After spending several summers in Southampton, Bob purchased an aesthetically challenged house in need of major restoration on Upper Sag Harbor Cove in 1998. A separate garage was annexed to the house and turned into a spacious, open kitchen overlooking the cove. A second-floor walk-around cupola offers views of Upper Sag Harbor Cove, Shelter Island and even the Sag Harbor Village Municipal Building.

After subsequently renovating a historic house on Suffolk Street, Bob then moved on to replace a house on Rysam Street with a historical replica of modular construction - the first of its kind in Sag Harbor. A real estate agent for Prudential Douglas Elliman in New York City in the 1990s, Bob eventually became an agent for the local office of the company due to the quantity of Sag Harbor properties he bought and sold.

Bob considers the village of Sag Harbor to be one of the last remaining historical villages in America. Inspired by the houses in the village, most of Bob's turn-key houses also feature many historic details and either are fully restored to their original character or are designed to be a "new" old house. Today, after restoring or building more than a dozen houses, Bob finds Sag Harbor to be a timeless village with an outstanding future.