Tag Archives: David Rosenwaks

“Where We Stand”: Selectman Candidates Offer Final Messages To Voters

Posted on October 27, 2025 | 22 comments

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 in this series — for the Board of Selectmen/women 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 yourselves? Go for it!

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Democratic Party-endorsed candidates Kevin Christie and Amy Wistreich say:

Over the past few months we’ve knocked on doors, talked with voters, and met neighbors at community events and coffee chats. What we’ve heard from Westporters is clear. People want three things from their next leaders:

  1. A clear vision for Westport,
  2. A thoughtful plan that reflects the needs and priorities of the community, and
  3. The proven ability to execute and get things done the right way.

That is exactly what Amy and I bring to Westport.

 

Kevin Christie and Amy Wistreich.

Vision

We will be leaders and advocates for all Westporters, listening carefully, communicating clearly, and representing the entire community.

Our vision is a Westport that continues to lead in fiscal discipline, education, quality of life, and environmental sustainability. Imagine a Westport where local businesses thrive and downtown parking is finally resolved, where there are more opportunities for seniors, teachers, and first responders to live in the town they love, where Saugatuck has development that works for Westporters, and where kids can safely walk or bike to school.

We see a town that protects its shoreline, open spaces, and trees, not just for today but for generations to come. We see a government that is open, transparent, and inclusive, where every Westporter feels heard and respected.

That is our vision, because leadership means more than managing what is in front of us. It is about shaping what comes next.

Planning

Vision only matters if it is matched with disciplined, collaborative planning. We will manage with fiscal responsibility and transparency, ensuring that Westport’s half-billion-dollar capital forecast reflects community priorities, not wish lists.

We will break the cycle of “study and shelve” spending by setting clear priorities, relying on experts, and remaining accountable. We will protect Westport’s AAA bond rating through long-term planning, not short-term fixes.

We will work with state and federal partners, including the Department of Transportation and our Westport delegation in Hartford, to secure funding and move long-delayed projects forward. Westport deserves leaders who pick up the phone (unlike the DOT maintenance facility project), build relationships, and turn partnerships into results.

We will plan responsibly by supporting smart development that protects our environment and expands housing options for the people who make our town work. We will strengthen local businesses, simplify the permitting process, and ensure downtown and Saugatuck remain thriving economic and cultural centers.

That is what thoughtful, community-driven planning looks like.

Execution

Great plans only matter if you can deliver. Nothing gets done without teamwork.

With more than 15 years of professional experience in finance, investment banking and strategy at IBM, Merrill Lynch, Bank of America Merrill Lynch, and the Madison Square Garden Company, I have successfully led teams and executed complex transactions amounting to more than 80 times the value of the town’s current $500 million list of capital projects.

Amy’s public service on the Zoning Board of Appeals and the Planning & Zoning Commission, along with professional experience in land use, architecture and construction, means she knows how to ask the right questions, evaluate details, and move projects forward.

Our combination of experience is unmatched.

We will prioritize finishing Long Lots/Stepping Stones on time and on budget, completing a practical downtown redesign that improves safety and parking, addressing flooding and climate resilience, and creating a town-wide plan for maintaining athletic fields, sidewalks, and public spaces.

We will turn plans into action through collaboration, transparency and accountability.

Westport is special because of the people in our community. Amy and I are proud Democrats and proud Westporters. We have the vision, the plan, and the proven experience to execute, and with you we can get things done together.

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Republican Party-endorsed candidates Don O’Day and Andrea Moore say:

Westport is about to hire its next leadership team, and experience matters, particularly on day one.

Since July, Andrea Moore and I have had the privilege of meeting thousands of you, listening to your hopes for Westport, and sharing a simple truth: Leadership is about more than hearing your concerns. It is about having the proven ability to act on them. It is about standing tall and taking a stand for the greater good of our town.

The O’Day Moore team does just that.

Andrea Moore and Don O’Day.

Let me tell you about Andrea Moore.

Andrea is Westport’s current second selectwoman, and has been my superpower in this race. A lifelong Westporter, she has served at every level of community leadership, from senior PTA roles to vice chair of the Board of Finance and as a trustee of the Westport Weston Family YMCA.

In her more than 20-year financial services career, she led complex teams and made tough decisions. In her current role, she has appointed nearly 100 residents to boards and commissions, ensuring Westport’s government is filled with talented, civic-minded volunteers. She knows our people. She knows our process. She knows how to get things done.

No one knows Westport more than Andrea Moore, and no one is more ready to keep leading it forward.

My story in Westport began 31 years ago, when my wife Toni and I stretched to buy a home here and raise our 3 sons. Professionally I spent 35 years in financial management at Citi, including as a chief financial officer in our residential lending business. I have led organizations larger than Westport’s municipal workforce. Managing complex teams and budgets is not new to me. It is what I do.

Westport has regularly placed its trust in me. I was twice elected to the Board of Education, and was chair for 4 years.

I led our schools through the 2008 to 2010 financial crisis. When districts nationwide were slashing budgets, I led with clarity, transparency and precision — cutting where we could and protecting what mattered most.

Later, when Coleytown Middle School was shuttered, I was asked to lead the rebuilding effort. I communicated clearly at every step, earning broad praise for transparency and results.

Today, as a member of the Representative Town Meeting (RTM) and Long Lots School Building Committee, I led a plan for a new school that earned unanimous approval across every board, including Planning & Zoning.

Andrea and I have been tested, and we have delivered.

So why O’Day/Moore?

Because Westport is choosing between those who have already led this town through crisis, budgets, rebuilding and complex governance, and those who have not.

Listening is essential. But leadership means deciding, especially when 2 groups want opposite things. If you avoid criticism by avoiding decisions, you are not leading — you are taking a poll.

We will always listen and we will lead, anchored in facts, transparency.

Our Immediate Priorities:

  1. Fix infrastructure now, including a solution for Coleytown Elementary, downtown improvements, and upgrades at Longshore.
  2. Protect Saugatuck with responsible development, supporting scaled, reasonable projects instead of a massive housing plan without full Planning & Zoning oversight.
  3. Make Westport safer and easier to get around, with more sidewalks, marked bike lanes, better enforcement including cameras, and smart traffic light timing.

Andrea and I are ready to serve. Westport deserves leadership with a proven record of solving problems, managing teams, rebuilding schools, balancing budgets, and earning town-wide trust.

Experience matters, especially on day one.

We ask for your support, your confidence, and your vote.

Thank you for your kindness throughout this journey. We look forward to leading Westport forward.

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Independent Party-endorsed candidate David Rosenwaks says:

The inspiration behind my decision to enter the first selectman race comes from a simple belief: Westport deserves a different kind of leadership. Leadership that’s independent, inclusive, and grounded in collaboration.

What truly sets me apart are the values I live by every day — outreach, listening, empathy and inclusion. My goal is to unite our shared vision for Westport and work together to respect the heritage that got us to this point, while also enhancing the assets of our beautiful town. These values will guide every decision I make from day one.

 

David Rosenwaks and family.

As a member of the Representative Town Meeting (RTM), I’ve seen firsthand the need for something our town has never truly had: a long-term, strategic plan that defines our vision, aligns our goals, and ensures that every decision we make supports our future, not just the moment. With collaboration and transparency, we can focus on initiatives with the greatest impact and return on investment. I am committed to delivering Westport’s first comprehensive strategic plan by April 1, 2026.

With a clear plan and strong leadership values, we can transform how Westport governs and budgets. Imagine a budget process guided by purpose from the very start where priorities, projects, and expenditures align naturally because we’ve already done the hard work of planning together in a holistic fashion.

My approach is simple: engage every department, listen to every voice, and lead through collaboration. It’s not the easiest path, but it’s the right one; and it’s the one I’m uniquely prepared to take as your next first selectman.

Running as the first-ever Independent Party-endorsed candidate in Westport’s history allows me to lead free from partisanship, to put people and progress first.

My candidacy also creates a unique opportunity to bring everyone together. Per the Town Charter, both the Republican and Democratic candidates could serve on the Board of Selectmen alongside me in the case I am elected as first selectman.

We can build a leadership team that includes all voices and all ideas, and I argue such a Board of Selectmen represents a more perfect union. Every member goes into every conversation with an open mind ready to listen, deliberate and be decisive based on all our constituents’ voices. That’s what collaboration looks like in action, and the kind of government Westport deserves.

