| 1989 | 1990 |
| Woman of the Year - Marie Hill | Woman of the Year - Daughter of Mother Jones |
| Man of the Year - Jim Robertson | Man of the Year - Jackie Stump |
| 1991 | 1992 |
| Woman of the Year - Margaret Lacy | Woman of the Year - Frances Lowe, Retired VIP Director VA State AFL-CIO |
| Man of the Year - Jim McCulloch | Man of the Year - Julian Carper, Retired President & Brewster Snow Retired Secretray-Treasurer Virginia State AFL-CIO |
| Profiles in Courage - Granger McFarlane | Profiles in Courage - State Senator Yvonne Miller |
| 1993 | 1994 |
| Woman of the Year - Alma Lee | Dinner Cancelled Due to Bad Weather |
| Man of the Year - Frederick Gerald "Bud" Wright | |
| Profiles in Courage - Congressman Jim Olin, 6th US Virginia District | |
| 1995 | 1996 |
| Woman of the Year - Virginia Diamond | Woman of the Year - Pauline Huffman |
| Man of the Year - Frank Rothweiler | Man of the Year - Gene Moser |
| Profiles in Courage - Don Byer | Profiles in Courage - Richard Cranwell |
| 1997 | 1998 |
| Woman of the Year - Mary Gardner | Woman of the Year - Nell Short |
| Man of the Year - Walter Wise | Man of the Year - David Layman |
| Profiles in Courage - Leslie Bryne | Profiles in Courage - Linda Wyatt |
| 1999 | 2000 |
| Woman of the Year - Dianne Smith, CLUW State Vice President | Woman of the Year - Doris Crouse-Mays, Field Director Dept. Field Mobilization AFL-CIO |
| Man of the Year - James R. Leaman, Secretary-Treasurer VA AFL-CIO | Man of the Year - Jim Wright, Business Rep. Carp. & MW's Local #319 |
| Profiles in Courage - State Senator John Edwards | Profiles in Courage - State Delegate Richard Cranwell |
| 2001 | 2002 |
| Woman of the Year - Gloria Johnson | Woman of the Year - Teresa Dianne Altic, RN with AFGE 1739 |
| Man of the Year - Rick Howard | Man of the Year - Harry Dull, Pres. Shendandoah Valley CLC |
| Profiles in Courage - Charles Robb | Profiles in Courage - State Delegate Clifton A. "Chip" Woodrum |
| 2003 | 2004 |
| Woman of the Year - Joyce Jones, IUE-CWA 161 | Woman of the Year - Jeion Ward |
| Man of the Year - Daniel G. LeBlanc, President VA State AFL-CIO | Man of the Year - Jim Robertson |
| Profiles in Courage - Malfound "Bo" Trumbo | Profiles in Courage - Mark Warner |
| 2005 | 2006 |
| Woman of the Year - Phyllis Butterworth, Secretary-Treasurer IAM 2533 | Woman of the Year - Deborah Kessler |
| Man of the Year - Mike Mays, Business Representative SMART 100 | Man of the Year - Roy Rogers |
| Profiles in Courage - Lt. Gov. of Virginia Tim Kaine | Profiles in Courage - Creigh Deeds |
| 2007 | 2008 |
| Woman of the Year - Cindy Arrington, President IUE-CWA 82161 | Woman of the Year - Sherry Heck, President IUW-CWA 82167 |
| Man of the Year - Gary Kendall, Attorney | Man of the Year - Mike Amos, President USW 1023 |
| Profiles in Courage - State Delegate Jeion Ward | Profiles in Courage - State Senator Jim Webb |
| 2009 | 2010 |
| Woman of the Year - Linda Henderson, IAM 2531 | Woman of the Year - Judy Sibley, IUE-CWA 82161 |
| Man of the Year - Dean Lugarm, IUE-CWA-82162 | Man of the Year - Thomas Miller, IBEW 26 |
| Profiles in Courage - Congressman Tom Perrilo | Profiles in Courage - State Delegate Ward Armstrong |
| 2011 | 2012 |
| Woman of the Year - Margie Brotherton, APWU 482 | Woman of the Year - Wanda Anderson, UAW 2069 Trustee |
| Man of the Year - Chuck Simpson, President CWA 2204 | Man of the Year - Dale Bare, USW 1023 |
| Profiles in Courage - State Delegate Roscoe Reynolds | Profiles in Courage - Retired State Delegate Jim Shular |
| 2013 | 2014 |
| Woman of the Year - Julie Hunter, Communications Director VA State AFL-CIO | Woman of the Year - Naomi Bolden, Area Vice Pres. CWA 2204 |
| Man of the Year - Dan Duncan, Executive Secretary-Treasurer Maritime Trades Division AFL-CIO | Man of the Year - Cliff Carlton, Retired USW 1023 |
| Profiles in Courage - Virginia Diamond, Special Advisor, UAW | Profiles in Courage - Mark Herring, State Attorney General |
| 2015 | 2016 |
| Woman of the Year - Tina Campbell, President Western Virginia CLUW | Woman of the Year - Earleen Miller, UAW 2069 |
| Man of the Year - Mike Spraker, UAW 2069 | Man of the Year - Tim Gibson, Business Agent, SMART 100 |
| Profiles in Courage - State Delegate Sam Rasoul | Profiles in Courage - Kim Adkins, Executive Director Roanoke Area United Way |
| 2017 | 2018 |
| Dinner Cancelled Due to Econimic Issue | Woman of the Year - Gina Maglionic |
| Man of the Year - Manuel Dotson | |
| Profiles in Courage - State Delegate, Chris Hurst | |
| 2019 | 2020 |
| Woman of the Year - Kristy L. Vance, UFCW 400 | Dinner Cancelled Due to Covid |
| Man of the Year - Sam Penn, Sr., USW District 8 Representative | |
| Profiles in Courage - John Edwards | |
| 2021 | 2022 |
| Woman of the Year - Deborah Casey, Retired CWA 2204 | Woman of the Year - Delta Williams, USW 831 |
| Man of the Year - Christopher Via, UAW 2069 | Man of the Year - Steve Meador, Representative UFCW 400 |
Profiles in Courage - UMWA "Freedom Fighters" Woman of the Year - Doris Akers, Retired UAW 2069 Man of the Year - Mark Snell-Cook, Retired APWU 262 Profiles in Courage - State Senator John Edwards | Profiles in Courage - Starbucks Bridges Union Woman of the Year - Nona Hall, NALC 524 Man of the Year - Gene Magruder, Retired USW 8888 Profiles in Courage - United Campus Workers of Virginia Tech |