Wynn Appointed Captain of Pittsfield Police Department

09:31AM / Wednesday, November 28, 2007Print 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.

iBerkshires.com Text Ads

Greylock Youth SummerFest

Come join in on the wealth building fun! August 3-8. Click for event details. Insured by NCUA.

www.greylock.org

rk MILES Blding Materials

Are You Ready to Update Your Home? Start With rk MILES. 4 Locations (800)670-7433

www.rkmiles.com

If you would like to contribute information on this article, contact us at info@iberkshires.com.

Berkshire Law Enforcement Officials Endorse Fenton for Governor's Council

By Brittany PolitoiBerkshires Staff
05:11PM / Wednesday, August 12, 2026

Michael Fenton, a Springfield attorney, ran unsuccessfully for the 8th District seat on the council in 2022. He is challenging incumbent Tara Jacobs of North Adams.

PITTSFIELD, Mass. — Ranking Berkshire law enforcement officials are putting their weight behind a Springfield lawyer for Governor's Council in the September Democratic primary over North Adams incumbent Tara Jacobs.

The Berkshires' District Attorney Timothy Shugrue, Sheriff Thomas Bowler, and Clerk of Courts Lisa Denault-Viale touted Michael Fenton's experience and approach over Jacobs, who bested him and two other attorneys in 2022.

The Governor's Council advises the governor on matters relating to judicial appointments, treasury warrants, pardons and commutations, and a number of other important executive functions. The winner of the primary will represent the 8th District, which covers more than 100 cities and towns including North Adams, Adams, Pittsfield, Greenfield, Northampton and Springfield, as there is no other candidate on the November ballot.

Gathering at Park Square on Wednesday morning, Shugrue said Jacobs does not provide the representation Berkshire County requires and deserves.

"This individual [Fenton] would conduct himself with a great deal of common sense and confidence," Bowler said.

Fenton said there are only 11 Superior Court judges assigned to Western Mass, and that too few of them are from Berkshire County.

"At one time there were four vacancies. That left only seven judges serving the entire 102 cities and towns of the western region. Seven judges serving 102 cities and towns at a time when you add Hampden County, Springfield, Holyoke, and Chicopee in, at a time when there were over 100 pending murder cases. Seven judges for 100 pending murder cases," he said.

View Full Story