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

Lindsay Maynard

Lindsay Maynard

Executive Director

Growing up in Lanesborough, MA, I emerged from a family rooted in law enforcement, fostering a commitment to community service and helping others. My education culminated at Mount Greylock Regional High School, shaping my values and sense of responsibility. Engaging with both church and community has been integral to my upbringing. I moved on to Springfield College where I completed my bachelor’s degree in rehabilitation and disabilities studies with a minor in psychology.

I started my career in corrections in 2014, after completing my master’s degree from Springfield College in Clinical Mental Health Counseling. I first started working in re-entry and aftercare case management and then went on to the Western Massachusetts County Correctional Officers academy and graduated as a correctional counselor/correctional officer. I’ve primarily worked with women; advocating, supporting, encouraging, and helping them connect to appropriate resources and services in Berkshire County. My role has been to help incarcerated women successfully re-enter into the community, promoting health and public safety.

My goal has and always will be to promote change within our community and support individuals who are struggling to navigate services surrounding mental health and substance abuse. I’m a strong advocate for women services with hopes to increase female specific services within our community. My goal and mission is to help these individuals rise above their adversities, find purpose and meaning, and use their stories of strength and hope to change the lives of others. We all deserve a second chance!

Lindsay is presently enrolled in the Graduate Certificate in Nonprofit Management program at Northeastern University.

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

Assistant Deputy Superintendent of Community Engagement, Berkshire County Sheriff's Office

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, UpSide413, formerly known as 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

Executive Director, 2nd Street 2nd Chances

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