Pittsfield May Query Voters on Police Chief Residency Requirement

By Brittany PolitoiBerkshires Staff
Print Story | Email Story
Meg Bossong speaks to the council

PITTSFIELD, Mass. — The City Council is considering asking voters, "Should public safety leaders be required to reside in Pittsfield?"

On Tuesday, councilors unanimously referred Ward 1 Councilor Kenneth Warren's request for a ballot question asking if the restriction that requires such management positions to live in the city should be eliminated to City Solicitor Stephen Pagnotta.

Pagnotta is expected to draft a question with clarifying language and return it to the body in August.  He will also identify what a "yes" and "no" vote would entail.

The original motion was to approve Warren's petition but the panel amended it to be a referral after some pushback.

Warren said that every time there is a question that comes before the council members come up with reasons not to put it on the ballot such as being too complicated.

"This is not one of them in my eyes.  To do that is basically voter suppression at the most basic level. We need to let the voters get involved. This is a thing that the voters can address," he said.  

"If they can figure out whether our mayor's term should be raised from two years to four years, they can figure out whether our public safety people should be residing in the city of Pittsfield and there's only three positions that it deals with."

He explained that the provision has been in the ordinance since 1947.  Originally, it required that all members of the police department were residents of Pittsfield.

"We have something that's been around since 1947 so I would think that if you're thinking of changing something, you'd want to at least see what the voters think," Warren said.

"They are the stakeholders."

The councilor did not have a strong opinion on the matter but favored keeping it so that there is an extra layer of investment in the community for the officials.

He is okay with the question being binding or non-binding.

Ward 3 Councilor Kevin Sherman did not know where he fell on the issue but wanted to give the public and the council time to mull the situation.

Sherman sad he had a philosophical opposition to putting the question as presented on the ballot.  He pointed out that residents are likely on vacation over the summer and may not have time to make a well-informed decision by November.

"There are so many different narratives out there and it is a simple question," he said.

"Maybe it's a poll. I have no problem putting a poll out and getting a temperature of the public, and I'm all for that, and see where the people stand."

Later in the conversation, he clarified that he had "no dog in this fight" and does not have a decision on it yet.

"I'm not doing this from an angle of I know which way it's going to go and I don't want it on the ballot," he said. "That's not where I'm coming from at all."

Councilor At Large Pete White agreed with Sherman's testimony and said that he was also against ballot questions.

He asked Warren which specific offices would apply to the question and Warren felt it would be confusing to identify them but he doesn't have a problem doing so.

"I think that kind of proves the point why ballot questions can be detrimental," White said.

"If the 11 of us up here don't have a consensus of what this question would mean I don't think it's fair to put that to voters."

Persip also agreed with Sherman's point.

"This is too unclear for me right now. The question is just too vague.  It doesn't give me what a yes vote does what a no vote does.  It's not a true ballot question form so it's hard to vote on that," he said.



"I think we put ourselves back into the debacle of the bike lane being on the ballot so this is how I see it now. I necessarily don't disagree with the ballot question or trying to make up a ballot question. I'm kind of up in the air."

He pointed out that the question is currently tabled at the Ordinances and Rules subcommittee where the conversation began.  It is directly related to the city's upcoming search for a permanent police chief.

Ward 2 Councilor Charles Kronick said that the state constitution accommodates ballot questions.

"We are a referendum state. We live by that, we live and die by a ballot question as self-governance," he said. "That's why it's in the Constitution because this state was founded on the principle that communities will form their own governments and people in those communities have a voice in how they're governed."

He said that going against a ballot question is antithetical to the American flag hanging in the council chambers.

He pointed to the council's prior debacle with Councilor At Large Karen Kalinowsky's proposed bike lane question.

"Every time a question comes before this body to be voted upon it should get the same treatment is my feeling," Kronick said.

"I feel like the last one that came up got a very unusual treatment, one that would not repeat itself, generally speaking, in other ballot questions."

Kalinowksy said she is "all for people having a vote."

"I don't think it's a difficult question," she said.

"This has to do with the police chief. Now, if you want to make this part of a fire chief too then, as far as I'm aware, they're the only two public safety management that's in the city so if you want to specifically spell them out because this is what it's about about hiring a chief then spell them out."

Ward 7 Councilor Anthony Maffuccio has received a great deal of phone calls in support of the ballot question and will be in favor of it with proper wording.

Warren explained that he put this on the agenda quickly because of the subcommittee conversation, saying that some were ready to approve it without hearing from people.

"I just want to hear what the voters have to say," he added.

Ballot questions have to be submitted 70 days before election day and the August meeting is over 80 days before.

During open microphone, Community Leader Meg Bossong spoke against removing the residency requirement and asked for the city to consider instating a residency requirement for the rest of the department.

"I want to speak to the attitude of this department in public comments about the people of Pittsfield who it polices. We have seen this department refer to the neighborhoods of the West Side and Downtown Pittsfield as a dense urban core.  It is not and it is really important that when we begin to think about policing that people be a part of the community they are policing," she said.

