In the 1980s, Attorney Benkoski was in-house counsel to a small real estate development company. In the early 1990s, Attorney Benkoski was the associate in a small south shore law firm owned by a Chapter 7 panel trustee. In this firm, Attorney Benkoski gained broad experience and an intimate understanding of the competing interests in the Bankruptcy context. Attorney Benkoski learned to help consumers address their financial difficulties and this became her primary focus thereafter. From 1994 to date, Attorney Benkoski has had her own solo practice in Dedham, Massachusetts.