In the first decade of the 1900s, Pomfret was transformed from a collection of "vernacular buildings—most were Colonial Revival frame structures adapted to school use—to a planned institution. The building campaign was financed principally by two patrons: Edward Walker Clark, one of three sons of the Singer Company heir, Alfred Corning Clark, and Frederick G. Bourne," then president of that company. By 1906, Flagg had designed a master plan, using the casual relationship among the original buildings and their New England town green style arrangement as his guide for a formal institutional complex. "Flagg’s master plan reinforced the enduring colonial image of the New England village green." The design set a School Building as anchor for a series of semidetached pavilion style dormitories with a connecting open arcade. The Chapel was appropriately located to be visible from the main road, while the gymnasium and infirmary were arranged along the slope of the hill that led to the playing fields. The pavilion arrangement reflected the influence of Thomas Jefferson's design for the University of Virginia. "The dynamic focus of the scheme was the arcade. It acted as a spine and artery, linking the dormitories together while providing covered access to classrooms in the School Building, a Jeffersonian concept that distinguishes both Monticello and UVA. Regrettably, the architectural virtues of the arcade were abandoned in favor of practicality, and in 1957, it was walled-in during dormitory remodeling."