Innovative Leadership

“As a person whose life was once defined by incarceration, trauma, addiction and hopelessness, I am grateful and humble to be a member of the Board of Directors of 2nd Street. It is with great pride that I sit amongst members who are fueled by the understanding that empowerment creates change.”  Gina Arnold, Member of Original Board of Directors

Executive Director

Jason Cuyler

Jason Cuyler

Executive Director

Jason Cuyler is serving as Executive Director of the program. A 22-year employee of the Sheriff’s Office, Jason was most recently a Case Management Coordinator for the Berkshire County House of Correction. In that role, he oversaw the daily operations of his team’s duties and responsibilities, which included, but were not limited to: administering initial screenings and questionnaires, establishing and maintaining counseling relationships with clients, assisting clients with post release coordination of services, assessing and analyzing information for the purpose of developing individualized treatment plans, addressing both institutional and community concerns and helping clients to establish and maintain relations with community agencies.

In addition to Jason’s primary duties and responsibilities, he serves on the Berkshire County Domestic Violence High Risk Team and the Christian Center, Berkshire United Way, and Hillcrest Educational Centers’ Board of Directors. He was recently appointed to the Board of Trustees of Berkshire Community College. Jason received his Bachelor’s Degree in Sociology, and a Certificate in the field of Criminology, from the University of Massachusetts Amherst. He is a Massachusetts Licensed Social Worker.

Board of Directors

The Board of Directors of 2nd Street includes four people from the Sheriff’s Office, one representative of each of the other six founding community partners, three formerly incarcerated individuals, and members of the community at large with relevant experience, expertise, and perspective.

Click the photos to view detailed biographies.

Kristin Accetta

Kristin Accetta

Clinician, Brien Center

Charlie Catacalos

Charlie Catacalos

Exhibitions Research & Content Editor, Berkshire Museum

Becky Crane

Becky Crane

Licensed Social Worker, First and South Church Cathedral of the Beloved

Jason Cuyler

Jason Cuyler

Executive Director, Second Street Second Chances

Alex Daugherty, Vice President

Alex Daugherty, Vice President

Senior Probation Officer, Massachusetts Trial Court

Jennifer Dieringer, Vice President

Jennifer Dieringer, Vice President

Managing Attorney, Community Legal Aid

Pete Gazzillo, Treasurer

Pete Gazzillo, Treasurer

Director of Nutritional Health and Flexible Services, Berkshire Health Systems

Mark Gold, President

Mark Gold, President

Of Counsel, Smith Green & Holmes, LLP

Brad Gordon

Brad Gordon

Executive Director, Berkshire County Regional Housing Authority

Jay Green

Jay Green

Town Administrator, Town of Adams

Brad Little

Brad Little

Superintendent, Berkshire County Sheriff’s Office

Daniel Lowenstein

Daniel Lowenstein

Business Owner

Lindsay Maynard

Lindsay Maynard

Correctional Caseworker/Women’s Re-Entry and Aftercare, Berkshire County Sheriff’s Office

Roberta McCulloch-Dews

Roberta McCulloch-Dews

Vice President of Marketing, Greylock Federal Credit Union

Robert McGraw

Robert McGraw

Trustee, The Donald C. McGraw Foundation

Mike McMahon

Mike McMahon

Reentry Specialist, Berkshire County Sheriff’s Office

Celia Norcross, Clerk

Celia Norcross, Clerk

Dean of Students, Berkshire Community College

Andy Ottoson

Andy Ottoson

Senior Public Health Planner, Berkshire Regional Planning Commission

Ben Sosne, Assistant Treasurer

Ben Sosne, Assistant Treasurer

Executive Director, Berkshire Innovation Center

Kareen Wright

Kareen Wright

Carpenter, AWC Construction