Tag Archives: Board of Education

An informed electorate is the greatest bulwark of democracy.

Westporters understand this is a very important election. “06880” is doing our part, to help Westporters understand candidates’ perspectives on a variety of issues.

Once a week, between now and Election Day, we’ve asked the men and women running for 3 important boards — Selectmen/women, Planning & Zoning, and Education — one specific question.

We’ve printed their responses verbatim.

This week’s question — the final one —  for the Board of Education is:

This is your chance to send your message to Westport voters – to seal the deal. What do you want them to know about you, your plans, and yourself? Go for it!

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Republican Party-endorsed candidates Dorie Hordon (incumbent), Michelle Hopson, Andy Frankel and Kaitlin Zucaro say:

First, we want to thank “06880” for giving all candidates the opportunity to share their views on these important topics.

In our many conversations across town, we’ve seen firsthand the stark difference between how the loudest online voices describe our community and how most Westporters actually feel. The sharp, hyper-partisan commentary of a few regular keyboard warriors does not reflect the thoughtful, engaged residents we meet every day or their most pressing concerns, from AI to facilities to student outcomes to special education.

From left: Michelle Hopson, Dorie Hordon, Kaitlin Zucaro, Andy Frankel.

Like the 4 of us, most of our neighbors want an end to performative politics and bickering over past grievances. As for soccer, they simply want to celebrate Staples’ amazing FCIAC championship this week! 

Westporters want a Board of Education that listens to all constituents, and works constructively with the administration in pursuit of the district’s mission: “To prepare all students by fostering critical and creative thinking and collaborative problem solving through a robust curriculum delivered by dedicated, inspiring educators.”

Because Dan asked for single responses from our slate for this column, we haven’t yet had much opportunity to speak about ourselves individually.

Dorie Hordon is an experienced board member and trained educator who speaks her mind and tackles problems head on. She does not just ask tough questions—she follows through and gets results.

Andy Frankel brings many decades of legal experience and community service. He is a thoughtful advocate who listens, engages respectfully, and drives toward constructive solutions.

Michelle Hopson offers the combined perspective of a highly accomplished educator, and nonprofit executive with expertise spanning finance, operations and technology that strengthens people, programs and communities alike.

Kaitlin Zucaro is a dedicated mother and businesswoman. As the only candidate with children in elementary school, she brings a needed focus on the foundational years of learning and development.

What we all share is an ability to collaborate and a deep commitment to our schools — not to any national agenda, local faction or personal dispute.

Whether you identify as Republican, Democrat or Independent, we ask you to evaluate each candidate based on character, capability, and willingness to work together.  We all have children in the school system, and want the board to focus on its mission so that Westport’s schools are as strong and successful as they can be.

On November 5th, we respectfully ask that you vote for us in this important election.

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Democratic Party-endorsed candidate Abby Tolan (incumbent) says:

It has been a privilege to serve Westport’s children, families and town on the Board of Education for the past 2 years. Academic excellence is and must remain the board’s primary focus.

Abby Tolan

Beyond that, 3 priorities now demand sustained leadership:

Facilities. For years, school maintenance was deferred in favor of other spending. Under superintendent Tom Scarice and the current board, we now have a comprehensive, prioritized facilities plan and have coordinated closely with funding bodies to avoid surprises. Modernization will be expensive, and we need experienced leadership to complete the work while preserving instructional excellence.

AI. We stand at the start of a major shift in education driven by artificial intelligence. As chair of the Teaching and Learning Committee, I intend to play a central role in implementing our Strategic Plan with AI in mind. Our meetings are public, and I welcome the community to engage in that work.

Mental Health. Students’ mental health remains a serious concern. Our administration sees a real decline in students’ ability to self-regulate. I believe, unlike some candidates, that explicit instruction in emotional regulation and broader social-emotional skills is necessary. These skills underpin both academic learning and students’ experience of school.

Running through all of these priorities is my commitment to special education, and all struggling learners. That commitment is not new; it is rooted in years of work as a SpEd parent and former PTA SpEd chair. I have spent countless hours advocating, mostly quietly and behind the scenes to protect privacy, and publicly at the Board table.

I respect anyone who steps off the sidelines to run. Still, after 2 public candidate forums, it is clear how limited many newcomers’ understanding is of the board’s work.

The $150 million budget is central to our charge, yet candidates could not point to specific changes beyond “add positions.” Stewardship requires collaboration with other governing bodies, and respect for finite taxpayer dollars. Likewise, when asked about policy, I was the only candidate to identify and propose a concrete change.

My record on the board and in our community shows one thing clearly, I am fully committed to Westport Public Schools and to every student we serve. I would be honored to earn your vote.

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Two Democrats will be on the ballot as petitioning candidates, having secured over 400 signatures. Jodi Harris and Stephen Shackelford say:

This election is about the heart of our community: our schools.

Westport deserves a Board of Education that governs confidently and independently. One that supports our superintendent, staff and students, but also sets clear goals, demands measurable results, and re-engages the community in solving real challenges.

Jodi Harris and Stephen Shackelford.

Our campaign has been about ideas, not ideology. Here’s what we’ll do:

1, Strengthen special education. Our special education families deserve clarity, consistency and timely communication. We propose a dedicated ombudsman to help parents navigate the process, and ensure concerns are addressed quickly and fairly.

2, Improve facilities and long-term planning. Westport needs an updated, comprehensive facilities plan that includes full budgets and realistic timelines, so we can make informed decisions about how, when and where to spend taxpayer money. Our approach to capital planning will be transparent and data-driven.

