| Year | Name | Company | Chapter |
| 1989 – 1992 | D. Dotter | D. Dotter Services for Older Adults, Founder, Steering Committee | Robinson |
| 1992 | Dolores Pratt Williams | Xanthus Publishing & Printing | East |
| 1993 | Lynne Spreng | Cruise Central | South Hills |
| 1994 | Lee Mularski (resigned) | Tax Accountant | Washington |
| 1994 | Carole Babish | The New England | South Hills |
| 1995 | Laraine Hicks | Craig Printing & Graphics | Beaver |
| 1996 | Barbara Mohajery | Mohajery & Associates | Allegheny Valley |
| 1997 | Pat O’Brien | American Express | Allegheny Valley |
| 1998 | Laurie Igiel | What’s What?? | Central |
| 1999 | Terry Joyce-Watson | Fitness Trainer | South Hills |
| 2000 | Rebecca Reynolds-Young | Kate & Allie’s Café & Catering | South Hills |
| 2001 | Rebecca Reynolds-Young | Kate & Allie’s Café & Catering | South Hills |
| 2002 | Cathy Dernorsek | Mary Kay | North Versailles |
| 2003 | Cathy Dernorsek | Mary Kay | North Versailles |
| 2004 | Rebecca Winter | Success Horizons | Laurel Highlands |
| 2005 | Chris Miller | Watkins | Norwin |
| 2006 | Chris Miller | Watkins | Norwin |
| 2007 | Beverly Woodside | Arbonne | Allegheny Valley |
| 2008 | Melissa Venneri | Airport Chem Dry | Wexford |
| 2009 | Melissa McGavick | McGavick Interactive | Cranberry |
| 2010 | Kathleen Schneider | The Law Offices of Kathleen Schneider | East |
