Pittsfield Police Capt. Wynn Goes From Bars to Stars

Print Story | Email Story
Acting Chief Michael Wynn waves at last year's Pittsfield Fourth of July Parade.
PITTSFIELD, Mass. — The city's ranking police officer was named acting police chief today but the announcement merely reaffirms what he's been doing right along.

Michael Wynn, 38, has been leading the force for a year with the title "captain in charge."

"For the past 13 months, Chief Wynn has been a great asset and face to the Pittsfield Police Department," said Mayor James M. Ruberto, who made the appointment. "And I will continue to show my support of Chief Wynn every day."

The Pittsfield native stepped in to replace Police Chief Anthony Riello, who took a position with the Falmouth Police Department. Ruberto has named him acting chief to sidestep Civil Service requirements. The city placed the positions of police chief and fire chief back on the Civil Service rolls in 1991, which would require Ruberto to chose from the top three candidates applying for the job.

The mayor has said he's happy with both Wynn and acting Fire Chief James C. Sullivan, a deputy chief who replaced another acting chief, Stephen Duffy, who retired in 2006.


Wynn has been with the force for 13 years in various positions, rising from patrol officer to supervisor, and has trained with the U.S. Drug Enforcement Agency and the Marin Corps.

Last month, he was signing copies of his book "Rising Through the Ranks: Leadership Tools and Techniques for Law Enforcement" at Chapters Bookstore on North Street.

"I totally support the mayor's decision to appoint Captain Wynn to acting chief," said City Council President Gerald Lee. "Captain Wynn has done an outstanding job and is well deserving of the appointment."

Wynn graduated from Taconic High School in 1988 and earned his bachelor's degree from Williams College and his master's degree in criminal justice from Anna Maria College in Paxton. He has been married seven years and has two stepchildren and two stepgrandchildren.
If you would like to contribute information on this article, contact us at info@iberkshires.com.

Pittsfield School Committee Votes to Close Morningside

By Brittany PolitoiBerkshires Staff

PITTSFIELD, Mass. — There were tears as the School Committee on Wednesday voted to close Morningside Community School at the end of the school year. 

Interim Superintendent Latifah Phillips said the purpose of considering the closure is to fulfill the district's obligation to ensure every student has access to a learning environment that best supports academic growth and achievement, school climate, equitable access to resources, and long-term success. 

"While fiscal implications are included, the7 closure of the school is fundamentally driven by the student performance, their learning conditions, the building inadequacy, and equitable student access, rather than the district's budget," she said. 

"…The goal is not to save money. The goal is to reinvest that money to make change, specifically for our Morningside students, and then for the whole school building, as a whole." 

Over the last month or so, the district has considered whether to retire the open concept, community school at the end of the school year. 

Morningside, built in the 1970s, currently serves 374 students in grades prekindergarten through Grade 5, including a student population with 88.2 percent high-needs, 80.5 percent low-income, and 24.3 percent English learners.  Its students will be reassigned to Allendale, Capeless, Egremont, and Williams elementary schools.

The school is designated as "Requiring Assistance or Intervention," with a 2025 accountability percentile of seventh, despite moderate progress over the past three years, and benchmark data continues to show urgent literacy concerns in several grades. 

School Committee member and former Morningside student Sarah Muil, through tears, made the motion to approve the school's retirement at the end of this school year.  

View Full Story

More Pittsfield Stories