3. Activate public-private partnerships. Local foundations, nonprofits, businesses, families and alumni want to help. We will create a framework to turn their support for STEM, the arts, sustainability, sports and other programs into real, funded opportunities for our students, all while keeping core public values intact.

4. Rebuild trust through transparency. Every major initiative, academic or operational, should include measurable goals, timelines, and transparent progress updates.

While others have resorted to personal attacks and partisan mudslinging, our campaign has stayed focused on what matters. We believe voters are tired of the noise. This election should be about people, not politics. Our loyalty is to Westport and our students, not a political organization. We are independent Democrats running to strengthen our schools, not serve a party line.

Between us, we bring deep experience in law, communications, negotiation, strategic planning and community leadership. We know how to lead with confidence, clarity and cooperation.

On Election Day, voters can seat only 2 Democrats on the Board of Education. We ask that you vote for Jodi Harris and Stephen Shackelford. The remaining 2 spots cannot go to a Democrat, but these 2 additional votes are critical.

Westport has always thrived when good people step forward to lead with heart and humility. This is our moment to come together, as neighbors, to ensure Westport schools continue to set the standard for excellence in public education.

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Robert Harrington (incumbent) was not endorsed for re-election by the Republican Town Committee. He is running as a write-in independent candidate. He says:

I’m honored to have served Westport on the Board of Education for the past 4 years. I’m running for re-election as an unaffiliated, independent “write-in” candidate. I’m doing so because there’s still important, unfinished business — and because our schools need more tough questions, not fewer.

Please “write in” Robert Harrington, and “fill in the bubble” on line 5F (bottom of the ballot).

Our family’s connection to Westport Public Schools runs deep. My wife Claire is a longtime preschool teacher here. We met in high school, celebrated our 25th wedding anniversary last year, and both turn 50 this year. Our 4 children — George, Lily, Ella and Poppy — all went through Westport schools and are now studying in Wisconsin, Maine, London and Madrid.

Robert Harrington and family.

Campaigns reveal their values in how they close. In the past week, the Republican candidates have focused more on attacking opponents than offering clear ideas to strengthen our schools. They’ve criticized Stephen Shackleford and Jodi Harris for successful fundraising, and told voters how “complicated” the election is — yet have offered few specifics beyond vague mentions of “curriculum.” Ironically, they may prove less willing to challenge the status quo.

Meanwhile, the Democratic Town Committee has still not acknowledged 2 excellent Democratic candidates — Stephen and Jodi — who have run strong, independent-minded campaigns. I don’t blame the endorsed candidate, Abby Tolan, for this. Local party politics can be tough.

I will close by being transparent about 2 things: who I’m supporting, and what I stand for.

I’m putting the town and our students ahead of any party.

I am the only candidate publicly supporting candidates from both parties. I have enormous respect for my colleague and former running mate Dorie Hordon, and am supporting her again.

I’m also proud to endorse Democrats Stephen Shackleford and Jodi Harris. I trust them, respect them, and believe they’ll bring needed change and accountability to our schools.

My top priorities remain clear and unchanged:

1. Ask tough questions, and drive accountability.

2. Prioritize facilities — beyond Long Lots. CES is next. KHS needs modernization.

3. Rethink how we handle special education services — with a smarter, more effective approach and a fully independent ombudsman.

Our superintendent is a strong, talented leader. I’ve supported his work on facilities, the Strategic Plan, cell phone policy and AI. But I’ll continue pushing hard where we fall short. Accountability is how great schools stay great.

If you have questions, please reach out at robertharrington13@icloud.com or 203-916-2654. I’d be honored to continue serving Westport with independence, transparency and integrity.

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For last week’s “Where We Stand” responses, click here.

For the third “Where We Stand” responses, click here. 

For the second “Where We Stand” responses, click here.

For the first “Where we Stand” responses, click here.

An informed electorate is the greatest bulwark of democracy.

Westporters understand this is a very important election. “06880” is doing our part, to help Westporters understand candidates’ perspectives on a variety of issues.

Once a week, between now and Election Day, we’ll ask the men and women running for 3 important boards — Selectmen/women, Planning & Zoning, and Education — one specific question.

We’ll print their responses verbatim.

This week’s question for the Board of Education is:

What are the biggest misperceptions you’ve heard about your candidacy for the Board of Education, and/or your prior service to the town?

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Democratic Party-endorsed candidate Abby Tolan (incumbent) says:

The charge that the board rubber stamps our superintendent has come up a few times in this campaign.

The truth is, any board must operate in a civil and collaborative way in order to get things done. This board has done that. We ask questions of our superintendent and our administrators, and we work together to come to decisions and, sometimes, to compromise.  I am proud to have been part of that work.

Abby Tolan

The board must hire a superintendent whose vision and philosophy align with community needs, and evaluate his performance regularly.  The fact is, we agree with a lot of what Superintendent Scarice does.

Some candidates may be upset by making the high school phone-free during the day. Some might not be happy with the outcome of the soccer coaches’ contract non-renewals. Others are opposed to our social and emotional learning.

My work on the Board of Education and my candidacy have not been about my personal agenda, but have been about how I can advocate for every child in the Westport schools so they can achieve and thrive.

I am a former educator.  I am versed in special education, and I care deeply about the success of the whole child — academic, social, emotional and ethical.

As a Board of Education, we have important work to do. We must provide the opportunity for academic achievement to every child in a fiscally responsible way for the town. We will look at how artificial intelligence will impact teaching and learning.

We will continue to help address our children’s mental health in concert with families in a complex and changing world, and we will work with other town boards to make sure the quality of our facilities matches the quality of our education.

And, as happens every year, we must be nimble and able to pivot to address pressing issues that we couldn’t have anticipated. I would be honored to do this work on your behalf.

