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Superintendent Jake McCandless, seen at Pittsfield High's graduation ceremonies this past spring, says he will stay in the district to see his third child graduate from the schools.

McCandless Staying on as Pittsfield Superintendent of Schools

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PITTSFIELD, Mass. — The local radio is reporting that Superintendent Jason "Jake" McCandless will be staying in Pittsfield. 
 
Mayor Linda Tyer, while appearing on Live 95.9's "Slater and Marjo in the Morning" on Friday, said the superintendent isn't leaving the area. 
 
McCandless last week had confirmed that he was a finalist for the superintendent's position of the Silver Lake Regional School District in Kingston, just north of Plymouth. He told iBerkshires that "It simply feels in my gut like it is a good time to make a change." 
 
He had also indicated to The Berkshire Eagle that he had applied for other openings as well. Several postings were listed on the Massachusetts Association of School Committees at that time, including Silver Lake. 
 
McCandless said if not selected he and his family will re-evaluate their options. He said remaining in Pittsfield is not out of the question.
 
"If this opportunity does not work out, our family will evaluate our options and see," he said last week. "Staying here and continuing to serve is an excellent scenario, so we will see."
 
He'd been offered a six-year contract with the Pittsfield Public Schools two years into his first contract. 
 
The superintendent told Live 95.9 that he had interviewed for three posts and spent a great deal of time reflecting and speaking with people, especially his family.
 
"In the end, in spite of visiting three wonderful places, we decided that the Berkshires is home, Pittsfield is home and this is where I need and want to be right now," he told the radio station. "I feel very fortunate to serve here and and look forward to seeing our third child graduate from the Pittsfield Public Schools, and to keep working in a remarkable community."

Tags: Pittsfield Public Schools,   superintendent,   

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Pittsfield Schools Finalizing Bus Routes for Fall

By Brittany PolitoiBerkshires Staff

PITTSFIELD, Mass. — The district currently has enough bus drivers for the upcoming school year, and families will know their child's transportation schedule in mid-August. 

With about five weeks left of summer vacation, Superintendent Latifah Phillips updated the School Committee on transportation for the 2026-2027 year with middle school restructuring and the closure of Morningside Community School. 

Busing is a question that has continuously been raised as the Pittsfield Public Schools approach an academic year with a couple of big changes. 

"The reason that the bus stops and times aren't shared until very close to the school year is that routes change based on every student that moves into the district and requires a bus, and so it's important for us to wait as late as possible to ensure that families are getting the most accurate timetable," Phillips explained during a meeting held at Reid Middle School on Thursday. 

"We are also continuing to explore after-school transportation for the four schools receiving Morningside, and a survey was given to students who attend the Summer Morningside 21st Century Program to assess transportation needs."

That survey found that transportation does not appear to be a big impediment to students participating in the after-school program, but funding is set aside to ensure students are able to access the same services as they were the previous year. 

The district is still planning to offer after-school programming for Morningside transfer students, and is working with the four receiving elementary schools (Allendale, Egremont, Williams, Capeless) to plan a practice bus ride. 

Phillips explained that, for someone who has never ridden a bus before, and especially a school bus, they want to ensure that students are poised for success and understand the rules and expectations before the first ride. Students will be able to get on the bus, ride the route, arrive at school, have a quick break, maybe play on the playground and have a popsicle, then return home on the bus. 

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