 | Bob Ingram | Cluster Spires GC, Frederick, MD | 2024 |
 | Greg Muolo (PLAY-OFF) | Rocky Pointe GC, Essex, MD | 2023 |
 | Brian Duffy | Greystone Golf Club, White Hall, MD | 2022 |
 | Jerome Lyons | Heritage Hills Golf Resort, York PA | 2021 |
| Brian Duffy | Queenstown Golf Resort - Lakes | 2020 |
| Jerome Lyons | Links of Gettysburg, Gettysburg, PA | 2019 |
 | Kwang Yim | Royal Manchester, Mt. Wolf, PA | 2018 |
| Kwang Yim | Waverly Woods, Marriottsville, MD | 2017 |
| Bob Ingram | Wyncote | 2016 |
 | Gill Nichols | Myrtle Beach, SC | 2015 |
 | Marty Sadowski | Wyncote | 2014 |
| Bob Ingram | Worthington Manor, Urbana, MD | 2013 |
| Gill Nichols | Woodlands | 2012 |
| Brian Duffy | Maryland National | 2011 |
| Gill Nichols | Waverly Woods, Marriottsville, MD | 2010 |
| Bob Ingram | Waverly Woods, Marriottsville, MD | 2009 |
| Gill Nichols | Beechtree | 2008 |
| Marty Sadowski | Beechtree | 2007 |
| Bob Ingram | Waverly Woods, Marriottsville, MD | 2006 |
| Brian Duffy | Myrtle Beach, SC | 2005 |
 | Alan Burke | Arizona | 2004 |