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Robert Harrington (incumbent) was not endorsed for re-election by the Republican Town Committee. He is running as a write-in independent candidate. He says:

There are 2 big misconceptions about my candidacy: that I treat education like a business, and that I am always critical of our administration.

The first misconception likely comes from my professional background in finance and digital assets. Some people assume I see education through a corporate lens. In truth, my focus has always been on fairness, transparency, and doing what’s right for students, staff and families.

Robert Harrington

Fiscal discipline isn’t about cutting — it’s about respect: respect for the teachers and staff who make our schools great, and respect for taxpayers who expect accountability. We need to make sure that every dollar goes to the most effective areas — the classrooms, programs, and people that have the greatest impact on learning. My experience simply gives me the tools to ask tough, data-driven questions and ensure decisions are grounded in evidence and good judgment.

Over the past 4 years on the Board of Education, I’ve built a record of doing exactly that — asking hard questions, demanding clarity, and speaking up when something doesn’t sit right. That includes times when I’ve been openly critical of the superintendent and the board majority.

I voted against the 4% pay increase and early contract renewal for the superintendent — an increase higher than what was awarded to custodians and school nurses — because I strongly believed it was the wrong decision. It sent a terrible message to the employees who keep our schools running every day. This was the wrong year to make that award.

I’ve also been outspoken about the handling of the Staples soccer and tennis coach non-renewal hearings in 2025, where key process steps were missed. Unfortunately, the BOE turned its back on the former Staples soccer coaches.

It’s fair to make coaching changes — but it’s wrong to undermine the reputation of loyal, hardworking educators, employees, and community members in the process. Fairness and due process should apply to everyone.

In addition, I’ve been critical of several investigations related to the coaching situations and other serious matters, including bullying and antisemitism cases, where the process lacked consistency and where the so-called “safety plans” set up by the administration can sometimes appear to reward the bully while hurting those being bullied.

These are deeply important issues. When students and families feel that systems are protecting aggressors instead of victims, trust erodes and confidence in leadership declines. Every student deserves to feel safe, supported, and heard.

However, the second misconception — that I am always critical — is simply not true.

In most situations, I have been a strong supporter of our superintendent and administration. I’ve been one of the leading board members cheering on his forward-thinking and visionary strategic plan, and I’ve encouraged him, both publicly and privately, to take bold risks and lead with conviction.

The new cellphone ban and inclusion of AI in the district’s strategic plan are good examples of courageous policies I’ve fully supported. I also stood by him when parts of the community pushed back against the Equity Plan and social-emotional learning (SEL) in our schools.

I also backed the superintendent when he sought more resources for the facilities team, even when both Democratic and Republican board leaders would not. That kind of support doesn’t make headlines, but it reflects my belief in empowering leadership while maintaining accountability. When I see something wrong, I call it out. I won’t apologize for asking tough questions—but I also give credit where it’s due.

And finally, I’ve consistently put talent and leadership ahead of party loyalty. I’ve voted for Republicans, Democrats and unaffiliated candidates. I’m the only person in this election openly supporting both a Republican (my former running mate) and 2 unendorsed Democrats (Jodi and Stephen) alongside my own candidacy.

When my former party nominated two extreme candidates last election, I broke ranks and supported Jill Dillon, Lee Goldstein and Neil Phillips. I often disagree with Lee and Neil — but when it truly mattered, I put our school system ahead of politics. I paid a price for that decision when Republicans didn’t renominate me, but I have no regrets.

At its core, my candidacy is about integrity, independence, and putting students first. Westport deserves leaders who think critically, act fairly, and stand up for what’s right — no matter the politics.

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Republican Party-endorsed candidates Dorie Hordon (incumbent), Michelle Hopson, Andy Frankel and Kaitlin Zucaro say:

The biggest misperception about our candidacy is the suggestion that this election is about partisan politics. It is not.

The issues in this campaign are hyper-local. This is about leadership, not party affiliation, and what is best for the students and taxpayers of Westport.

Each one of us – Dorie, Andy, Michelle and Kaitlin – is an independent thinker with distinct backgrounds and perspectives. Yet we share common values: the importance of respectful civil discourse, the need to listen to parents, and the responsibility to focus on issues that matter most. We want to improve our schools, prepare our students for the future, and ensure accountability in how decisions are made.

From left: Michelle Hopson, Dorie Hordon, Kaitlin Zucaro, Andy Frankel.

Few matters are as local as the direction and operation of a town’s schools. That’s why we were surprised to see the “Harris-Shackelford BOE 2025” campaign committee’s financial disclosures showing more than $31,000 in campaign contributions.

Even more surprising—as of October 10 nearly $25,000 of these donations came from lawyers at Susman Godfrey – Mr. Shackelford’s law firm – living in Houston, Austin, Los Angeles, Beverly Hills, New York and elsewhere.

These are individuals with no apparent connection to Westport schools. All told, excluding the candidates themselves and their spouses, less than $3,000 of their $31,000 came from Westport residents.

By contrast, contributions to our campaign have come from Westport residents who share our vision for improving our schools. In this digital age, running for local office does not require extravagant spending. Our entire budget so far is about $5,000, enough to cover lawn signs, community coffees and outreach materials.

Fiscal discipline is not just a talking point; it reflects how we operate. We are also deeply grateful to the parents and residents across town who have enthusiastically volunteered their time and energy in support of our efforts.

It is worth noting that Susman Godfrey, which reported revenues of more than $528 million in 2024 and profits of nearly $1.9 million per lawyer, is the same firm that represented the soccer coaches in their dispute with the school district over the non-renewal of contracts. The coaches, now claiming lack of due process, were represented by a Harvard-educated Susman Godfrey attorney who clerked for the US Supreme Court.