My promises to you as your First Selectman:

  • I will prioritize the voices of our community making sure everyone is heard, not just the loudest or most powerful.
  • I will lead with full transparency and accountability.
  • I will protect the heritage of our town and the quality of life we all cherish, always standing for Westport at both the state and local level.
  • I will keep our housing market strong by balancing smart spending with responsible taxation, working closely with the Board of Finance.
  • I will support our schools and lead a full infrastructure review, always planning and budgeting in partnership with the Board of Education.
  • I will strengthen our most important relationships with the Connecticut Department of Transportation, state leaders, and local housing developers to advance our interests and keep Westport moving forward.
  • And I will act, collaboratively and decisively, on our most critical issues: affordable housing, Saugatuck development, downtown parking, Cribari Bridge, community gardens, and traffic congestion.

At a time when civic discourse feels fractured and challenges seem bigger than ever, Westport deserves leadership that brings people together: inclusive, strategic, fiscally responsible, transparent and accountable.

I believe in value-driven leadership that pairs long-term vision with short-term action. I believe in collaboration over partisanship. I believe in urgency, accountability, and progress that you can see and feel.

Your voice. Your town. Your government.

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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” question, click here.

For our first “Where We Stand” question, click here.

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“Where We Stand”: Bonus “Openness And Transparency” Edition

Posted on October 26, 2025 | 6 comments

John McCarthy is a 1982 Staples High School graduate, who moved back to Westport 30 years ago. He served 3 terms on the Representative Town Meeting (RTM), and coached Little League softball and baseball, and recreation basketball for many seasons. He is a former board member of Staples Tuition Grants and treasurer of Homes With Hope (in its Interfaith Housing days).

John writes:

Back in 2023, Dan Woog posted some basic ideas I had written on transparency and openness in town government.

I’m not an expert. These were just based on my observations and experiences.

That led to some great conversations with people all over town, who said I had written exactly what they were thinking.

I wish I could say there was a rush by our elected and appointed leaders to embrace the concepts and ideas I presented. But there wasn’t.

It did result in several coffees with officials who wanted to make sure I wasn’t too dangerous. Aside from that: crickets from the elected crowd.

Town Hall: Westport’s seat of government.

Now, with election season here, and every candidate promising transparency and openness, seems like a great time to bring  these ideas back to the table.

Two weeks ago I sent each of the 1st selectman candidates a series of 7 concepts of “openness and transparency” in town government, and 7 ideas of how we could make those concepts a reality in Westport.

Some of these are very general concepts. Others are somewhat inside baseball, with specific legal meanings.

The candidates’ unedited responses can be found here in a Google sheet.

I also asked them to answer 2 questions.  Their unedited responses are below.

Don O’Day, Kevin Christie and David Rosenwaks: Thank you for taking the time during a busy campaign season to answer these questions. I look forward to seeing how one of you follows up once you are elected.

From left: Kevin Christie and Amy Wistreich; David Rosenwaks; Andrea Moore and Don O’Day.

Questions:

  1. What will you do in your first month in office to get these ideas and concepts built into the town government’s operating system?
  2. How would you use the power and influence of the 1st selectman’s position to get these ideas implemented?

 Don O’Day:

What I will do in the first month: I plan to identify the current FOIA protocol and see where, if possible, efficiency can be built in the process. I plan to ask for a cost estimate of historical FOIA requests, and identify those areas driving the majority of those requests.

My influence on the operating system is that the system reports to me. I won’t need to do more than simply be an effective leader.

 Kevin Christie:

In the first month, I would begin by meeting with department heads, board chairs, and staff to establish clear expectations around openness and communication.

We’ll start by assessing where information is currently siloed or hard to access, and then set short-term steps for improvement, such as ensuring all meeting materials are published online (e.g., Board of Selectmen meeting packets are not typically posted at all, and they should be).

I’ll also continue our open coffee and conversation events we’ve held throughout the campaign, to keep residents directly engaged in how we’re shaping priorities and decisions and to hear the community’s feedback.

The 1st selectman sets the tone and culture for Town Hall and the community, and I start with the belief that government exists to support the people. I would use that position to make openness, engagement and responsiveness part of how Westport operates every day, from how we communicate to how we collaborate.

That includes ensuring cross-board coordination, encouraging department heads to post information proactively, and making sure residents can understand not just what decisions are made, but why. Leadership starts with modeling transparency, and creating an environment where information and participation are valued by everyone in town government.

David Rosenwaks:

As 1st selectman, during the first month on the job, I will sit down with the head of the IT department, other department heads, and elected officials, and tell them that these concepts and ideas will be the framework for how we are going to approach transparency going forward under my administration.

I am also open to setting up an Openness and Transparency Commission/ Committee that will help us implement this approach and help hold us accountable. Achieving greater transparency can ideally save the town time and funds when deliberating on any project.

There are other things that we can be doing as well. For example, every elected and appointed official should be assigned a government email address (not always the case now), and those emails should be listed on the town website. Residents shouldn’t have to struggle to find these email addresses.

Click here to read each candidate’s extended responses to John McCarthy’s 7 concepts, and 7 ideas. 

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“Seat At The Selectman’s Table”: Personalities, Not Policies

Posted on October 22, 2025 | 5 comments

At noon yesterday, the 3 first selectman candidates sat on stage at the Westport Library, for a formal debate.

Six hours later, they returned. This time they sat at a table on the Trefz Forum floor — the same level as the audience.

This time they chatted about their lives in Westport, their families, their most difficult conversations and decisions, and their greatest accomplishments as husbands and fathers.

It was all about personalities, not policies.

Plus, each of them brought a dish to share, for dinner.

The event was the first-ever “Seat at the Selectman’s Table.”

Part of the Library’s Common Ground Initiative — which brings people together through careful, constructive dialogue — and organized and moderated by “06880”‘s Dan Woog — it offered a different perspective into the hearts and minds of the 3 men vying for Westport’s top spot.

One member of the large crowd called it “moving, insightful and hopeful.”

It certainly was different.

(Photo/Dan Woog)

Woog’s first question was why each candidate brought the dish they did.

Don O’Day said that his wife Toni is from Italy. He loved her parents’ eggplant parmigiana.

David Rosenwaks brought his favorite meats and cheeses from Gaetano’s (but no pork, as he was raised kosher).

Kevin Christie baked pumpkin bread, which he always enjoyed making with his mother.

From then on, the candidates answered questions picked from a bowl. They included:

What in your life are you most proud of? And least?

O’Day mentioned his family life, including 3 sons and 1 granddaughter. He regretted losing time with them through work, as they grew up.

Rosenwaks had his first child at 39, his second at 41. He spoke about the highs and lows of forging his own path, in finance and then music.

Christie is most proud of where his family is now, but rues not taking enough time to look back and appreciate his life.

What was your most difficult conversation with someone?

For Rosenwaks, it was when his Israeli father asked if Rosenwaks’ wife — who was Presbyterian — would convert to Judaism. She said yes, but “it was hard.”

Christie mentioned how tough it is to fire someone in business. “You’re taking an opportunity and a life away. At times it is necessary, but difficult.”

O’Day agreed with Christie, and recalled the need to take away his father’s car keys — and independence. O’Day framed it in the context of “being around for your grandchildren.”

If you had to live anywhere outside Westport, where would it be?

None of the candidates want to leave. But Christie and O’Day would return to New York City. Rosenwaks might head to France, where he lived while studying (and went to soccer camp as a teenager).

Kevin Christie brought pumpkin bread to share. David Rosenwaks offered meats and chesses from Gaetano’s. (Photo/Catherine Campagnino)

What is Westport’s hidden gem?

For Rosenwaks, it’s Burying Hill Beach. Christie loves watching great sunsets over his garden — though he has little time to enjoy them this fall, while campaigning. O’Day favors Longshore Sailing School, where all 3 of his sons worked while in high school.

Who do you most admire in Westport — not for their accomplishments, but the way they carry themselves?

Christie cited his wife Gina, who not only commutes to New York, but serves as Coleytown PTA president and “helps make my campaign exist.”

O’Day said he could not run without his wife Toni’s support. She goes to all of his events — and tells him to ignore the backlash.

Rosenwaks hailed Miggs Burroughs, the graphic artist and photographer who helps the Arts Advisory Committee, and everyone else, no questions asked.

What is your proudest achievement as a husband and father?

