Robert Dollar has been involved in construction since 1968 when he worked on a crew casting post-tension pilings for the Illikai Hotel in Waikiki, Honolulu. After military service he began designing furniture at his shop in the Sierra Nevada near Lake Tahoe, was part of the California crafts movement and designed and built restaurants there until 1979 when he move to Valparaiso, Chile. There he started a SENCE approved language school until 1983 when he returned to the U.S. Mr. Dollar began designing storefronts for retail shopping centers in South Florida integrating post tension fabric structures and watercourses into the architecture as part of the developer team.

As VP of construction for The Brandon Company he helped develop over 2 million square feet of commercial space on 13 projects in 7 years. In 1994, after a stint back in California restoring Gold Rush era historic structures for the California State Parks system, Mr. Dollar was a general contrator building restorations and remodels in historic Coral Gables. In 2000 he became a superintendent/project manager supervising high-end interior construction in high-rise commercial buildings in Miami.