"Second, if we are forking out our tax revenue to salaries and overtime some of it should really be coming back to the City of Pittsfield in the form of property taxes, excise tax, sales tax, and other spent revenue here in the City of Pittsfield."

She pointed out that the Pittsfield Police Department spent $10.7 million in the fiscal year 2023 plus $850,000 in overtime.

"If the reason that people don't want to live in the City of Pittsfield is about poor is about poor quality city services and insufficient services for residents or insufficient schools then the city needs to be spending more money on those services and less money on the department itself."

She also said that there is no public involvement in the negotiation of union contracts for police, the budget continues to rise, there is not currently a Police Advisory Review Board and when there was, it "had no teeth."

"Frankly, at this point, the police chief having to look us in the eye at Big Y is the only accountability we have," Bossong said.

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

Friday Front Porch Feature: This Luxury Home Has Plenty of Amenities

By Breanna SteeleiBerkshires Staff

LENOX, Mass. — Are you looking for a big house to enjoy your days with a big movie theater, a sauna, and more? Then this is the house for you.

Built in 2004, this seven-bedroom, and nine-bathroom home is 7,073 square feet on more than an acre. The home comes with an elevator to the lower level to access a theater, sauna, gym, wine cellar, massage room, and its very own soda fountain. 

The home also has a guest house with a saltwater pool. A multi-car garage greets you with heated floors.

The this home is listed for $4,950,000 and is located in the 125-acre, gated Pinecroft compound.

We spoke to Leslie Chesloff, the listing agent with William Pitt Sotheby's.

What do you think makes this property stand out in the current market?

Chesloff: This gated Berkshire stone estate truly redefines luxury living in the Berkshires. What sets it apart is the rare combination of resort-style amenities and complete privacy. The property offers Canyon Ranch-level wellness living with a full spa experience at home — including a sauna, massage room, and gym — plus an eight-seat hi-def theater with wine cellar for entertaining. The heated, gunite saltwater pool and spa are complemented by a fully equipped pool house with a guest suite and complete kitchen, perfect for extended family or guests.

What was your first impression when you walked into the home?

The moment you step inside, you're struck by the quality and craftsmanship — those 300-year-old reclaimed timber floors set an immediate tone of authenticity and warmth. The scale is impressive but never overwhelming; this is a home designed for gracious living, not just show. The natural light, cathedral ceilings, and thoughtful flow between spaces create an inviting atmosphere that balances grandeur with genuine comfort.

How would you describe the feel or atmosphere of this home?

This home feels like a private wellness retreat meets sophisticated family estate. There's a serene, spa-like quality throughout — enhanced by features like the sauna, steam shower, and massage room — but it never feels clinical or cold. The Berkshire stone exterior and reclaimed timber floors ground the home in a sense of place and permanence. It's designed for people who appreciate the finer things but want to actually live well — whether that's screening a film in the eight-seat theater with wine from your own cellar, hosting poolside gatherings, or simply unwinding in your own spa sanctuary.

What kind of buyer would this home be ideal for?

This is perfect for the discerning buyer who values wellness, privacy, and culture in equal measure. I envision someone who spends their days hiking or exploring the Berkshires, then comes home to unwind in the sauna or pool. They might entertain guests in the theater wine room, host multi-generational gatherings with family staying in the pool house guest suite (which has a full kitchen), and appreciate being minutes from Tanglewood, world-class dining, and Berkshire arts.

This could be an executive looking for a primary residence with work-from-home flexibility (there's an office/bedroom suite), a wellness-focused family, or empty nesters who want to host adult children and grandchildren in style and comfort.

What would you say to a buyer trying to imagine their life in this space?

Picture Saturday morning: you're sipping coffee on the terrace overlooking your heated saltwater pool, planning a day at Tanglewood. Your guests are making breakfast in the pool house kitchen — they have their own private retreat but are steps away when you're ready to gather. Evening arrives, and you screen a favorite film in your eight-seat theater, selecting a perfect bottle from your wine cellar. This isn't just a home; it's a lifestyle that brings resort-level wellness, entertainment, and hospitality to your doorstep — all within a secure, maintenance-free compound where nature meets luxury.

Are there any standout design features or recent renovations?

Absolutely. The home includes an elevator for multilevel accessibility, which is both practical and forward-thinking. The lower level is exceptionally well-conceived — a true entertainment and wellness wing featuring the eight-seat hi-def theater, wine cellar, sauna, gym, massage room, and even a charming soda fountain. The gourmet kitchen has been recently updated, customized wet bar, while outdoor living is elevated with the heated gunite saltwater pool/spa, firepit, and that incredible pool house with guest suite and full kitchen. Also, new HVAC system and heated driveway.

Thoughtful details like cedar closets, steam showers, central vacuum, and backup generator show this home was built to the highest standards.

You can find out more about this house on its listing here.

*Front Porch Feature brings you an exclusive to some of the houses listed on our real estate page every week. Here we take a bit of a deeper dive into a certain house for sale and ask questions so you don't have to.

View Full Story

More Pittsfield Stories