Rosenwaks said it was spending time with his daughters, and supporting his wife during her acting career.

For Christie, it was the decision to step back from his professional career, to have time with his children.

O’Day recalled the day his son came to his office to talk about a personal problem. He added, “After 43 years of marriage, I’m still trying to do better with Toni.”

If you did not pursue the career you did, what path might your life have taken?

At age 10 in Vermont, Christie wanted to be a garbage man. When his family moved to Albany, different opportunities opened up.

O’Day had a summer job at Jones Beach. He thought about restaurant management while in college, but realized how long and difficult those hours are.

Rosenwaks first hoped to be a New York Mets centerfielder. He then wanted to be in music — and had an opportunity with Paul Shaffer – but his father urged him to go into finance.

Don O’Day, with eggplant parmigiana. (Photo/Catherine Campagnino)

Which 4 people — living or dead — would you invite to a dinner party?

O’Day: Robert F. Kennedy (“the father, not the son”), Jesus, Thomas Edison, George Washington.

Rosenwaks: Roberto Clemente, Jim Morrison, Nick Cave, Leonard Cohen.

Christie: His mentor who died in September, his wife and children (“because having dinner together these days is rare”).

What were your discussions with your family about your decision to run? 

Christie’s wife was more excited at the start than he was. His family was very supportive — as they had been when he ran for the Board of Education.

O’Day’s oldest son was “all in.” The middle one thought it was a good idea, but wondered if O’Day really wanted to commit to the work. His youngest son was a “hard no” — but is now the campaign’s social media director. His wife was uncertain, but has become his biggest supporter.

Rosenwaks’ 9-year-old did not want him to win, worrying they would have less time together. His 7-year-old “fashionista” was thrilled; she thought she would get lots of “stuff” if he won. He has taught his children and their friends about the importance of elections.

Who has been the biggest influence on your character?

O’Day’s father — who did not finish college, but raised 6 children — would see someone misbehaving and say, “No class.” O’Day thinks about that whenever he sees someone acting badly.

Rosenwaks’ mother was 24 when he was born. He does not know how she was able to raise him at such a young age, but realized her impact when he won a pair of citizenship awards in elementary school.

Christie’s mother, a teacher, taught him the importance of dong the right thing. She stressed the need to treat others the way you want to be treated.

The final question: What do you most admire about the candidates you are running against?

Rosenwaks cited O’Day’s “even-handedness,” and called Christie “a good listener.”

Christie said that Rosenwaks was “fun to be around, kind and thoughtful.” He admires O’Day’s “dedication,” especially on the Long Lots School Building Committee, and respects the amount of time he dedicates to the town.

O’Day echoed Christie’s mention of Rosenwaks’ “magnetic personality, his ability to pivot, and how his eyes light up when talking about his daughters. He recalled how proud Christie was to introduce O’Day to his son, and concluded, “if you’re a good dad, you are a good person.”

(Catherine Campagnino reported on this event for “06880.” When the video is uploaded to YouTube, “06880” will provide a link.)

 

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Selectpersons Debate: Minor Differences, No Bombshells

Posted on October 21, 2025 | 17 comments

There were no fireworks or personal attacks at today’s selectman’s debate.

David Rosenwaks, Kevin Christie and Don O’Day — the 3 candidates for first selectman — and Amy Wistreich and Andrea Moore, running mates of the latter two — agreed on the need for proactive planning and collaboration.

All cited their experience, in a variety of endeavors.

And all agreed on the need for a parking deck at the Baldwin lot.

The Westport Weston Chamber of Commerce event at the Westport Library drew a crowd of about 150. with more watching on livestream. They listened to calm, reasoned answers to questions from Chamber director Matthew Mandell.

From left: Kevin Christie, Amy Wistreich, David Rosenwaks, Andrea Moore, Don O’Day, moderator Matthew Mandell.

Differences were in emphasis, not policy. O’Day and Moore — running on the Republican ticket — cited their managerial experience, both professionally and on 2 school building committees and as current 2nd selectwoman, respectively.

Democrats Christie and Wistreich noted their work sitting on 2 elected boards — Education and the Planning & Zoning Commission, respectively.

Rosenwaks cited his Independent Party endorsement, being beholden to neither party.

There was some daylight between them regarding Westport’s relationship with the state Department of Transportation’s involvement in the Post Road project, the Cribari Bridge and a new maintenance facility on the Sherwood Island Connector.

Christie noted the Democrats’ relationships with the governing party in Hartford. O’Day and Rosenwaks countered with their abilities to work across the aisle.

Both Rosenwaks and Wistreich said that on “Day 1,” their administrations would hold meetings with stakeholders in DOT projects.

David Rosenwaks

All agreed that the $400 million-plus capital plan is not set in stone. O’Day was the only candidate to set priorities — Coleytown Elementary School and the Longshore clubhouse and Inn — while Wistreich floated the idea of a townwide facilities manager, to also oversee Board of Ed assets.

There was agreement on the need for some kind of development in Saugatuck — though not at the scale proposed by ROAN Ventures for the ill-fated Hamlet project — and the importance of meetings with the developer (who has options on the property),

Wistreich called it “a generational project that will transform this town forever. And Westport is not for sale.”

Moore agreed with her rival for second selectwoman. “This is such an emotional project. If we don’t talk, and get the grown-ups in the room together, we will continue to get nothing done.”

Kevin Christie and Amy Wistreich.

Rosenwaks cited Darien as an example of a public/private partnership that works for development, while O’Day said he preferred private development in Saugatuck.

In the area of state mandates for affordable housing, all agreed on the need for solutions. They praised State Representative Jonathan Steinberg for voting against HB 5002, which would have taken local control away from zoning near transportation hubs. They also hailed Westport’s Affordable Housing Fund (though, as Moore noted, its current $1.5 million will not go far).

Christie said, “We want more control — and credit for what we’re doing.”

The only applause in the 90-minute session came during a discussion of downtown parking, when Wistreich said, “It’s time to stop taking about Parker Harding, and do something.”

Andrea Moore and Don O’Day.

All the candidates had previously voiced support for a parking deck, and urged action by the Downtown Plan Implementation Committee. Christie advocated for businesses to be represented on that body. Moore noted that some had been on it yet not participated, but that Massimo Tullio, owner of Massi Co, has just been added.

The final questions were about the Community Gardens, and climate change.

O’Day said that Parks & Recreation director Erik Barbieri is working on a garden site, and that as first selectman he would support the director.

Christie said, “Amy and I would have brought everyone together, at the beginning. That would have saved a lot of time.”

As for sea rise, flood mitigation and other environmental concerns, O’Day noted, “You can’t manage what you can’t measure.” Data, he said, would lead to “action, and an embrace of science.”

Part of the debate crowd at the Westport Library. (All photos/Dan Woog)

 

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Roundup: If This Comes In A Blank Email, Just Click This Headline To Read The Story! — LWV Voters’ Guide, Kevin Christie Instagram, David Rosenwaks & Christine Todd Whitman …

Posted on October 16, 2025 | 5 comments

Every October for years, the League of Women Voters published a Voters’ Guide.

It was filled with information about every upcoming electoral race: candidates, bios, positions, the works.

It was invaluable — the best resource for countless voters.

The print version is gone. But the Voters Guide is now online. And very easy to use.

Just click on www.vote411.org/lwvct. Enter your address, click “Submit,” the scroll down to “Your Races.”

There you’ll find all you need to know about every race this year: Boards of Selectors, Finance, Education and Assessment Appeals; Planning & Zoning Commission; Zoning Board of Appeals — and all 9 Representative Town Meeting (RTM) districts.

Interest in this election is high. An informal poll shows many voters are still undecided, for many offices. The LWV’s Voters’ Guide is a huge help

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Speaking of politics: Tonight (Thursday, 6:30 p.m., Greens Farms Academy) is the Westport Journal’s 1st Selectman candidates debate. Registration is required; click here. 

Coming soon:

  • Select Board Candidates Debate: October 21, 12 p.m., Westport Library. Sponsored by Westport Weston Chamber of Commerce.
  • A Seat at the Selectman’s Table: October 21, 6 p.m., Westport Library. Sponsored by Westport Library Common Ground Initiative. Registration required; click here. 
  • A Conversation with Board of Education Candidates: October 22, 7 p.m., Toquet Hall. Co-sponsored by League of Women Voters Westport and “06880.”
  • A Conversation with Planning & Zoning Commission Candidates: October 23; 7 p.m. Senior Center. Co-sponsored by League of Women Voters Westport and “06880.”
  • Candidates Debates: Board of Education, Zoning Board of Appeals, Board of Assessment Appeals, Board of Finance: October 27, 6:30 p.m., Westport Library. Sponsored by the League of Women Voters Westport.
  • Candidates Debate: 1st Selectman and Planning & Zoning Commission: October 28, 6:30 p.m., Westport Library. Sponsored by the League of Women Voters Westport. 