Our district is now defending against a frivolous lawsuit brought by another firm, consuming time and taxpayer resources. Having played a significant role in fueling that controversy, Mr. Shackelford now claims the Board should have a “partnership” with the superintendent and “mutual respect.”

Whatever the merits of their candidacy, lawyers in Texas, California and New York should not be funding or influencing the outcome of Westport’s Board of Education election. Is this what we want our local elections to become? Our schools and our children belong to this community.

We need a board that listens, respects, and collaborates and provides direction and oversight to the administration. We need a board that restores focus on academic excellence and the issues that matter most — and can actually get things done. That is why the 4 of us are running.

Early voting has begun.  Come out and vote.

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Two Democrats will be on the ballot as petitioning candidates, having secured over 400 signatures. Jodi Harris and Stephen Shackelford say:

One of the biggest misperceptions we’ve heard about our candidacy is that this race is about replacing the superintendent.

It is not. This election is about leadership at the Board of Education, and the future of Westport schools. It’s about whether the BOE can govern confidently and proactively, working with our superintendent to overcome blind spots and protect our public schools.

Stephen Shackelford and Jodi Harris.

Another major misperception has to do with “endorsed” candidates.

The Westport Democratic Town Committee endorsed 2 candidates for the Board of Education, highlighting their vetting process. In August, one of those candidates withdrew from the race. The other candidate, who is an appointee on the current board, has access to party-provided resources like funding, voter data and campaign coordination.

We did not receive the 72-member DTC endorsement, so we don’t have access to party resources. But we wouldn’t trade our route to the ballot for anything. We earned our spot by securing the handwritten, in-person signatures of more than 440 registered Westport Democrats. That grassroots effort represents real people valuing choice beyond party-appointed candidates, and it allowed us to hear directly from residents about their most pressing concerns.

This choice between party endorsements and grassroots-driven candidates is playing out across the entire race. While 5 candidates have been endorsed by official political committees (including 4 Republicans), the other 3 candidates for the BOE are challenging that system: the two of us, who petitioned our way into the race, and Robert Harrington, who is running as a write-in candidate after the Republican Town Committee shut him out. We believe Westport deserves a choice that places people over politics.

Another misperception is that protecting special education requires direct personal SpEd experience. While one of us has unique personal experience, the real issue is systemic. We’ve heard from many families about their enormous, costly challenges securing the services their children need.

Though some experiences are positive, this uneven access to support has festered for years. The board needs independent voices willing to challenge this status quo and its high costs to both families and taxpayers. We will be those voices.

This brings us back to the larger misperception: that this race is about one person, one event, or one group of stakeholders. It is not.

It is about whether the BOE has the strength, skills and independence to set direction, manage risk, and provide effective oversight. When boards lose confidence in their own role, they invite chaos. When they fail to lead, they leave the administration and community vulnerable to missteps.

Healthy debate is not dysfunction; it’s how good governance works. The real danger comes when boards avoid deliberation, shy away from transparency, or operate without clear priorities.

That vacuum leads to confusion and unnecessary conflict. It also creates an opening for louder, more ideological voices to dominate the conversation — voices that want to bring national culture wars into local classrooms, question professional educators, and erode support for public education itself.

Between us, we bring deep experience in law, communications, negotiation, strategic planning and community leadership. We are not running to dismantle the system, but to strengthen it — by restoring accountability, elevating standards of leadership, and ensuring decisions are made transparently.

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For last week’s “Where We Stand” story, click here. 

For the second “Where We Stand” story, click here.

For the first “Where we Stand” story, click here.

An informed electorate is the greatest bulwark of democracy.

Westporters understand this is a very important election. “06880” is doing our part, to help Westporters understand candidates’ perspectives on a variety of issues.

Once a week, between now and Election Day, we’ll ask the men and women running for 3 important boards — Selectmen/women, Planning & Zoning, and Education — one specific question.

We’ll print their responses verbatim.

This week’s question for the Board of Education is:

Our schools are the reason many families move here. They are also the biggest part of the town budget, with salaries and benefits accounting for the lion’s share of educational expenses. What is the Board of Education’s role in balancing residents’ expectations for their schools, with economic realities?

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Robert Harrington (incumbent) was not endorsed for re-election by the Republican Town Committee. He is running as a write-in independent candidate. He says:

As Westport continues to invest in top-tier education, the Board of Education must ensure every dollar strengthens classrooms — not bureaucracy.

The Board of Education plays a vital role in balancing Westport’s high expectations for its schools with financial realities. While the Superintendent develops the budget based on his priorities and vision, the Board’s duty is to provide oversight — to ensure every dollar is spent wisely and directed toward student learning, classroom resources and program quality.

Robert Harrington

To frame the discussion, the Westport Public Schools operating budget for 2025–26 is approximately $150 million. Of that, certified staff salaries make up nearly $80 million (52.6%), and non-certified staff salaries another $19.5 million (13%). Combined, salaries represent more than 65% of the total budget.

Employee benefits — including medical and dental coverage, life insurance, Social Security/Medicare, etc. — add another $25.78 million (about 17%).

In plain English: nearly 83% of our entire operating budget goes toward the people who make our schools exceptional. That’s not a problem — it’s what drives excellence. Investing in teachers, administrators and staff allows Westport to maintain one of the top school districts in Connecticut, and the #1 high school in the state.

But because so much of the budget is tied to salaries and benefits, the board must ensure that new positions are added thoughtfully and that classroom priorities remain clear.

