Pittsfield Schools Add 'Transformation & Accountability' Post

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — The school district's former special education director has been appointed as the assistant superintendent for school transformation and accountability.

The School Committee on Monday unanimously voted Jennifer Stokes into the role. A special meeting was held at the Mercer Administration Building following a formal interview process.

"I'm very honored," she said. "I feel like it's a privilege to be in this position, that the district has put their faith in me to try to make some big changes."

Stokes will lead initiatives for transforming schools that have been designated in need of targeted assistance from the state Department of Elementary and Secondary Education: Taconic High School, Reid Middle School, Herberg Middle School, Morningside Community School, Conte Community School, and Crosby Elementary School.

She has worked for the Pittsfield Public Schools for more than a decade as a school adjustment counselor at Morningside, dean of students for Pittsfield High, principal of Morningside, and special education director. Stoked also did district-level work with a safety and prevention grant.

The first order of business will be to work with principals of underperforming schools to determine their leverage point for improvement. Stokes has committed to the role for at least three years, disclosing during the interview that she is "getting close to retirement."

"I think it's really important to follow the principal's leadership in terms of where they want their leverage point, and then to start to create structures around that leverage point and create supports for the principal around that," she said.

Stokes has seen that the mental health needs of students have increased during her time at PPS.

"I wouldn't say that's totally about COVID so I think our teachers need to be trauma-informed and need to be able to look toward mental health needs of our students," she said. "I would say that's the No. 1 factor. I think the number of students with disabilities has increased also."

New to the fiscal year 2025 budget, the position is half grant funded with $70,000 in the school budget.  The deputy superintendent and the curriculum director positions were eliminated.


School Committee member Sara Hathaway said the process for vetting candidates was "very thorough and very fair." Stokes was one of two candidates.

"The feedback from the screening committee, I think we realized we needed more voices and [Superintendent Joseph Curtis] very wisely included district leadership so every principal had a chance for some input," she said.

"It was a very, very difficult choice, I think. Two very strong candidates came through the screening process and it's exciting to finally be able to get somebody to fill that desk and to get to work."

Committee members asked a few additional questions before the vote.

William Cameron asked if the schools' organization is creating a sawtooth effect in which cohort performance on high-stakes assessments drops after assessment reform and then improves over time as test familiarity increases.

Stokes said Morningside found success when staff members embraced professional development for highly effective teaching.

"We were always learning together," she said, explaining that the principal became the leader and it created a culture of learning that was passed down.

When Hathaway asked how the teachers will know that they are a part of the district transformation, Stokes said the principal is the key leader in creating a highly effective instructional team with representation from all teachers in the building.

"It's being present," she said. "I would say to teachers, you should expect to see me in your classrooms every week and you expect to be able to reach out to me and talk to me every time you have a question. So I think it's being present for teachers and being accessible and accountable."

Mayor Peter Marchetti asked how the district can cultivate a professional culture that balances the need for immediate change with a goal of long-term sustainability. 

She emphasized the importance of bringing forward a sense of urgency and keeping it present. The district also has to keep its teachers and be able to fill positions with licensed educators. 


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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.

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