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Speaking still of politics: Yesterday marked our third “06880” Instagram Live interview with candidates for the Board of Selectors.

Kevin Christie and his running mate Amy Wistreich and I chatted for half an hour. Our conversation ranged from their reasons for running, their experience and what being a Democrat means, to what they’ve learned in the campaign, and the controversy over Christie’s recusal in the soccer coaches’ non-renewal appeal.

Plus, their go-to restaurants.

Click here or below to see the full interview.

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Speaking yet again of politics: Christine Todd Whitman was in Westport yesterday. The former New Jersey governor — a co-founder (with Andrew Yang) of the Forward Party — boosted the 1st selectman candidacy of David Rosenwaks.

The Forward Party “empowers local leaders, without regard to ideology.” Their slogan is “Not left. Not right. Forward.”

Whitman and Danielle Chesebrough — 1st selectwoman of Stonington, and chair of Connecticut’s Forward Party — spoke with Rosenwaks at Jesup Green.

“Local officials make daily impacts on people’s lives,” Whitman said. “We’re building a party with a structure to last, from the ground up.”

Whitman, Rosenwaks, Chesebrough and a small group of party officials then had dinner at a local restaurant.

From left: Danielle Chesebrough, David Rosenwaks, Christine Todd Whitman. (Photo/Dan Woog)

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And … one more political note:

The Board of Finance race is uncontested this year.

There are 3 candidates, for 3 spots: incumbent Allyson Stollenwerck, plus Elaine Whitney and Brian Gaines.

But the trio spoke yesterday, to an interested crowd at the Senior Center, about their backgrounds, their experiences in town politics, and the diverse talents they’ll bring to the BOF.

Before that, outgoing chair Lee Caney and current member Liz Heyer described the many functions of the board — from scrutinizing and passing town and Board of Education budgets, to examining leases, and much more.

They also explained how the BOF functions in a bipartisan way. Disagreements, they say, are worked out collaboratively. And they seldom break down along party lines.

The event was co-sponsored by the Westport League of Women Voters and “06880.”

Board of Finance candidates (from left) Allyson Stollenwerck, Brian Gaines and Elaine Whitney. All 3 will be elected. (Photo/Joan Gillman)

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The Slice of Saugatuck is always fun.

It’s also always a fundraiser.

The other day, the Westport Weston Chamber of Commerce — sponsor of the popular fall festival — donated $6,000 from its proceeds to Homes with Hope.

That makes a total of $60,000 since the event began — all earmarked for the Gillespie Food Pantry.

The tie-in is significant. The Slice is a feast of food for people who can afford it. The contribution is for those who can’t.

Helen McAlinden — the grateful president and CEO of Homes with Hope — says, “This support allows us to continue providing essential items like milk, eggs and butter to every family who visits our food pantry — ensuring they have the basic staples they need to nourish their loved ones.

“Each week we are seeing more families facing food insecurity. This gift comes at a critical time.”

Homes with Hope CEO Helen McAlinden holds the Saugatuck Slice check. Presenting it are (from left) Thomas Samaranayake, Paris Looney and Katherine Murray of HwH; Matthew Mandell (Chamber of Commerce), Katie Weldy (HwH), and Maurizio Ricci and Bill Rizzuto, owners of Romanaccii and Rizzuto’s, respectively. 

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Next Monday’s Planning & Zoning Commission meeting (October 20, 6 p.m., Zoom; livestreamed on http://www.westportct.gov, and Optimum channel 79) will include discussion of a proposed text amendment.

It would modify the Inclusionary Housing Overlay District to allow offsite affordable housing, at the discretion of the Planning and Zoning Commission, and add criteria for consideration by the P&Z.

Click here, then scroll down for text amendment #855.

136 Riverside Avenue is an example of offsite affordable housing.

=================================================

St. Paul Westport welcomes Anthony Celia, as their new pastor. He replaces Brad Knorr, who returned to serve in Nebraska after 8 years, to be closer to his family.

Anthony, his wife Tanya and their young son recently relocated from Austin, Texas. They are excited to be part of St. Paul Westport, St. Paul Christian School, and the Westport community.

His official installation is November 16 (2 p.m.).

St. Paul Westport invites residents to 10 a.m. Sunday worship, at 41 Easton Road. Childcare during the service is available for ages 6 weeks to 3 years in the SPW nursery. Children preschool through grade 6 can attend kids’ church during the sermon.

Rev. Anthony and Tanya Celia.

=================================================

Dr. Allison Siegenfeld is a very accomplished woman.

The Westport native — who attended Pierrepont and Hopkins, then earned undergraduate and Ph.D. degrees in biochemistry from Harvard — is now a postdoctoral trainee at Harvard Medical School.

She is studying a hallmark of cancer — the dysregulation of messenger RNA levels — to better understand how treatments can target this mechanism of action. Click here or below to learn all about her latest project. (Hat tip: Celia Campbell-Mohn)

==================================================

This time of year, our “Westport … Naturally” feature is awash in photos of colorful leaves, and autumnal plants.

Today we pause, for a look at a beautiful creature — also awash, in local waters.

(Photo/June Rose Whittaker)

==================================================

And finally … today is National Dictionary Day! Let’s celebrate …

(Donating to “06880” is as easy as — you knew this was coming — ABC. Just click here to make a tax-deductible contribution. Thank you!)

5 Comments

Posted in Local politics, religion, Saugatuck

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Roundup: Voters’ Guide, Christie Instagram, Rosenwaks & Christine Todd Whitman …

Posted on October 16, 2025 | 3 comments

Every October for years, the League of Women Voters published a Voters’ Guide.

It was filled with information about every upcoming electoral race: candidates, bios, positions, the works.

It was invaluable — the best resource for countless voters.

The print version is gone. But the Voters Guide is now online. And very easy to use.

Just click on www.vote411.org/lwvct. Enter your address, click “Submit,” the scroll down to “Your Races.”

There you’ll find all you need to know about every race this year: Boards of Selectors, Finance, Education and Assessment Appeals; Planning & Zoning Commission; Zoning Board of Appeals — and all 9 Representative Town Meeting (RTM) districts.

Interest in this election is high. An informal poll shows many voters are still undecided, for many offices. The LWV’s Voters’ Guide is a huge help.

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Speaking of politics: Tonight (Thursday, 6:30 p.m., Greens Farms Academy) is the Westport Journal’s 1st Selectman candidates debate. Registration is required; click here. 

Coming soon:

  • Select Board Candidates Debate: October 21, 12 p.m., Westport Library. Sponsored by Westport Weston Chamber of Commerce.
  • A Seat at the Selectman’s Table: October 21, 6 p.m., Westport Library. Sponsored by Westport Library Common Ground Initiative. Registration required; click here. 
  • A Conversation with Board of Education Candidates: October 22, 7 p.m., Toquet Hall. Co-sponsored by League of Women Voters Westport and “06880.”
  • A Conversation with Planning & Zoning Commission Candidates: October 23; 7 p.m. Senior Center. Co-sponsored by League of Women Voters Westport and “06880.”
  • Candidates Debates: Board of Education, Zoning Board of Appeals, Board of Assessment Appeals, Board of Finance: October 27, 6:30 p.m., Westport Library. Sponsored by the League of Women Voters Westport.
  • Candidates Debate: 1st Selectman and Planning & Zoning Commission: October 28, 6:30 p.m., Westport Library. Sponsored by the League of Women Voters Westport. 

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Speaking still of politics: Yesterday marked our third “06880” Instagram Live interview with candidates for the Board of Selectors.

Kevin Christie and his running mate Amy Wistreich and I chatted for half an hour. Our conversation ranged from their reasons for running, their experience and what being a Democrat means, to what they’ve learned in the campaign, and the controversy over Christie’s recusal in the soccer coaches’ non-renewal appeal.

Plus, their go-to restaurants.

Click here or below to see the full interview.

