| 2023 |
Jim Penders |
Coach - University of Connecticut |
| 2022 |
Peter Pasquarosa |
Wheaton College/Harwich Mariners |
| 2021 |
Kelly Rodman |
Scout, New York Yankees |
| 2019 |
Mike Connolly |
Bowdoin College |
| 2018 |
Barry Rosen |
Coach - Merrimack, St. Anselm's |
| 2017 |
Peter Frates |
Player - Boston College |
| 2016 |
Judy Walden Scarafile |
President, Cape Cod League |
| 2015 |
Joe Cacciatore |
Umpire |
| 2014 |
Greg Kaye |
NCAA Chair |
| 2013 |
Steve Buckley |
Boston Herald |
| 2012 |
Bob Corradi |
Coach - Mass. Maritime Academy |
| 2011 |
Paul Sweeney |
S.I.D., Tufts University |
| |
Harry Ayotte |
NECBL |
| 2010 |
John Doldoorian |
Scout |
| 2009 |
Rod Oreste |
Public Relations, Boston Red Sox |
| 2008 |
John Wylde |
Wareham Gatemen |
| 2007 |
Buzz Bowers |
Scout, Boston Red Sox |
| 2006 |
Nick Zibelli |
CBUA |
| 2005 |
John Casey |
Coach - Tufts University |
| 2004 |
Lee Conrad |
Athletic Director, Wentworth |
| 2003 |
Joe Driscoll |
Umpire |
| 2002 |
Andy Baylock |
Coach - University of Connecticut |
| 2000 |
Sumner Dubrow |
Diamond |
| 1999 |
Carol Ihlenberg |
Ringer |
| 1998 |
Bill Currier |
Coach - University of Vermont |
| 1997 |
Carmen Cacciatore |
Umpire |
| 1996 |
Lou Gorman |
General Manager, Boston Red Sox |
| 1995 |
Jack Molloy |
S.I.D., Brandeis University |
| 1994 |
Dick Bergquist |
Coach - University of Massachusetts |
| 1993 |
Dan Gooley |
Coach - Univ. of Hartford & Quinnipiac |
| 1992 |
Joe Zavattaro |
Coach - North Adams State |
| 1991 |
Bernie Murphy |
Umpire |
| 1990 |
Al Card |
Umpire |
| |
Dick Bresciani |
VP Public Administration, Boston Red Sox |
| 1989 |
Dick Foley |
Scout |
| 1988 |
John Claffey |
Wareham, Cape Cod League |
| 1987 |
Ed Mariano |
Umpire |
| 1986 |
Vernal Allen |
South Portland, Maine, Sponsor |
| 1985 |
Don Cook |
Coach - University of Hartford |
| |
Roy Mumpton |
Sportswriter, Worcester Telegram |
| 1984 |
Len Merullo |
Scout |
| |
Bob "Curley" Clements |
Umpire |
| 1983 |
Tom Shea |
Sportswriter, Springfield Union |
| |
Rich Lewis |
S.I.D., Providence College |
| 1982 |
Ben Mondo |
Owner, Pawtucket Red Sox |
| 1981 |
Larry Panciera |
Coach - University of Connecticut |
| |
Tony Adams |
WCAX TV, Burlington, VT |
| 1980 |
Wayne Norman |
Electronic Media |
| |
Jack Lanzillo |
Umpire |
| 1979 |
Hank Majinger |
Coach - Central Connecticut State |
| |
Jack Vallely |
Coach - Curry College |
| 1978 |
Archie Allen |
Coach - Springfield College |
| |
Norm Daniels |
Coach - Wesleyan University |
| |
Bill Stewart |
Coach - Boston English HS |
| |
Rusty Yarnell |
Coach - University of Lowell |
| |
Gene Casey |
Coach - Southern Connecticut State |
