Berkshire County Sheriff's Office

03/19/2026

We want to send a huge congratulations to ADS Thomas Grady on receiving his Massachusetts Professional Emergency Management (Specialist Level) Certification today from MEMA Deputy Director Pat Carnevale at the MEMA Quarterly Emergency Management Directors Meeting.

This achievement represents the culmination of hundreds of hours of coursework, extensive planning efforts, and real-world experience serving as an Incident Commander during emergency response operations, along with the successful completion of numerous specialized program requirements.

The Massachusetts Emergency Management Agency’s Massachusetts Professional Emergency Manager (MPEM) Program is a distinguished professional development and recognition program for Emergency Managers. Designed through a combination of online and classroom instruction, along with hands-on experience, the program enables participants to demonstrate both their commitment to the profession and a high level of expertise in the field.

We are incredibly proud of ADS Grady’s dedication, hard work, and continued commitment to serving our community. Congratulations on this well-earned accomplishment!

03/18/2026

Team BCSO was proud to be present in support of our very own Lindsay Cornwell as she received her 40 Under 40 Award this evening.

Amazing job, Lindsay! We are incredibly proud of the tremendous work that you do and this well-deserved recognition.

03/17/2026

Team BCSO would like to extend a huge thank you to the 4th grade students and staff at Morris Elementary School in Lenox for welcoming ADS Jason Cuyler into the classroom. It was an incredible opportunity to highlight the importance of foundational education such as reading, writing, and math, while also emphasizing the value of kindness, compassion, and empathy.

We truly appreciate the warm welcome and the chance to connect with such an amazing group of students!

03/11/2026

Great job by Team BCSO today explaining the amazing work being done through our Aquaponics Program. Thank you to the staff and students for welcoming us and allowing us to share how this program benefits the community.

03/11/2026

The Berkshire County Sheriff’s Office, Jail and House of Correction has an opening for a full time (8:00AM-4:00PM Monday through Friday) Civil Process Division clerk.

Salary Range: $63,504.35 to $77,224.63 per year based on experience.

Duties include providing administrative support to the Civil Process Division (located at our Second Street facility), filing, managing records, preparing documents for service, answering phone calls and responding to inquiries from the public, the courts and attorneys. Applicants must be computer proficient in Microsoft Office 365, able to learn department specific software programming, detail oriented and able to work independently and as part of a team. Ideal candidate will have strong communication and organizational skills, be able to multi-task, prioritize and problem solve in a fast-paced environment.

Full state benefit package including life, health, dental/vision insurance, deferred compensation plan, flexible spending account, generous paid leave plans, tuition remission at state colleges, vesting in State Retirement Plan after 10 years of service, annual step increases, and the following education incentive annually (after completion of one year probationary period):

Associates Degree - $2,000.00
Bachelors Degree - $2,500.00
Masters Degree - $4,400.00

Applications available on our website: bcsoma.org or may be picked up in our main lobby at 467 Cheshire Road, Pittsfield, MA., and returned to Diane Maynes, ADS, Berkshire County Sheriff’s Office, 467 Cheshire Road, Pittsfield, MA 01201. Application deadline: April 15, 2026. EOE/AA

03/10/2026

Team BCSO was invited to assist the Pittsfield Police Department today at the Boys & Girls Club of Pittsfield for their Community Helper Week.

A special thank you to the teachers, staff, and students for welcoming us and allowing us to share how we help serve our community.

03/05/2026

Team BCSO is excited to spend the day at Western New England University connecting with students and staff. Opportunities like this allow us to share the important work we do and engage with the next generation of professionals.

03/05/2026

A tremendous thank you to the Rotary Club of Pittsfield for this wonderful article highlighting our very own, Assistant Deputy Superintendent Jason Cuyler.

It’s an incredible tribute to a career dedicated to giving back to the community he proudly calls home while continually stepping up to help those in need.

We are truly grateful to have him on our team and thankful to the Rotary Club for recognizing his commitment, leadership, and service.

Our guest speaker last week who filled us in on all the happenings with the Berkshire County House of Correction and Second Street Second Chances.