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Speaking yet again of politics: Christine Todd Whitman was in Westport yesterday. The former New Jersey governor — a co-founder (with Andrew Yang) of the Forward Party — boosted the 1st selectman candidacy of David Rosenwaks.

The Forward Party “empowers local leaders, without regard to ideology.” Their slogan is “Not left. Not right. Forward.”

Whitman and Danielle Chesebrough — 1st selectwoman of Stonington, and chair of Connecticut’s Forward Party — spoke with Rosenwaks at Jesup Green.

“Local officials make daily impacts on people’s lives,” Whitman said. “We’re building a party with a structure to last, from the ground up.”

Whitman, Rosenwaks, Chesebrough and a small group of party officials then had dinner at a local restaurant.

From left: Danielle Chesebrough, David Rosenwaks, Christine Todd Whitman. (Photo/Dan Woog)

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And … one more political note:

The Board of Finance race is uncontested this year.

There are 3 candidates, for 3 spots: incumbent Allyson Stollenwerck, plus Elaine Whitney and Brian Gaines.

But the trio spoke yesterday, to an interested crowd at the Senior Center, about their backgrounds, their experiences in town politics, and the diverse talents they’ll bring to the BOF.

Before that, outgoing chair Lee Caney and current member Liz Heyer described the many functions of the board — from scrutinizing and passing town and Board of Education budgets, to examining leases, and much more.

They also explained how the BOF functions in a bipartisan way. Disagreements, they say, are worked out collaboratively. And they seldom break down along party lines.

The event was co-sponsored by the Westport League of Women Voters and “06880.”

Board of Finance candidates (from left) Allyson Stollenwerck, Brian Gaines and Elaine Whitney. All 3 will be elected. (Photo/Joan Gillman)

===================================================

The Slice of Saugatuck is always fun.

It’s also always a fundraiser.

The other day, the Westport Weston Chamber of Commerce — sponsor of the popular fall festival — donated $6,000 from its proceeds to Homes with Hope.

That makes a total of $60,000 since the event began — all earmarked for the Gillespie Food Pantry.

The tie-in is significant. The Slice is a feast of food for people who can afford it. The contribution is for those who can’t.

Helen McAlinden — the grateful president and CEO of Homes with Hope — says, “This support allows us to continue providing essential items like milk, eggs and butter to every family who visits our food pantry — ensuring they have the basic staples they need to nourish their loved ones.

“Each week we are seeing more families facing food insecurity. This gift comes at a critical time.”

Homes with Hope CEO Helen McAlinden holds the Saugatuck Slice check. Presenting it are (from left) Thomas Samaranayake, Paris Looney and Katherine Murray of HwH; Matthew Mandell (Chamber of Commerce), Katie Weldy (HwH), and Maurizio Ricci and Bill Rizzuto, owners of Romanaccii and Rizzuto’s, respectively. 

================================================

Next Monday’s Planning & Zoning Commission meeting (October 20, 6 p.m., Zoom; livestreamed on http://www.westportct.gov, and Optimum channel 79) will include discussion of a proposed text amendment.

It would modify the Inclusionary Housing Overlay District to allow offsite affordable housing, at the discretion of the Planning and Zoning Commission, and add criteria for consideration by the P&Z.

Click here, then scroll down for text amendment #855.

136 Riverside Avenue is an example of offsite affordable housing.

=================================================

St. Paul Westport welcomes Anthony Celia, as their new pastor. He replaces Brad Knorr, who returned to serve in Nebraska after 8 years, to be closer to his family.

Anthony, his wife Tanya and their young son recently relocated from Austin, Texas. They are excited to be part of St. Paul Westport, St. Paul Christian School, and the Westport community.

His official installation is November 16 (2 p.m.).

St. Paul Westport invites residents to 10 a.m. Sunday worship, at 41 Easton Road. Childcare during the service is available for ages 6 weeks to 3 years in the SPW nursery. Children preschool through grade 6 can attend kids’ church during the sermon.

Rev. Anthony and Tanya Celia.

=================================================

Dr. Allison Siegenfeld is a very accomplished woman.

The Westport native — who attended Pierrepont and Hopkins, then earned undergraduate and Ph.D. degrees in biochemistry from Harvard — is now a postdoctoral trainee at Harvard Medical School.

She is studying a hallmark of cancer — the dysregulation of messenger RNA levels — to better understand how treatments can target this mechanism of action. Click here or below to learn all about her latest project. (Hat tip: Celia Campbell-Mohn)

==================================================

This time of year, our “Westport … Naturally” feature is awash in photos of colorful leaves, and autumnal plants.

Today we pause, for a look at a beautiful creature — also awash, in local waters.

(Photo/June Rose Whittaker)

==================================================

And finally … today is National Dictionary Day! Let’s celebrate …

(Donating to “06880” is as easy as — you knew this was coming — ABC. Just click here to make a tax-deductible contribution. Thank you!)

3 Comments

Posted in Local politics, religion, Saugatuck

Tagged , , , , , , , , , ,

2nd & 3rd Selectmen: Digging Deep Into The Town Charter

Posted on October 16, 2025 | 22 comments

David Rosenwaks’ candidacy for first selectman is a novel experience for Westport voters.

And not just because he is on the Independent Party line.

He is also running solo — without a running mate.

Which raises an interesting question: If he wins next month, who will fill the other 2 seats on the Board of Selectmen?

When there are running mates — which has always been the case  in the past — the Town Charter is clear: They become 1st and 2nd selectpersons. The runner-up candidate for the top spot is the 3rd selectman (or woman).

But if Rosenwaks wins, there would be two seats to fill, on the 3-person board.

Would the first runner-up become 2nd selectman, and the next person — the one with the fewest 1st selectman votes — be 3rd selectman?

Or would the second-place ticket — both candidates from the same party — be sworn in as 2nd and 3rd selectperson?

Five candidates vie for 3 seats. From left: Democrats Kevin Christie and Amy Wistreich; Independent David Rosenwaks; Republicans Andrea Moore and Don O’Day.

“06880” asked town attorney Ira Bloom, who will advise town clerk Jeff Dunkerton (he’s got the final decision). Bloom says:

“This is an important and interesting question, which Jeff Dunkerton asked of assistant town attorney Eileen Lavigne and me several weeks back.

“We looked at the Charter, and concluded that if David wins the race, Kevin Christie and Don O’Day (the other 1st selectman candidates) would serve as the other 2 selectmen.”

Bloom said that the other option — the losing ticket candidates with the second most votes take the other 2 seats—would “in theory give that losing ticket the ability to oppose anything the winning 1st selectman proposes.  That may appear unfair to some people.”

“The Charter does not expressly address this, but it does discuss an analogous situation.”

It says that if a person who is not nominated by a party wins, then the 2 defeated 1st selectman candidates become the other selectmen.

Bloom says, “We interpret this provision to be addressing the case of a person who runs alone, resulting in 2 open seats, in which case the two defeated First Selectman candidates become Selectmen. (The Charter language is, ‘the 2 defeated candidates for 1st selectman having the highest number of votes,’ because in some cases there may be more than 3 total 1st selectman candidates).”

The town attorney adds, “There is nothing in the Charter provision that would indicate that the second highest vote-getting 1st selectman’s running mate would become a selectman, which would have the paradoxical effect of giving the defeated candidate majority control over the winning candidate.”

Bloom sent along the relevant section of the town charter (section C4-1. — Composition & Election). It says:

Westport Charter § C4-1. – Composition and Election.

The Board of Selectmen shall consist of the First Selectman and 2 other Selectmen, no more than 2 of whom may be members of the same political party. No political party shall nominate more than 1 other candidate for Selectman. Such candidates shall be listed together upon the ballot or machine. No elector shall cast more than 1 combined vote for First Selectman and 1 other Selectman. The candidate for First Selectman having the highest number of votes shall be elected First Selectman, and the candidate for Selectman combined with the elected First Selectman on the ballot or machine shall be elected a Selectman. The defeated candidate for First Selectman having the highest number of votes shall be elected a Selectman. If a person is elected First Selectman who has not been nominated by a political party, the 2 defeated candidates for First Selectman having the highest number of votes shall be elected Selectman. The Selectmen shall be elected quadrennially as provided by the General Statutes. Upon election, each member of the Board of Selectmen may decide whether to be designated as Selectman, Selectwoman or Selectperson.

That settles it!

And for what it’s worth, the last line helpfully clears up the ongoing question of gender.