Over the past few years, we’ve seen above-inflation increases in our operating budget — driven by post-COVID adjustments and rising healthcare costs. Westport’s funding bodies have been generous and continue to support our schools, but with that support comes responsibility.

In August, the board voted to extend the superintendent’s contract early and grant a 4% raise. I voted against.

This was larger than what our nurses and custodians received. I believe that decision was poorly timed and poorly perceived. Some justified it as “a small amount of money,” but that misses the point. Leadership decisions send signals — and those signals matter.

The Board also has a duty to identify efficiencies and savings outside of the classroom — not at the expense of teaching, the arts, or athletics, but through smart management elsewhere.

I have been vocal about addressing transportation costs, which were approaching $8 million (excluding special education). Several years ago, there was little appetite to explore savings, and I was told my approach was “too chaotic.”

I persisted and pushed for a transportation study that had previously been voted down. For 2025–26, we are finally reducing two bus routes — saving over $300,000 — and exploring AI-assisted route planning to find further efficiencies.

I was also an early advocate for redistricting—not as a cost-saving measure, but to ensure that classroom space is used equitably across the district. It was difficult to justify spending on new portable classrooms when open classrooms already existed in other schools. My goal was simple: to prevent overcrowding in one school while underutilizing others. It wasn’t popular, but it was the right thing to do.

Our role, ultimately, is to safeguard both excellence and accountability — to make sure Westport continues to deliver an outstanding education while respecting the taxpayers who make it possible.

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Two Democrats will be on the ballot as petitioning candidates, having secured over 400 signatures. Jodi Harris and Stephen Shackelford say:

The district’s budget must respect separate but distinct stakeholders: residents whose children currently attend the public schools and deserve the very best service and programming, and those who have watched their children graduate or who have moved to Westport for everything but the schools, and need to protect their most valuable asset (their home) and pay reasonable taxes.

To be sure, the $150 million annual budget for schools seems generous. But more than 80 percent of that is contractual: salaries and benefits for our hardworking teachers and school staff.

What’s left can’t begin to cover building updates, curriculum and program enhancements, and the modernization demanded of a 21st-century school system. It just can’t.

Stephen Shackelford and Jodi Harris

So despite their best intentions, the district and BOE are left playing Whac-a-Mole, repairing things here, replacing things there, often only after a problem has gone from bad to worse, instead of tackling the district’s needs in a truly holistic, top-down, forward-thinking approach.

A few examples: The Staples auditorium hasn’t been touched in more than 30 years. Much of it is original and over 60 years old. The lighting mechanism got stuck on the stage last spring, rendering the auditorium inoperable for 6 weeks.

The Staples football field was built for a population of around 1,400, and now we’re at 1,700 and climbing. The stands are too small, bent and even wobbly in sections. The “away side” is cramped, dark, and surrounded by brush. The sound system is broken, there is no handicapped access or seating, and there are no bathrooms.

What’s more, Staples has no working girls’ locker room. Girls’ teams change in hallway bathrooms.

And we all know what happened after Coleytown Middle and Long Lots were neglected … and now Coleytown Elementary is reported to be close behind.

Kings Highway has a basement gymnasium and cafeteria that don’t meet ADA requirements. Concerns abound within the special-education system. Additionally, the district remains woefully short on substitutes and paraprofessionals.

A facilities committee meeting — the first since January — was quickly scheduled just recently, in response to many of these growing concerns. But wouldn’t everyone benefit from year-round follow-through — not just during campaign season?

So how do we address buildings and staffing while remaining fiscally responsible, forward-thinking and adaptable? First, we have to identify issues that haven’t made their way to the BOE yet, and then we have to do the hard work of creating real budgets for dealing with all of them, so we can make intelligent trade-offs, in both timing and funding, across our whole portfolio of problems.

Second, we have to find the money to tackle these projects. One solution we propose for consideration is a public-private partnership in which the district would accept outside donations.

This hinges on the district — in concert with the First Selectman’s office — approving the consideration of features like naming rights. Imagine a capital improvement campaign that allows our cherished alumni, current families and future graduates to make meaningful financial contributions in exchange for a named brick, plaque, or even an entire structure? How else does a public school district — even one the caliber of Westport — find the vast funds that are absolutely necessary to fix up its crown jewels?

Of course, nobody has a monopoly on knowing where the problems lie, or what the best solutions are. Our doors are open to all stakeholders who are ready to flag problems and propose solutions, and that’s exactly how we will operate if you elect us — people with new ideas, new experiences, new connections, and renewed passion for our kids and their education — to the BOE.

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Democratic Party-endorsed candidate Abby Tolan (incumbent) says:

Westport’s schools consistently receive top ratings, because we hire the best administrators and teachers. Keeping top quality employees in our schools is no different from any other industry. It requires competitive compensation and comprehensive healthcare benefits. 

Salaries and healthcare expenditures represent approximately 80% of the district’s operating budget. Staff salaries rise incrementally every year (usually between 3% and 4%). As for many families, it is the escalating cost of healthcare, both in premiums and claims, that exerts the greatest pressure and unpredictability on our budget.

Abby Tolan

For the 2025–2026 fiscal year, healthcare costs could have increased by as much as 40% with the private health insurance plan employees were on. However, by partnering with employees, the district was able to transition them to the State Partnership Plan, limiting our increase to 11%. 

While this is still a big increase, we could not have achieved these savings without the trust and willingness of the employees to move insurance plans. Our administration has this trust because we treat our employees fairly, and compensate them at rates that are competitive with other outstanding districts.

