Town

Mary Dudley

Shelter Island Town Council

A full-time resident of Shelter Island since 2012, Mary brings her 20+ years of experience as a paralegal in construction, contract, product liability, and person injury litigation, medical malpractice, real estate, landlord/tenant issues, and more. She is a member of the Fire Dept. Auxiliary, American Legion Auxiliary, Shelter Island Country Club, and Ladies Bowling League She worked 2.5 years at a Shelter Island real estate office where she gained immense knowledge and appreciation of Island real estate and associated issues.

Nicholas Krupski

Southold Town Trustee
Nick Krupski

A. Nicholas Krupski current Vice President and incumbent to the Southold Town Trustees was born and raised in Cutchogue. He currently resides on the family farm where he has been working alongside his father and late grandfather for many years.

Nick attended SUNY Cortland where he earned a Bachelors in Geology and Environmental Science. He went on to LIU where he earned his Masters in Biology and education.

Adam Grossman

Southampton Town Justice
Adam Grossman

Adam Grossman was raised in Sag Harbor, and currently lives in Hampton Bays, where he has owned his home for 20 years. He is an attorney who has practiced law for 28 years. He is a 1983 graduate of Pierson High School in Sag Harbor, a 1987 graduate of Dowling College in Oakdale, and a 1991 graduate of Pace University School of Law in White Plains.

He has a solo law practice located at 120 Court Street, Riverhead, and has been a practicing attorney throughout his career, specializing in real estate, civil litigation, zoning and land use, estate practice, business law, and estate planning. For two years, in 1998 and 1999, he served as Riverhead Town Attorney, where he worked closely with the Riverhead Town Board, and additionally served as Special Prosecutor of Town Code violations, while also gaining critical knowledge and experience in the operations of Town government.

Sylvia Overby

East Hampton Town Council
Sylvia Overby

Having grown up in Florida, it has been said that Sylvia puts the charm in “Southern.” She and husband Steve have lived in Amagansett for 31 years.
Sylvia has a bachelor’s degree in biology. She has taught middle school biology, been a manager for Macy’s, where she met Steve, and, while living in Atlanta, started her own business baking restaurant cheesecakes. The business was sold profitably just before she and Steve moved to Amagansett full-time.
Their two sons, Alec and Andrew, are graduates of Amagansett Elementary and East Hampton Middle School and High School. Alec married Blake in a ceremony at the Amagansett Presbyterian Church with the bride’s father officiating!

James Colligan

Shelter Island Town Council
James Collagan

James Colligan (Jimmy) was elected as Shelter Island Town Councilman in November 2015. His sound educational background includes a BS from Niagara University, a Masters from Adelphi and a Diploma in School Administration from Hofstra. A Vietnam and Desert Storm Veteran, he is a recipient of two Bronze Stars which brought him to the rank of Colonel, US Army. After a long career in education and coaching, and many years of local volunteer work, he entered political office. In his own words, “It has been a privilege to serve as your councilman. My involvement on five major town committees has been both challenging and rewarding. My commitment to improving water quality, community housing initiatives, the infrastructure, lower tick-density, as well as updating and adopting a comprehensive plan, are my major goals for a 2nd term. This requires a vision, leadership, hard work, as well as being a problem solver. I ask for your support and welcome the challenges that lie ahead.”