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“Where We Stand”: Selectman Candidates On Town Hall Leadership

Posted on October 13, 2025 | 26 comments

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 Selectmen/women is:

Every candidate brings their own style to Town Hall. How would your administration differ from the current one? And how would it be similar?”

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Republican Party-endorsed candidates Don O’Day and Andrea Moore say:

Every 1st selectman brings their own style and priorities to Town Hall. While I respect the work and tireless dedication of the current administration, I will bring my own approach to the job.

My style of leadership, as demonstrated during my time as chair of the Board of Education and as chair of the successful renovation of Coleytown Middle School, emphasizes clear communication, strong collaboration, fiscal discipline, and a hands-on management approach.

I share many of the same goals as the current administration. where my running mate Andrea Moore serves as 2nd selectwoman. Those shared goals are keeping Westport safe, welcoming, well-managed, financially strong, all while maintaining our reputation as one of the most desirable towns in the country to live and work.

Don O’Day and Andrea Moore. 

How We Will Differ?
Our first priority will be improving how the town communicates with residents. Too often, people learn about major projects once progress has already been made.

We can do better. We will use technology, including short video updates, to explain what is happening, why it matters, and what comes next. The way I handled Coleytown Middle School updates is a great model: clear, consistent and transparent. It is the standard we will set for every department.

We will also strengthen collaboration between the 1st selectman’s office and the Planning & Zoning Commission. Using a renewed focus on the pre-application process before any 8-24 review; we will align projects early, reduce friction, and eliminate surprises. Early communication makes for better projects and a smoother process.

Each department will have clear and measurable goals that we will evaluate on a regular basis, including those related to sustainability and affordable housing levels. We will publish results, celebrate success, and be honest about setbacks.

When mistakes happen, we will acknowledge them, fix them, and move on. That is how trust is built.

We will take a more visible role in presentations to the Board of Finance and RTM. Residents will see their leaders working together, openly, toward shared goals.

We will be respectful listeners, but also clear and factual communicators. A small but vocal group advocating for a certain result can sometimes drown out the views of less engaged residents. We will address misinformation directly and calmly, ensuring that all residents have the facts they need to make informed decisions.

In short, our administration would focus on openness, clarity, and collaboration to rebuild confidence in how our town gets things done.

How We Will Be Similar?
Like the current administration, I understand that the 1st selectman’s role is, above all, a management job. The safety of our residents, the reliability of town services, and the day-to-day operation of departments come first. Westport has outstanding professionals serving our community, and I share the current administration’s appreciation for their dedication and expertise.

We also share a commitment to keeping Westport economically strong, and this is an area of significant strength for Jen Tooker, who supported the establishment of the successful Startup Westport.

We all know that a healthy business community keeps our tax base stable and helps maintain the high quality of life we all value. We will continue efforts to attract new businesses and support those already here, helping them thrive while preserving the character of our downtown and neighborhoods.

Like the current administration, we will work tirelessly every day to manage what makes Westport special: strong schools, the arts, open space, and civic engagement. Those priorities are not partisan; they are Westport.

In Summary
An O’Day/Moore administration will build on what is working today while improving how we communicate and collaborate. We will get things done.

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Democratic Party-endorsed candidates Kevin Christie and Amy Wistreich say:

Let’s start with the similarities: We all love Westport.

However, our leadership will be extraordinarily different from the current administration (which includes our Republican opponents, with a core member of the Long Lots School Building Committee and the current 2nd selectwoman), and our Independent Party opponent. We:

Will be hands-on leaders who show up. On Day 1 of construction for Westport’s most significant capital project in history, no senior town officials were there, and as a result, a neighbor’s ~6,000 square feet of protected plantings were destroyed. We will work hand-in-hand with the Building Committee, Board of Education and the state to ensure that Long Lots/Stepping Stones is on time and on budget, engage all stakeholders, and ensure that construction is managed with the appropriate oversight.

Kevin Christie and Amy Wistreich.

Will fund by vision. Under the current administration, the town’s capital plan has expanded to a $500 million laundry list of proposed projects over the next decade. We will proactively prioritize capital projects and initiate a comprehensive review of the 10-year capital plan with the Board of Finance, RTM, Board of Education, and the public to enhance transparency and trust as we plan and fund key projects.

Will bring vision and urgency to Saugatuck. Our plan will include appropriately scaled mixed-use development near the train station and I-95, and other development that serves local needs, reflects Saugatuck’s history and identity, protects its fragile waterfront, and keeps it publicly accessible.

Care about housing diversity. We have the tools already (the Affordable Housing Trust Fund and Committee, potential partners like the Housing Authority and Homes with Hope) to build the affordable housing we need while protecting open space. We’ll bring those partners together and turn plans into action to serve more workers, seniors, and young people.

Will mitigate flooding. We must, and will, make flood resiliency a town-wide priority. We will develop forward-looking plans to prevent damage to our homes and property from coastal and inland flooding, partner with local and state experts to map risks and develop flood mitigation plans, revise our clear-cutting guidelines, evaluate critical infrastructure in flood zones, and educate homeowners about maintenance, buffers, and storm readiness.

Are fed up with dead-end studies. At the top of the list is downtown. The Downtown Plan Implementation Committee was formed 10 years ago. What has been implemented? Westport residents, businesses, and visitors deserve better than the parking lot that occupies precious waterfront property. We deserve better than confusing and constantly changing parking regulations. We will execute a cohesive downtown parking and Parker Harding Plaza improvement plan and get it done. Now is the time for effective stakeholder engagement and decisive action.

Will not ignore national issues that hit locally. We won’t stay silent on racism, book banning, antisemitism, funding cuts, or ICE presence in our community. As Democrats, we will be the firewall against this agenda.

Will work for the environment. For example, we will preserve Jesup Green and protect Longshore’s natural beauty, including its trees and not spending nearly $1 million on gas-powered machines, taking a different approach from our Independent Party opponent.

Westport deserves leaders who actively work to solve problems. We are the right team with the right experience, in finance, strategy, real-world planning and problem solving, and leading complex transactions.

We won’t back away from hard problems or conversations. We will bring fresh energy to the job, and we look forward to earning your vote and getting to work on your behalf.

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Independent Party-endorsed candidate David Rosenwaks says:

My goal is to continue balancing fiscal responsibility with the high quality of life our residents expect.

How will I lead differently?

Integrity first. Service over self: more servant leadership, less personal positioning. Fairness and impartiality must be visible priorities. My goal: honest, transparent communication. Even when it’s hard; that will be the standard I hold for myself and my team.

Stronger community engagement—with faster results. Downtown parking, traffic and infrastructure improvements have dragged on for years. Residents and business owners alike are frustrated by the lack of meaningful progress. My goal: make these issues top priorities with open communication, clear timelines, and visible results so people see alignment between process and outcomes.

David Rosenwaks

Stronger partnerships with the Connecticut Department of Transportation and developers. CTDOT controls major roads like the Post Road and Route 33. Local improvements — crosswalks, signals, safety measures — depend on a strong working relationship with the state. The Cribari Bridge project will shape our downtown for decades; I’ll ensure Westport’s vision guides the state’s actions. Likewise, I’ll bring constructive engagement to builders and developers. The Saugatuck development litigation shows what happens when communication breaks down. My goal: leadership that listens, collaborates, and influences outcomes that serve the town’s best interests.

Annual, transparent long-term strategic planning. In June 2025, the town approved the largest appropriation in Westport’s history: over $100 million for a new Long Lots Elementary School. Our AAA bond rating is a strength, but total bonded debt will rise considerably, and while we are still well below our 7x tax-to-debt limit, the financial environment is changing rapidly. We can’t manage year to year — we need a forward-looking plan that anticipates challenges in infrastructure, sustainability and demographics. My goal: lead an annual long-term strategic plan that connects fiscal discipline to the future we want for Westport.

Environmental stewardship and resiliency. From flooding and coastal resilience to energy efficiency in public buildings, environmental stewardship must be built into every plan — not added after the fact. It’s not just good policy; it’s sound fiscal management. The lack of proactive environmental oversight in our schools has contributed to the challenges we face today. My goal: bring environmental stewardship to the forefront and integrate it into every major decision.

Modernization and technology in government. Town systems and communication channels are outdated. We can modernize by improving transparency, accessibility, and service through better technology—from digital permitting to real-time updates. My goal: offer residents the most efficient, responsive government possible, including a simple dashboard to track issues, progress, and results.

