Wynn Appointed Captain of Pittsfield Police Department

Print Story | Email Story
PITTSFIELD, Mass. — Mayor James M. Ruberto announced today that Michael J. Wynn has been appointed the captain in charge of the Pittsfield Police Department starting Dec. 1, 2007.

"I am looking forward to this opportunity and I think it's both an honor and a privilege to be selected to lead the men and women of the Pittsfield Police Department,” said Wynn.

Wynn received his bachelor of arts degrees in English literature and American studies from Williams College in 1993. He joined the Pittsfield Police in October 1995 and has been patrol supervisor, criminal investigator, gang intelligence officer and director of the Community Police Academy. In 2001, he received his master's in criminal justice from Anna Maria College in Paxton.

"I am certain that Captain Wynn in his new role will continue to develop positive relationships with the community as well as with the members of the Pittsfield Police Department," said outgoing Police Chief Anthony Riello.


Wynn has taking training courses with the Marine Corps and the Drug Enforcement Agency, both in Quantico, Va. While part of the West Side Neighborhood Resource Center in the mid-'90s, Wynn developed and managed the Community Policing and Community Organizing facility.

"With his commitment to the betterment of the city of Pittsfield and the dedication that he has shown over the past 12 years, appointing Captain Wynn as captain in charge was a very easy decision for me," said Ruberto. "Although we are sad to see Chief Riello move on to the Falmouth Police Department, I know that Captain Wynn will do an outstanding job leading our police force."

Wynn was born and raised in Pittsfield and graduated from Taconic High School in 1988. He has been married for seven years and has two stepchildren and two grandchildren.
If you would like to contribute information on this article, contact us at info@iberkshires.com.

Pittsfield Remembers Lives Lost to Overdose, Underscores Harm Reduction

By Brittany PolitoiBerkshires Staff

Mayor Peter Marchetti reads a proclamation at City Hall encouraging residents to raise awareness and lift each other up. 

PITTSFIELD, Mass. — Dozens of people gathered downtown on Monday to remember those lost to overdose and work toward a future of zero deaths from substance use disorder. 

The Berkshire Overdose and Addiction Prevention Collaborative and its partners held a proclamation reading and flag-raising at City Hall, followed by a standout in Park Square with signs promoting the use of naloxone, harm reduction, and reducing associated stigma. 

There were 23 fatal overdoses in Berkshire County in 2025, 11 in Pittsfield. This is down 44 percent from the 41 countywide fatalities in 2024. 

While it is a significant decrease, advocates want to see that number at zero. 

"On the one hand, we're very pleased to see this significant of a decrease. This is actually the lowest number that we've had since [Department of Public Health] started collecting these numbers in 2013, but the goal is still zero," said Andy Ottoson, public health planner with the Berkshire Regional Planning Commission. 

August is International Overdose Awareness Month, the world's largest annual campaign to end overdose, remember those lost without stigma, and acknowledge the grief of families and friends left behind. September is National Recovery Month, a national observance to educate the public on the importance of substance use treatment and mental health services.

Samantha Kendall of Berkshire Harm Reduction explained that it is truly meeting people where they are, as they are, and when they are, "and I think we all do a really great job at that."

"We also want to remember that we're building a community for everybody, and systems and policies for everybody. That's really important in harm reduction work, so that's also the reason we're here today," she said. 

View Full Story

More Pittsfield Stories