2011
Outstanding Philanthropists – E.J. and Terry Jaxtimer
Outstanding Business/Organization Award – Ocean Edge Resort and Golf Club
Outstanding Volunteer Award – Fred Bommer
Outstanding Youth Award – Cassidy O’Connor
2010
Outstanding Philanthropist – The Penn Family
Outstanding Volunteer – William A. McClennan
Outstanding Business/Organization – Falmouth Road Race
Outstanding Youth – Molly Lomenzo
2009
Outstanding Philanthropist – James and Ruth Clark
Outstanding Volunteer – Betsy Warren
Outstanding Business/Organization – Nick Nickerson, Arnold’s Lobster and Clam Bar
Outstanding Youth – Amanda Person, My Cinderella Dreams
Outstanding Youth Organization – Cape Cod Academy Coffee House Program
2008
Outstanding Philanthropist – Sally M. Cross
Outstanding Volunteer – Margaret G. Van Sciver
Outstanding Business/Organization – Cape Medical Supply
2007
Outstanding Philanthropist – Roger Ludwig, Trustee, Frank X. and Mary E. Weny Charitable Trust
Outstanding Volunteer – Burt Wolfman
Outstanding Business/Organization – Brian and Cindy Dacey, Bayside Builders
2006
Outstanding Philanthropist – Doreen Bilezikian
Outstanding Volunteer – Robert Rogers
Special Inspiration Award – Ing Family
Outstanding Business/Organization – TD Banknorth
2005
Outstanding Philanthropist – Linda and Bill Zammer
Outstanding Volunteer – Donald LeSieur
Outstanding Volunteer – Susanne Goodman Hallstein
Outstanding Business/Organization – Nantucket Golf Club
2004
Outstanding Philanthropist – David Mugar
Outstanding Volunteer – Ernest Smily
Outstanding Business/Organization – Davenport Companies
2003
Outstanding Philanthropist – Dr. Joan Bentinck-Smith
Outstanding Volunteer – Pearl & Michael Wolfson
Outstanding Business/Organization – Cape Cod Five Cents Bank Foundation
2002
Outstanding Philanthropist – Maureen & Frank Wilkens
Outstanding Volunteer – Joe Signore
Outstanding Business/Organization – Chatham Wayside Inn, David & Gail Oppenheim
2001
Outstanding Philanthropist – L. Paul Lorusso
Outstanding Volunteer – Dick Sullivan
Outstanding Business/Organization – The Last Gasp, Bill Murphy
2000
Outstanding Philanthropist – S. Murray Rust, Jr.
Outstanding Volunteer – Betsy & Townsend Hornor
Outstanding Business/Organization – Cape Air/Nantucket Airlines
1999
Outstanding Philanthropist – Herbert L. Willett, III
Outstanding Volunteer – Charles N. Robinson
Outstanding Business/Organization – CCBT Financial Companies