A higher standard for civic culture and unity. There’s been division and fatigue in our community. That fatigue isn’t from one event — it has accumulated over time because of slow progress, miscommunication, polarized issues, and high stakes for taxes and development. Many residents care deeply, but repeated missteps have led to frustration, disengagement, and significant division. Leadership should unite, not divide. The very nature of my independent status means I work for Westport, not my political party. My goal: restore trust, foster shared values, and renew civic energy. I want to invite more voices into decision-making and ensure every resident feels heard and respected, regardless of party, position or influence.

Westport deserves leadership that acts with integrity, delivers results, and inspires confidence. That’s the leadership I offer.

Your voice. Your town. Your government.

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For last week’s “Where we Stand” question, click here.

For our first “Where We Stand” question, click here.

 

26 Comments

Posted in Local politics

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“Where We Stand”: Selectmen Candidates On 3 Key Issues

Posted on October 6, 2025 | 27 comments

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 Selectmen/women is:

Controversies in town include the redevelopment of Saugatuck, the Cribari Bridge, and affordable housing. Many of those details are out of the hands of the selectmen/women. But residents look to Town Hall for leadership. How would you address those 3 issues?

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Independent Party-endorsed candidate David Rosenwaks says:

Westport is indeed facing some major issues including the development of Saugatuck, the future of the Cribari Bridge, and affordable housing. These topics are often framed as controversies, but I see them as opportunities to show what leadership should be: visionary, independent, and accountable.

As the first Independent Party-endorsed First Selectman candidate in Westport’s history, I am uniquely positioned to enable change in Westport, unburdened by historical party battle lines.  I am ready to work with anyone who wants Westport to be a better town for all of its residents.

Over the last 5 years, I have dived into the Westport community as an elected and appointed official and as a volunteer. By constantly engaging with the public and the people who serve the community, I understand the issues impacting our citizens and what Westporters want to see accomplished by the next administration.

David Rosenwaks

Saugatuck
Revitalization can bring vibrancy, but not at the expense of neighborhood scale, traffic flow, or community values. Development at Saugatuck is a quality of life issue.

I will pursue a proactive approach: first, listening to our residents’ vision for Saugatuck; second, aligning resources within town government to set clear parameters for infrastructure and aesthetics; and third, engaging developers with a defined town perspective while seeking common ground.

Today, conflict has led us into costly legal battles. Tomorrow, with collaborative leadership, we can negotiate toward a shared, sustainable vision and action plan.

We must put the needs of residents first, ensuring access to all without burdening our community with increased traffic and negatively impacting businesses and home values in Westport.  We need to work together with local business owners, developers, the State and other relevant stakeholders to devise and implement workable and sustainable solutions.

Cribari Bridge
The Cribari Bridge is both a historic treasure and a functional necessity. The challenge is to ensure safety while honoring heritage.

Success will require genuine collaboration between the town and Connecticut’s Department of Transportation — an area where the current administration has stumbled, as seen with the CTDOT facility renovation on Sherwood Island Connector near Post Road. I will ensure residents have a meaningful voice in weighing trade-offs, and serve as Westport’s advocate in every negotiation with the CTDOT.

The Cribari Bridge initiative should be integrated with planning for development at Saugatuck and aligned with the overall growth of our community. Preserving your trust in the process is just as important to me as preserving the bridge itself.

Affordable Housing
Connecticut statute 8-30g requires every municipality to have at least 10% of its housing stock classified as “affordable.” Westport currently sits at around 4%.

But this is not simply about compliance; it’s about ensuring our community remains accessible to families, seniors, and young people. Too often, the absence of long-term planning has left us with divisive oversized proposals instead of thoughtful integrated solutions.

Initiatives like the Affordable Housing Trust Fund are important steps, but they fall short of a comprehensive vision. My commitment is to lead a transparent, resident-driven process that balances affordability, infrastructure, and aesthetics with the preservation of Westport’s character.

It starts with our residents and includes functional town government and concludes with a comprehensive plan shared with developers.

The Larger Choice
These issues highlight a broader decision: do we continue with reactive, partisan politics, or do we embrace proactive, inclusive leadership that listens, plans, and acts responsibly?

I am running for 1st selectman to bring independence, transparency and accountability to the people I serve. Together, we can shape a clear, inspiring vision for Westport’s future.

Your voice. Your town. Your government.

================================================

Republican Party-endorsed candidates Don O’Day and Andrea Moore say:

Last week’s question was, “What is the most important issue facing Westport?” Our answer was the inability to get things done. That same headwind applies to this week’s question, particularly when it comes to the Cribari Bridge.

Saugatuck Development
Saugatuck should be developed. While the immediate future of Saugatuck remains unsettled, inactivity on the surface does not mean inactivity below the surface.

It’s no secret that an appeal of the P&Z decision has been filed, and a large 8-30g development — with little local zoning control — is very possible. However, development without an 8-30g protection is also possible, but it requires continued discussions with developers.

Discussions with developers can be very productive, as long as all proposals from those discussions are thoroughly reviewed in public with extensive community input. All deliberations and votes must take place in public.

What we should do: Encourage the continuation of dialogue with anyone who has a serious proposal for Saugatuck, as long as all relevant concerns raised during the Hamlet process are addressed. Other towns in our region have successfully worked together with developers (Darien, for example) without the uneven playing field of 8-30g protections. We can increase the number of housing options — both market-rate and affordable — in Saugatuck, while adding retail options that enhance the area.

Andrea Moore and Don O’Day

Cribari Bridge
A beautiful (particularly during the holidays) but very old, state-owned bridge that is narrow and difficult to cross. Renovations or a full replacement have been discussed for a generation, but decisions about the bridge’s future have been avoided for years. Realistically, no real plan for Saugatuck would be complete without a decision on the future of the Cribari Bridge.

What we should do: The Connecticut Department of Transportation is likely to recommend a full replacement for the Cribari Bridge, and Westport has a generational decision to make.  Do we continue to kick the can down the road?

While renovation is preferred, should the facts unequivocally show a replacement is the only option then Westport’s 1st selectman, town leaders, and state representatives must do all they can to ensure that any new bridge is aesthetically consistent with the existing one.

More importantly, to every extent possible, Westport must work with the state to mitigate the flow of large trucks onto the bridge and through Saugatuck when I-95 is backed up. To be clear, any scenario that results in the town of Westport owning and being financially responsible for the ongoing maintenance or eventual replacement of the existing bridge is fiscally irresponsible and must not be considered.

Affordable Housing and 8-30g
Affordable housing is a necessary and important part of Westport’s future. There is not only a shortage of affordable housing in town for young families and seniors, but town officials also haven’t done enough to fully explain the rules surrounding affordable housing and the 8-30g statute.

Simply put, 4% of the dwellings in Westport are categorized as “affordable,” versus the 10% requirement under 8-30g. Because of this, we are routinely targeted by developers exploiting our affordable housing shortfall.

What we should do: Double down on efforts to identify land or vacant buildings that can be used for affordable housing. Westport has strong partners in the Affordable Housing Committee, Westport Housing Authority, Homes with Hope, and the Planning & Zoning Commission. We must be ready to act quickly when opportunities arise.

We should also encourage “friendly” 8-30g projects, as Darien has done, by working with developers willing to collaborate with the town. Finally, we need to communicate better so everyone understands the challenge.

It is all about strong and effective leadership.

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Democratic Party-endorsed candidates Kevin Christie and Amy Wistreich say:

It’s no accident that these topics are often grouped together. Not only are they hot-button issues for Westporters, they also represent opportunities for the 1st Selectman to lead and build consensus on what works for Westport.

Let’s start by focusing on how the selectmen can lead and drive results.  Education is not under the purview of the selectpersons’ office, yet we expect and deserve that every candidate weighs in.

Similarly, Saugatuck, Cribari and affordable housing fall mostly under the P&Z and our land use bodies, but because they have a huge impact on the future of Westport, our leaders should lead by providing their perspective and vision.

Kevin Christie and Amy Wistreich

Saugatuck
For Saugatuck, there’s still a path to realize the potential for a transformative project that is good for the village and Westport.

Getting it right for Saugatuck is much more than a P&Z application issue. The selectpeople’s office should be prepared to facilitate the broader conversation about the future of Saugatuck.  Considerations like impact on traffic, parking, density and retailer viability concern all of us and should be part of a community conversation. We’ll make that happen ASAP.