In the same vein, this administration has been transparent about our budgetary pressures, and responsive to other town governing bodies by not producing a padded budget. The Board of Education presented a responsible budget to the Board of Finance and the RTM for fiscal year 2025-2026, and they approved that budget unanimously.

Against this backdrop, we must still preserve essential programming and maintain robust staffing levels, additional qualities that make our schools so successful.

Doing so, however, requires making difficult budgetary choices, such as the decision not to reinstate a second full-time assistant principal in our elementary schools. While our principals presented thoughtful and compelling arguments in favor of reinstatement, it would have added approximately $400,000 to the budget.

I ultimately concluded that wasn’t the most prudent way to spend taxpayer dollars. Reinstating such positions would have necessitated cuts elsewhere in the budget. I didn’t want to sacrifice any of Westport’s schools’ exceptional academic programs, breadth of student opportunities, talented educators, or unwavering commitment to excellence in teaching and learning.

Since the COVID-19 pandemic and the proliferation of technology use, we have seen a marked increase in mental health concerns emerging even at the elementary level.

Nationwide, districts are witnessing an increase in students requiring special education services, often linked to mental health challenges that can result in costly outplacements to specialized schools.

Westport is not immune to this.  In response, the board has advanced initiatives such as “Effective School Solutions” (ESS), which enables the delivery of curriculum to students in the middle and high school rather than at an expensive outplacement. This program has been so successful that there are plans to expand ESS to the elementary level. 

Balancing fiscal responsibility with our enduring commitment to educational excellence is an inherently complex endeavor. We must continue to invest in programs and support systems that promote student success, foster emotional well-being, and ensure access to resources, all while exercising prudent stewardship of public funds. Through collaboration and thoughtful governance, we can sustain and strengthen the tradition of excellence that defines Westport’s schools for generations to come.

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Republican Party-endorsed candidates Dorie Hordon (incumbent), Michelle Hopson, Andy Frankel and Kaitlin Zucaro say: 

Our schools are often the main reason families choose Westport. They are a source of pride and the cornerstone of our community.

From a financial perspective, all taxpayers — even Westporters without children in our schools — have a direct economic interest in high quality schools. When a young family buys a house in Westport, they are not just buying a building and land. They’re also buying access to a top K-12 education. That access is reflected in the value of every home in town.

Of course, nothing in life is truly free — our schools are funded by property taxes. And the fact that our excellent schools underpin our property values does not mean we should spend recklessly on them.  To the contrary, we need to sustain funding for our great school system — but do it in the smartest way possible, spending wisely.

Michelle Hopson, Dorie Hordon, Kaitlin Zucaro, Andy Frankel.

Indeed, education accounts for more than 60% of the town budget. Salaries and benefits represent the vast majority of the school system operating budget. In fact, in fiscal year 2024-2025, salaries and benefits combined were $114 million — 80% of the total education budget.

This is why the incumbent Democrat majority’s decision to accept the recent above-inflation raises for the superintendent and other administrators was so irresponsible. Such decisions set unsustainable precedents, and put the town’s long-term financial health at risk.

Vice chair Dorie Hordon of our slate was the board member who was the most vocal opponent of these raises, and led opposition within the Board — but to no avail.

The motion passed 5-2. This illustrates why a change of leadership is needed at the board level, and why we urge you to vote for all 4, and elect our slate to bring accountability and fiscal responsibility back to our schools.

In addition, voters may not realize that board members are directly involved in negotiations with both unions and non-unionized employees within the district. Along with Dorie’s direct experience, our slate brings a high level of legal and financial expertise to these negotiation challenges and the budgeting process overall.

Our commitment to voters is to be laser-focused on making sound decisions about resource allocation. In terms of pay raises, we believe they should be reasonable and fair — but should not create precedents where the district is locked into unsustainably high pay increases year over year.

Professional development is another spending area that requires close scrutiny, as it also reduces instructional time. Spending on PD should support teachers and improve student outcomes, but it must be tied to clear educational priorities and deliver measurable results.

In addition to the operating budget, which covers personnel and the ongoing costs of maintaining our schools and programs, the other major financial responsibility of the Board of Education is long-term capital spending. The capital budget refers to long-term investments in facilities.

There are several major capital projects underway, including construction of the new Long Lots/Stepping Stones school, regular maintenance of all buildings, and the evaluation of next steps for Coleytown Elementary.

Key funding decisions will have to be made along the way, and the Board’s conclusions must be presented for approval by the Board of Finance. Our team brings the skills, experience and initiative required to work productively with the administration and deliver sensible outcomes that the town’s funding bodies can support.

Great schools benefit all Westport taxpayers. They strengthen our community and drive our property values. Our goal is to make sure we get the most out of that investment — a goal that takes the leadership, experience and expertise our team offers.

This week, “06880” introduced a new feature: “Where We Stand.” 

Once a week between now and Election Day, we’ll ask candidates for 3 important boards — Selectmen/women, Planning & Zoning, and Education — one specific question.

We’ll print their responses verbatim. 

An informed electorate is the greatest bulwark of democracy. Westporters have always participated avidly in our town government.

“06880” is proud to do our part this fall to help.

This week’s question for the Board of Education candidates is: “What is the single most important issue facing Westport Public Schools right now, and how will you address it?” 

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Republican Party-endorsed candidates Dorie Hordon (incumbent), Michelle Hopson, Andy Frankel and Kaitlin Zucaro say: 

The biggest issue facing Westport Public Schools right now isn’t test scores, facilities, the budget, or even athletic coaches — it’s leadership.

Without strong, effective leadership and direction, everything else meanders and slips. And right now, our Board of Education badly needs members who offer direction, vision, initiative and insight, and have a willingness and capacity to speak up and contribute.

