 In 1993, he joined Public Financial Management, Inc., as a Senior Managing Consultant, where he helped to draft and implement Five-Year Plans for the cities of Philadelphia, Pennsylvania, New Haven, Connecticut, and Washington, D.C. From 1999-2001, de Jongh served as president of the St. Thomas-St. John Chamber of Commerce and headed a task force that created the Five Year Operating and Strategic Financial Plan for the government of the Virgin Islands, co-chaired a private-public sector group to negotiate with cruise lines and was selected as Rotary II's Person of the Year.In 2002, de Jongh left Lockhart Companies and unsuccessfully ran for governor as an independent candidate on a platform that addressed education, economic opportunity, crime, healthcare and financial management.De Jongh founded Chilmark Partners, a financial advisory firm focused on engagements in the Eastern Caribbean in 2003.