 The Bridge
The Cribari Bridge is a perfect example of an opportunity for the selectmen to lead. Discussions with DOT have been going on for more than a decade, and the bridge continues to deteriorate. DOT’s options have been on the table all this time. What DOT needs is a motivated partner in Town Hall.

When elected, we will jumpstart these conversations to drive to an agreement before we risk having the bridge become impassable, with the resulting traffic chaos. Our priorities will be to make the bridge safe for drivers, bike riders and pedestrians (i.e., make it a bit wider), while also ensuring that it does not become a highway bypass for 18 wheelers.

Height-limiting gantries on either side of the bridge may be the solution. We’ll also weigh the pros and cons of DOT’s offer to reroute Route 136 from Compo South to the Post Road, allowing the town to take control of Bridge Street and the bridge.

Housing
Affordable housing is an issue growing in urgency, statewide and across the nation. Appropriate planning will protect what makes Westport special while making room for the housing our seniors, workers, and families need, while also preserving open space.

Westport has a role to play, and the Democratic-led P&Z should also be recognized for the efforts they’ve made in recent years. We have a robust inclusionary zoning plan; a model for other suburban communities.  We’ve approved SmartGrowth-consistent projects along the Post Road, and have championed both accessory dwelling units (ADUs) and “middle housing” that works in towns like Westport.

Westporters sometimes feel helpless about the adversarial 8-30g projects being proposed by cynical developers. Westport’s leaders can help define the kinds of affordable housing projects we’d welcome, and then facilitate those outcomes, with ideas like offering up town land for development or streamlining project approval within desired zones, saving developers from years of expensive litigation.

Our community already has many tools and resources in place: the Affordable Housing Plan, the Affordable Housing Trust Fund, the Affordable Housing Committee, the Real Property Committee, the Westport Housing Authority and Homes with Hope. We just need the right leadership to bring them together into a cohesive action plan.

We have the right large project management and budget experience, the right land use expertise, and the right temperament to handle controversial and complicated issues — and we will, with the best interests of Westport in mind, take action.

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

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Posted in Local politics, Saugatuck

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Roundup: Dandelion Restaurant, Motorcycle Ride, Rosenwaks Interview …

Posted on September 6, 2025 | 1 comment

Dandelion is ready to sprout, as our town’s next hot destination.

The restaurant inside the new Delamar Westport hotel previewed its stuff Thursday and Friday. There’s a private party tonight. Dandelion opens to the public on Tuesday (dinner only, at first).

The public will be very impressed.

From the stunning, ESH-ish design with a soaring ceiling and plenty of color, to the creative and very tasty Mediterranean menu — along with meticulous attention to small details, and an attractive, large bar — Dandelion will fill both a culinary niche, and a social one.

Hotel restaurants are seldom destinations for non-guests. This one will be.

It’s hard to describe the vibe that attendees felt during previews. But word of mouth will spread. Reservations will fill quickly.

Yet unlike dandelions in spring, this place continue to grow — beautifully — a long time.

Dandelion, before the first guests arrive. (Photo/Dan Woog)

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Tomorrow’s (Sunday) CT United motorcycle ride will impact travel on Riverside Avenue, Wilton Road — and cross streets — from Exit 17 to the Wilton line.

The event — paying tribute to the victims and first responders of 9/11 — is the largest motorcycle ride in the state.

It begins around 11:30 a.m. at Sherwood Island State Park. Hundreds of riders head south on I-95; take Exit 17, and then proceed to Wilton, and on through 7 towns before ending in Bridgeport.

The route is closed and continuous. With the assistance of a police escort, motorcyclists drive through traffic lights and do not stop at stop signs.

Drivers should expect extended traffic delays along the route — potentially 45 minutes or longer. Alternate routes are recommended.

The start of the CT United ride, at Sherwood Island State Park. (Photo/Penny Pearlman)

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Yesterday’s “06880” Instagram Live interview with 1st selectman candidate David Rosenwaks went off — finally — without a technical hitch.

Nearly 200 followers tuned in, offering questions and comments as I spoke with the Independent Party candidate.

Topics ranged from his backgroudn and Westport activities, to his views on the biggest issues facing the town, and possible solutions.

Click here or below to see the interview.

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Connecticut households pay nearly twice the U.S. average for electricity.

But there’s help. Sustainable Westport offers resources to lower costs, and strengthen energy resilience and efficiency.

They include the new HeatSmart Westport program, and getting a Home Energy Solutions audit to take advantage of 30% federal tax credits for solar and battery storage, or rebates on electric vehicles and chargers.

Click here for a complete guide. Click here to read why Connecticut’s energy bills are so high.

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Speaking of the environment: On Thursday Morgan Veltri — who works in Westport, and is a 2025 graduate of East Stroudsburg University, with a degree in environmental studies — gave a talk at Gilbertie’s Herbs & Garden Center about spotted lanternflies.

She discussed how to recognize the invasive species, their impact, reporting, and prevention and management.

If you missed it — no problem. Just click here for her very informative slide show, and more information.

Morgan Veltri and …

… a spotted lanternfly.

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Speaking still of the environment: Oliver Nurseries hosts an “Autumn Evening in the Garden” (September 20, 5:30 p.m.), featuring Daniel and Brittany Moreno of Kneads Bakery.

Centered around “the intersection of food, nature and community,” the event includes seasonal food and drink, speakers, and a chance to experience the nursery’s grounds during the low light of the change of season.

Suzanne Lenzer will prepare recipes from her new release. Also on hand: James Calcagnini (mushroom farmer, forager and educator), and representatives from nOURish Bridgeport, the first non-profit hydroponic facility in the state.

Tickets are $150. Proceeds help nOURish Bridgeport bring fresh, healthy, local produce to food insecure residents. Email trish@olivernurseries.com to reserve a spot.

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Bigelow Teas — the “Constant Comment” company founded by a Westport family — is headquartered in Fairfield.

But for decades they’ve given back to our town, and the rest of Fairfield County.

The 38th annual Bigelow Tea Community Challenge (September 27, Wakeman Boys & Girls Club, Southport) is a great way for others to give back, too.

The day includes a 5K run and 2-mile walk (10 a.m.), plus a kids’ fun run (9 a.m.). There’s a “virtual run/walk” option too.

Registration includes a goodie bag and raffle ticket.

Last year’s event raised over $182,000 for a variety of local organizations. This year’s list includes the Wakeman Boys & Girls Club, Mercy Learning Center, Cardinal Shehan Center, Neighborhood Studios of Fairfield County, Center for Family Justice, Connecticut Food Bank, Caroline House, Bridgeport Rescue Mission, Norma Pfriem Breast Center, CT Challenge, Horizons at Greens Farms Academy and Pivot Ministries.

Click here to register, and for more information.

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A new school year has begun. So the next meeting of the Westport Book Shop’s Short Story Club (September 25, 6 p.m.) will focus on 3 stories about teachers and students.

  • “Prime” by Caoilinn Hughes
  • “A Way with Bea” by Shanteka Sigers
  • “Biology” by Kevin Wilson.

All are available at the Westport Library for printout, at the Book Shop in hard copy to borrow, or online. “Prime” is at granta.com; “Biology” at thesouthernreview.org; a reading of “A Way with Bea” can be heard on a symphonyspace.org Selected Shorts 2023 podcast.

Registration is required. Call 203-349-5141 or email  RSVP@westportbooksaleventures.org.

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We get a lot of sunset photos, for both our “Pic of the Day” and “Westport … Naturally.”

Sunrises — not so many. (It might have to do with the difference between 6 a.m. and 6 p.m.)

But here’s a nice early morning shot, from Sherwood Island State Park:

(Photo/Todd Ehrlich)

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And finally … on this date in 1997, Elton John sang a new version of his 1973 song, “Candle in the Wind,” at the funeral of his friend, Princess Diana. Originally written to honor Marilyn Monroe, the lyrics were changed in tribute to the Princess of Wales, killed in an automobile accident a week earlier.

After a global audience of 2.5 billion watched the performance live broadcast, Elton released the song just one week later. Proceeds benefited Diana’s charities. He has never performed the Diana version of the song since.

(“06880” is your go-to source for news of traffic delays, invasive species, and much, much more. We could not do it without great support from our readers. Please click here to contribute. Thanks!)

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