James J. Read, Chief of Police

Chief Read holds a Bachelor’s of Science Degree in Education from SUNY Cortland and received his Master’s Degree in the Administration of Justice and Security from the University of Phoenix in 2013. In 2009 he completed a course of instruction at the FBI’s National Academy in Quantico, VA, as a member of the 236 class. He joined the Shelter Island Town Police Department in 1987 as a Police Officer. Chief Read was promoted to sergeant in 1996 and to Chief of Police in 1998. Under his leadership the police department has made numerous technological advancements including a digital records management system, which included adding computer terminals in patrol cars to document incident reports and access vital information. He led the department in an in-depth analysis of the rules, regulations, and operational practices that culminated in achieving New York State accreditation in 2009. Chief Read is also the Town's Emergency Management Coordinator. 
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Jack H. Thilberg, Detective/Sergeant
Detective Division

Detective Sergeant Thilberg joined the force in 1989 and was promoted to Detective in 1995 and Detective Sergeant in 1998. In addition to serving as the Executive Officer of the Department, D/Sergeant Thilberg is directly responsible for the Criminal Investigations, Juvenile Investigations, Warrants, Property/Evidence, and Special Operations components of the department.

Detective Sergeant Thilberg has received advanced training in various disciplines including sex crimes identification and crime scene procedures, serious and fatal accident investigation, child abuse and neglect investigations, computer and electronic crime investigations, FBI interview & interrogation tactics, and DEA narcotic enforcement school. He serves as the department's training instructor, and dive team leader. Detective Sergeant Thilberg is a certified master diver with numerous certifications including law enforcement underwater investigations. 

Detective Sergeant Thilberg is a four-time recipient of the Southampton Kiwanis Club's Officer of the Year Award.

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Terrence L. LeGrady, Sergeant
Patrol Division

Sergeant Terrence LeGrady began his career in law enforcement in 2000 as an officer with the NYPD. He was hired as an officer with the Shelter Island Police in 2005 and was promoted to Sergeant in May of 2018.  Sergeant LeGrady is responsible for the Patrol Division, youth and community services, and is the assistant emergency management coordinator within the department.

Sergeant LeGrady is a two-time recipient of the Southampton Kiwanis Club's Officer of the Year Award, a two-time recipient of the Edward R. Byrne award for the borough of Queens, and a recipient of the Top Cop award from the Suffolk County Police Reserves.

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sipd officers and administrative

Police Officer David McGayhey
Police Officer Anthony Rando
Police Officer Kevin Springer
Police Officer Andrew Graffagnino
Police Officer Glenn Kehl Police Officer James Read III



Bay Constable Albert Labrozzi
Bay Constable Peter Vielbig
Bay Constable John Mahoney

Police Senior Clerk Jennifer Beresky
Police Clerk Amanda Gutiw