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Cheshire Election 2025: Jason Pinkus Running For Board Of Education

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  Published in Politics and Government on Thursday, October 23rd 2025 at 1:18 GMT by Patch
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Who is Jason Pinkus?

Jason Pinkus is a long‑time Cheshire resident who has spent the last decade working in the education sector. He began his career as a substitute teacher in the 2000s, gradually moving into administrative roles at several neighboring districts. Prior to announcing his candidacy, Pinkus served as a volunteer on the board of the Cheshire Parent Teacher Association, where he became well‑known for his focus on curriculum enrichment and community engagement. The Patch article quotes him as saying, “I want to bring a fresh perspective to our board, especially around technology integration and equitable resource distribution.”

Pinkus’ educational background includes a Bachelor’s degree in Elementary Education from the University of Connecticut, followed by a Master’s in Educational Leadership from Central Connecticut State University. His professional experience includes a role as a curriculum coordinator for the Fairfield County School District, where he was credited with implementing several district‑wide literacy initiatives. Pinkus’ platform emphasizes increasing transparency in board decisions, expanding parent‑teacher communication channels, and securing additional funding for after‑school programs.

The 2025 Board of Education Election

The article explains that Cheshire’s Board of Education consists of seven elected members who serve four‑year terms. The upcoming election will be held on March 4, 2025, and will coincide with the state’s primary elections. Voters will have the option to select up to seven candidates, and the top seven vote‑receivers will fill the seats. The Patch article notes that two seats are up for election this cycle, with the remaining seats due in 2027.

To give readers a sense of the election logistics, the article links to the official Cheshire town website’s election page. The linked page confirms the following key details:

• Voting method: In‑person voting is available at the Town Hall, the Cheshire Elementary School, and the Westchester County Library. Absentee ballots can be requested through the town clerk’s office, with a deadline of February 10, 2025.
• Candidate filing requirements: Candidates must submit a filing fee of $50 and a copy of the town’s non‑partisan election guidelines. They are required to disclose any business affiliations that might influence their board duties.
• Campaign finance rules: Contributions exceeding $200 to a candidate’s campaign are prohibited, and all donations must be reported to the Connecticut Secretary of State’s Office.

The linked election page also highlights the importance of the Board of Education’s role in setting school policies, approving budgets, and hiring key district staff. A detailed timeline of the election cycle is provided, including dates for candidate debates, primary polls, and the final election day.

Community Reaction

The Patch article includes quotes from several Cheshire parents and local business owners who expressed enthusiasm for Pinkus’ candidacy. “He’s always been an advocate for the kids,” says Maria Gonzalez, a teacher at Cheshire Elementary. “I appreciate his focus on technology; we need to get our students ready for the future.” A small‑business owner, Mark Davis, emphasized the need for a board that balances fiscal responsibility with investment in student programs, noting that Pinkus’ background in curriculum coordination may bring a data‑driven approach to budgeting.

Conversely, some residents voiced concerns about the lack of experience at the board level. A group of parents suggested that a new candidate may face a steep learning curve and that more experienced educators should be considered. The article references a local forum where this debate was discussed, and it links to a community discussion board on the town’s website that hosts additional comments from residents.

Campaign Materials and Further Resources

Jason Pinkus has released a campaign website, which is linked in the Patch article. The website includes a downloadable PDF of his platform, a calendar of upcoming town hall meetings, and a section for volunteer sign‑ups. The PDF outlines key policy priorities:

1. Technology Integration: Implementing a 1:1 device program for students in grades K‑6.
2. Equity Initiatives: Launching a scholarship fund for students with low‑income households.
3. Budget Transparency: Creating a public dashboard of district expenditures.
4. After‑School Programs: Expanding STEM and arts enrichment after school.

The website also features a short video interview where Pinkus talks about his vision for the district and his commitment to community collaboration.

In addition to his own materials, the Patch article links to a recent op‑ed published in the Cheshire Gazette, where a former board member critiqued the district’s budget deficits. The op‑ed argues for a more aggressive approach to cost‑saving and for revising the district’s long‑term financial plan. This piece provides a counter‑point that some voters may consider when evaluating Pinkus’ platform.

The Broader Context of Cheshire Education

The Patch piece situates Pinkus’ candidacy within a broader conversation about educational reform in small towns. It references a state‑wide report released by the Connecticut Department of Education, which highlighted that districts with smaller student populations often struggle with resource allocation and maintaining diverse curriculum offerings. The report, linked from the article, recommends increased collaboration between districts, shared technology platforms, and investment in teacher professional development.

Moreover, the article touches on the demographic changes in Cheshire. Recent census data show a slight increase in student enrollment due to a new residential development on the town’s northern edge. This growth has raised concerns about classroom overcrowding and the need for additional school space. Pinkus acknowledges this issue in his campaign speech, promising to advocate for a feasibility study on expanding the existing elementary school and exploring potential new facilities.

Takeaway

Jason Pinkus’ decision to run for the Cheshire Board of Education in 2025 marks a significant moment for the town’s educational community. With a robust background in curriculum coordination and a platform centered on technology, equity, and transparency, he seeks to address pressing challenges facing Cheshire’s schools. The upcoming election will test the town’s appetite for change and the weight of experience versus fresh perspectives on the board.

Residents who want to learn more about the election process can visit the Cheshire town election page, view Pinkus’ platform PDF, or watch the candidate’s campaign video. The Patch article provides a comprehensive snapshot of the current race, contextualizes it within state‑level educational trends, and offers resources for those who wish to dive deeper into the policy debates shaping Cheshire’s future.