After his tenure in the United States Navy, Robert was named the Vice President of Technical Services for Starrett Property Services Inc. During this time he was responsible for maintaining hundreds of residential and commercial high rise buildings and supervising several thousand employees. During his term at Starrett Property services, Robert learned the importance of maintaining a fiscally responsible budget, something he continues to do for Village of Freeport. In 1984, Robert decided to leave Starrett Property Services to open up his own entrepreneurial venture. 

Winston Mechanical Corporation is a successful commercial HVAC company that services the Tri-State area. 

Robert has been married for 37 years to his wife Mary. They have three sons, Robert Vincent and Michael, and four grand-children, Leah, Olivia, Vincent and Eliana. He enjoys spending his weekends surrounded by his family, often spending time on the water, or having family and friends at his home to watch the New York Giants. Robert has employed the same open door policy to the Village of Freeport, taking the time out of his busy day to meet with any and all residents who would like to discuss a particular matter.

Robert is an accomplished FAA Pilot, licensed U.S. Coast Guard Captain (100 Ton), and a certified SCUBA diver. In addition, he is a member of the NAACP, American Legion, U.S. Coast Guard Auxiliary (Division Chief), (AOPA) Aircraft Owners and Pilots Association, (USCOM) the United States Conference of Mayors, (NCVOA) the Nassau County Village Officials Association as 1st Vice-President, and (NYCOM) the New York Conference of Mayors on the Executive Committee.