The Christmas Dove |
| 2009 | Keith Newton D.F. Richard |
| 2010 | David Ranson - Edward Jones |
| 2011 | Melissa Aho - Ultra Geothermal. Inc |
| 2012 | Metrocast |
| 2013 | Jim Sunderland - JJ Sunderland Construction Co |
| 2014 | Ron St Jean - Ron St. Jean Photography |
| 2015 | Joann Toomey - My Painted Treasures |
| 2016 | Barrington Walkin Care |
| 2017 | Wendy & Glenn Chase - Avalon Promotions |
| 2018 | Raymond Bisson - Stonewall Surveying |
| 2019 | Cornerstone VNA |
| 2020 | Canceled due to COVID |
| 2021 | Canceled due to COVID |
| 2022 | Michael Guyre - Audio Events |