That’s why we’re running. It’s time for fresh leadership that puts the preparation of students first, and restores focus on a clear mission for student success. We bring the wide-ranging experience needed for effective governance of our school system. Among the 4 of us, we have worked as highly accomplished educators, finance and marketing executives, technologists, and big-firm lawyers.

From left: Michelle Hopson, Dorie Hordon, Kaitlin Zucaro, Andy Frankel.

We also know our schools at every level — elementary, middle and high school. Collectively, we have 8 kids currently enrolled in Westport public schools (plus 4 graduates). Not one of the current Board members (other than vice chair Dorie Hordon from our slate) has any kids in our schools.

We bring a voice for parents of current students. That personal connection also makes us deeply invested in student success.

Our mission is simple: return the focus of the board and administration to the success of Westport students through effective leadership, accountability, and emphasis on the right priorities.

Those priorities include:

Academic excellence. We’ll work to make Westport schools among the best in the nation by staying focused on fundamentals, fostering critical thinking, and preparing kids for a changing world, especially with the advent of AI. Despite relatively high state rankings and standardized test scores, we are falling behind peer school districts in key areas. We have also heard from multiple families with serious concerns with the administration of special education. We can clearly do better, and should strive to ensure that all of our students are ready to succeed.

Importantly, a focus on academic excellence does not mean sacrificing athletics, the arts and other valuable extracurricular activities. Our athletic programs are among the best in the state, yet the board has provided little guidance and leadership even for easily solvable problems, illustrated by the fact that Staples has no girls locker room for girls sports teams, and most fields lack lights for nighttime practices and games.

Smart and transparent budgeting. Westport schools cost taxpayers more than $150 million a year — over 60% of the entire town budget. That’s a huge investment, and families deserve transparency and efficiency. We’ll make sure resources go where they matter most.

Real oversight. Rubber-stamp boards don’t serve families. We’ll ask hard questions, hold the administration accountable, and look for creative solutions. The oversight of a board shouldn’t be about threatening administrators when you don’t get your way on any particular issue; it’s about making sure every decision stands up to scrutiny and serves students well.

Safe, modern schools. Kids need secure, well-maintained, and tech-ready facilities to learn at their best. We’ll ensure Westport schools keep pace with the demands of today’s classrooms and tomorrow’s challenges.

Westport schools are a crown jewel of our town. But that reputation can’t be taken for granted. It takes leadership to maintain a premier district and push it forward. That’s why we are running. We bring different backgrounds — education, law, technology, business — but we are first and foremost parents who share a common vision of strong schools supported by a strong community.

We offer independence, unity, a constructive approach, and a commitment to student success with one guiding principle: Every decision must serve the best interests of Westport’s students.

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Democratic Party-endorsed candidate Abby Tolan (incumbent) says:

Living through Coleytown’s shutdown, the combined middle schools, and COVID, as well as serving on the board, I’ve learned not to predict challenges or believe we will have the luxury to face one at a time. Even putting aside consideration of the inevitable surprises, we know our schools, like all others, must navigate a shifting landscape:

The integration of AI into schools is both an educational and moral endeavor. Our responsibility is to equip students to use technology thoughtfully and responsibly, without letting it replace the deep processes through which they learn. We must also incorporate strong soft skills into our program, which both research and day-to-day living confirm are both vital to success and increasingly lacking in graduates.

Our strategic plan addresses this dual challenge by creating a forward-facing, flexible program that balances technological fluency with human-centered growth. We must recognize technology’s potential while affirming the importance of human judgment, creativity, and compassion, producing graduates who are each prepared to contribute meaningfully to the future.

Abby Tolan

Our ever-increasing annual operating budget is a constant concern.. This community is unflagging in its support of our public schools, which benefits us all and for which we are grateful. But the education budget is a major portion of our municipal expenditures and we must find ways to control costs to sustainably balance fiscal responsibility and student achievement.

Our capital needs present opportunity, but require significant investment. We are building 2 new schools with Long Lots and Stepping Stones, and are preparing to undertake significant renovation of Coleytown Elementary. As a board, we work closely with our funding bodies to ensure that the most basic facilities needs – namely that schools are temperate and dry – are addressed. There are many other capital demands, and we must collaborate on a long-term capital improvement plan that serves both school and town-wide priorities.

I could go on, but my point is this: it is not a singular challenge we confront but rather a question of how the district, with the board acting as the governance team, responds.

What makes me hopeful is that I know how to do this work. As a professional in special education, I’ve spent my career weighing individual needs against broader program goals, listening carefully, and then making decisions that are both personalized and intentional. That perspective has been invaluable on the board, where every decision has ripple effects across classrooms, families, and the town as a whole. At the same time, we cannot lose sight of the needs and dreams of every child, lest we lose the tree for the forest.

The role of a board member is to discern what matters most for students and ensure the district has the structure, resources and direction to deliver. Sometimes that means stepping back and hearing every side of an issue. Sometimes it means making a hard call when there is no perfect answer. Always, it requires keeping students at the center of the conversation.

People will always disagree — that’s fair and expected — but even amid differing views, this board has achieved significant successes against current headwinds: increased student performance, new schools, security audit and plan, reduction in student out-placements, increased student voice, and again, I could go on.

The challenges will keep coming, and while we cannot choose which ones arrive, we can choose how we meet them: with expertise, open ears, courage, and a steady focus on preparing every student to thrive. I am committed to continuing the work to move our schools forward with innovation and humanity.