Jason Cuyler is a lifelong resident of Berkshire County and was raised on the westside of Pittsfield. He attended both public and private schools before graduating from St. Joseph Central
High School and going on to attend the University of Massachusetts where he earned his bachelor's degree in Sociology, along with a certificate in Criminology.

Following graduation, Jason began his professional career at Hillcrest Educational Center, later working for the Department of Social Services, before joining the Berkshire County Sheriff's
Office in 2000 as an entry-level Case Manager. Over the past 25 years, he has worked his way through the organization and currently serves as the Assistant Deputy Superintendent of
Community Engagement.

Jason strongly believes in the importance of community and collaboration. He previously served on the Berkshire United Way Board and currently serves on the Christian Center Board of
Directors, Hillcrest Educational Centers Board of Directors, Berkshire Community College Board of Trustees, Mill Town Capital Advisory Board, Berkshire Health Systems Community
Benefits Advisory Committee, the Berkshire County Sheriff's Charitable Foundation, and the Second Street Second Chances Board of Directors.

Jason is married to Brianna Cuyler and has three daughters, Nyla, Brooklynn, and Emerson.

03/04/2026

Congratulations to Chief Marc Maddalena on this incredible achievement in your career!

Your dedication, leadership, and commitment to serving the community do not go unnoticed. This milestone is a true reflection of the hard work and integrity you bring to your role each and every day.

At a press conference earlier today, Mayor Peter Marchetti announced the appointment of Marc Maddalena as the permanent Chief of Police for the Pittsfield Police Department (PPD).

“I am thrilled that Chief Maddalena accepted this appointment,” said Mayor Marchetti. “Marc has been a dedicated member of the department for many years and has shown tremendous leadership through the divisions he has led. He is respected by his colleagues, and I look forward to our work together in this new role.”

Maddalena has served as a member of the PPD since 1998, serving in the roles of patrol officer and sergeant. Prior to his role as chief, Maddalena served as a lieutenant managing the Traffic Division which specializes in traffic safety education and investigation of motor vehicle crashes and supervising the evening shift. During his career, Maddalena has served as a DARE Officer, RAD Instructor, CPR Instructor and as a liaison to the city’s Licensing Board, Traffic Commission and Taxicab Commission.

He earned a master’s in public administration from Anna Maria College, and his bachelor's degree from North Adams State College. Maddalena has received numerous recognitions throughout his career including the Save Award from the Western Mass Emergency Medical Services and two letters of commendation during his time as a member of the Pittsfield Police Department.

“I am honored for the opportunity to serve as the Chief of Police for the city that I have proudly called home for my entire life,” said Chief Maddalena. “I look forward to serving and giving back to the community that has helped raise me as well as supporting the dedicated professionals of this police department.”

At the press conference, Mayor Marchetti was joined by District Attorney Shugrue; Assistant Deputy Superintendent from the Berkshire County Sheriff’s Office, Jason Cuyler; members of the Pittsfield City Council and the city’s senior leadership team.

Chief Maddalena will now serve in command of the department.

03/03/2026

Due to the current weather conditions, Sheriff Bowler has cancelled visiting hours for tonight.

We apologize for any inconvenience this may cause. For everyone’s safety, please avoid unnecessary travel as the storm continues to move through our community. Stay safe.

03/03/2026

Team BCSO was proud to take part in Read Across America Week at Ready Set Learn yesterday!

A huge thank you to Ready Set Learn, the dedicated staff, and the amazing students for welcoming us and allowing us to be part of such an important event that celebrates the joy of reading and learning.

“Today you are you, that is truer than true. There is NO ONE alive that is YOUER than YOU!” – Dr. Seuss

Encouraging confidence, creativity, and a love for books, one page at a time!

02/28/2026

The Berkshire County Sheriff’s Office wants to make the community aware of a text message scam that was received by members of our staff today.

Residents may receive a message claiming that money is owed and directing them to click a link or scan a QR code to make a payment. Do NOT respond to these messages and do NOT scan the QR code.

This is a very common scam. If you legitimately owed money for any official matter, you would receive formal notification through the mail, not through a random text message.

Please remain vigilant and help protect others by sharing this information. If you have any questions or believe you may have been targeted, contact your local police department.

Stay safe and always verify before you act.