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Two other Democrats will be on the ballot as petitioning candidates, having secured over 400 signatures. Jodi Harris and Stephen Shackelford say:

Dan, thanks for this opportunity. Before going into what needs immediate attention, we want to call out what’s working: the dedicated teachers and staff of the Westport Public Schools and our generous force of parent volunteers. They all work together to support each other and, most importantly, the next generation of Westporters.

Simply put, the most important issue facing our schools is one of leadership. The Board of Education and the administration must use their roles and resources to address the concerns of every stakeholder. And they must do that efficiently, effectively, and transparently.

Stephen Shackelford and Jodi Harris

For some reason it is taking years to fix small problems, which become big problems, which in turn become seemingly intractable — and expensive — problems. In recent years, too many teachers and staff members have been held to a higher standard than the administrators they report to.

The administration’s role is to eliminate obstacles so our teachers and staff can succeed. The role of the BOE is twofold: to manage the superintendent, and to serve as the elected voices for our schools.

Yet in one meeting after another, the BOE is doing less and less to engage our superintendent in meaningful debate about what needs to improve and what he is getting right. If we don’t make smart decisions, we risk failing to attract the most talented educators and staff to our schools. Here are just a few recent examples:

Many elementary school teachers have desperately called for more paraprofessional support, yet last year’s budget proposal instead added additional assistant principals, expanding an already top-heavy organization without providing classroom support.

Additionally, a lack of substitute teachers means our educators are losing their prep periods to cover classes, a problem particularly noted at the middle-school level. The systemic issues extend beyond the classroom: A single overworked plumber services all 8schools, leading to long wait times for critical repairs. There are many more stories we don’t have room for here.

The School Climate Survey presented in September 2024 showed a troubling drop in student engagement. Where are the 2025 scores? Why haven’t they been presented? Parents and students deserve transparent reporting of the latest scores and a clear plan to address any issues. The north star for both the administration and the BOE is continuous improvement and a positive outcome for our students.

As board members, we’d take a different approach from that of many of the current members. The BOE must be proactive, not reactive, and be honest with our community. First, we’d directly engage with our teachers and staff. Do they feel adequately supported and respected? Why do they think hiring pools are shrinking so dramatically, and what changes do they think are critical for success in the classroom?

Next, we’d engage more purposefully with our students. For years the BOE has promised to survey Staples students for inside knowledge on their coursework, and to capture the pulse of student life — but it hasn’t happened. This needs to change immediately. Giving our students a voice and a forum for feedback is the least we can do. Good ideas can come from anywhere, and sometimes it’s as though our kids are actually the adults in the room.

It’s time for the BOE to stop making excuses, and start engaging and executing on solutions. We want to help move our schools from good to great — with transparency, accountability and accessibility at the forefront.

We need a board that is inclusive, not exclusive. We want to meet the needs of our students with the teachers, staffers, facilities and curriculum they deserve. And that starts with board members who understand and embrace the critical role they play.

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Robert Harrington (incumbent) was not endorsed for re-election by the Republican Town Committee. He is running as a write-in independent candidate. He says:

The single most important issue facing the Westport Public Schools today is accountability. Westport has long been recognized for academic excellence, a dedicated teaching staff, and strong community support. But excellence cannot be sustained without transparency, responsibility, and a willingness to ask hard questions. A district that fails to hold itself accountable risks losing the trust of students, families, and taxpayers — the very trust that underpins public education.

Parents and taxpayers deserve to know not only what decisions are being made, but also why those decisions are in the best interest of students. When boards or administrators simply “go along,” rubber-stamping pay raises, building projects, or investigations without scrutiny, the message is that convenience matters more than honesty. That is not acceptable in Westport.

Robert Harrington

Over the past 4 years, I have worked to turn these principles into action. I have voted against measures I believed did not serve students and families, and I have pushed for transparency when the easy thing to do would have been silence.

For example, I questioned and voted against the superintendent’s pay raise that was higher than nurses and custodians, pressed for more thorough investigations by the administration, and demanded transparency when others would have preferred closed-door decisions. The failure to provide a thorough investigation related to the soccer coaches was utterly unacceptable. We must do better.

I pushed early on both redistricting and reducing transportation costs, long before these issues gained traction. And while I am excited about the new Long Lots Elementary School, I have also insisted on planning for a new Coleytown and modernization of Kings Highway to ensure that all our schools are equipped for 21st-century learning.

These are not always comfortable conversations. But the role of a Board of Education is not to protect the administration; it is to advocate for students and families. That means asking hard questions, challenging assumptions, and being willing to admit when the district can and should do better.

To be clear, Westport has much to celebrate. Our teachers are talented, our students achieve at high levels, and our community provides remarkable support for education. But real strength comes from reflection, not complacency. A district that only congratulates itself is a district that risks standing still. A district that welcomes scrutiny, by contrast, is one that grows stronger over time.

Looking ahead, Westport faces major building projects, budget pressures, and transportation challenges. Each requires tough decisions, balancing ambition with fiscal responsibility. At every step, the community deserves clarity: What will projects cost, what will programs deliver, and how will changes affect families? Without transparency, these decisions risk being made in ways that erode trust. With it, they can become opportunities to strengthen that trust.

If I am given the chance to serve another term, I will continue to ask the questions that need to be asked — not to obstruct, but to ensure that decisions are made openly and responsibly. I will work to make sure investigations are thorough, budgets are clear, and major initiatives are explained honestly to the public.

Westport should expect nothing less than a Board of Education that is independent, transparent, and willing to hold itself to the highest standards. That has been my commitment over the past four years, and it will remain my commitment moving forward.

I would be honored if Westport voters would consider writing in Robert Harrington — whether by mail or on Election Day — to continue the work of putting accountability at the center of our schools.