Tag Archives: ThoughtPartnr

Roundup: AI & Local Businesses, Kevin Christie & Rotary, Fundraisers & Fun …

Posted on April 22, 2026 | 4 comments

AI is changing the way customers find — and choose — local businesses.

Some businesses have harnessed artificial intelligence to learn about those customers, better serve those customers, and grow in the processes.

Other businesses would like to, but don’t know how.

And others have no idea they even need to.

ThoughtPartnr — the Westport-based company that helps local businesses use AI productively and efficiently (and which created the very popular “06880” AI widget) — is hosting an event to learn more.

“The Impact of AI on Search for Small & Medium-Sized Businesses” is set for April 29 (6 to 8 p.m., Dandelion at the Delamar Westport).

The training and networking event — with live demos and apps (the kind you eat) features local business experts like the Westport Weston Chamber of Commerce, Greg & Tony Salon, and (of course!) “06880.” We’ll talk about how we use AI every day.

The evening is free, but registration is required. Click here to register.

 

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1st Selectman Kevin Christie addressed the Westport Rotary Club yesterday. The introduction by a club member was special: It came from former 1st Selectman Jim Marpe.

Christie detailed his first 5 months in office. He has focused mainly on the town’s finances.

Increases in the Parks & Recreation and Public Works budgets, and managing the town’s public debt to finance the new Long Lots Elementary School, were highlights, he said.

Addressing beach erosion and a new Longshore maintenance facility are among upcoming proposed capital expenditures.

Christie also noted that local developer Spinnaker has purchased a portion of the land that comprised the Hamlet proposal for Saugatuck area, after its denial by the Planning & Zoning Commission.

Christie said of Spinnaker’s upcoming proposal, “Hopefully it will be of a more reasonable size and include a meaningful affordable housing component.”

He added that advance planning is a key to heading off town issues before they become crises. Much of that work is done by committees outside of formal town meetings.

Kevin Christie, at yesterday’s Westport Rotary Club meeting. (Hat tip and photos/Dave Matlow)

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For nearly 50 years, the Minute Man Race has been a fun and important Westport event.

Scheduled every year around the date the British landed at Compo Beach — and were ambushed on the way back from their march to Danbury — the Minute Man Race (get the connection?) brings together runners, walkers and families.

Hosted by the Women’s League of Westport, the event features a USATF-rated 5K run/walk, 10K run, and Kids Fun Run. All ages and levels (including strollers) are welcome.

Race day begins at 8 a.m., with warmups led by Performance Optimal Health. At the finish line are health and wellness partners, including platinum sponsor Saatva, plus The Home Cook, Fleet Feet, and Velocity Sports Medicine. The Tasty Yolk keeps everyone well-fed.

Awards are presented to the top 3 male and female finishers in the 5K and 10K, All Kids Fun Run participants receive recognition.

Net proceeds support the League’s grants program. They’ll distribute $65,000 this year to local nonprofits including Open Doors, the Westport Astronomical Society, VFW Post 399, Levitt Pavilion and Staples Tuition Grants.

Pre-registration and bib pick-up are at Performance Optimal Health on Thursday (5 to 8 p.m.) and Saturday (9 a.m. to 1 p.m.), or register in advance at www.minutemanrace.com). Registration also takes place in person on Sunday morning, up to start time.

For more information, including the race schedule and the race course, click here.

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Wakeman Town Farm has a lot on the spring menu.

Food-related events include:

  • Chicken-Keeping Workshop (April 29, 6:30 p.m., $60)
  • Cinco de Mayo Dinner with Chef Alison Milwe Grace (May 5, 7 p.m., $135)
  • “Let’s Dive Into Some Fish Dishes!” (May 7, 6:30 p.m., $135)
  • Tavern Cooking Class to Celebrate America’s 250th Birthday (May 16, 7 p.m., $135)
  • Drinking with Chickens (including live music) (May 21, 6:30 p.m., $100)

Click here for more details, and registration.

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Positive Directions — Westport’s center for prevention and counseling — is gearing up for their 2nd annual “I Ride for Mental Health Spinathon. All funds support the non-profit’s treatment fund, and free support groups and training.

The event is May 3 (12 to 2 p.m., Westport Weston Family YMCA).

It features 2 45-minute rides, 24 bikes, and 1 shared mission: mental well-being for all.

Bikes are $100 each. Riders can raise additional funds, for a chance to win prizes for most miles ridden.

Non-riders can help by donating. Click here for tickets, and more information.

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Speaking of great causes: KEYS is one of those life-changing organizations that many Westporters support.

And many others have never heard of, but should.

The non-profit — whose acronym stands for Kids Empowered by Your Support — provides free, high-quality music education, mentorship and performance opportunities for under-resourced students in Bridgeport.

Individual instrument lessons, ensembles, workshops, summer programs and internships help youngsters build confidence and creativity, and discover their passions.

On May 28 (7 p.m., Park City Music Hall, Bridgeport), a night of live music, dinner, cocktails and dancing raises funds to provide much-needed free music education.

The Rock ’N Roll Collective — a Westport-based group of talented young musicians — will perform.

The night also features performances by talented KEYS students, including jazz selections and special collaborations, bringing young musicians from neighboring communities together through the power of music.

Click here for tickets, and more information.

The Rock ‘n’ Roll Collective (from left): Zach Newshel, Aidan  Schwarz, Jackson Doyle, Brooklyn Setterberg, Ava Vercllone, Bronson Kaiden, Faith Del Grosso, Charlie Glines. Band members not shown: Manny Gerard, Sofie Gerard, Campbell Cohen, James Buck, Mia Zibly.

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Studio Café is a wonderful, hidden-in-plain-sight restaurant.

IYKYK. And if you don’t, you should.

You can discover the Sconset Square spot’s magic any day. But there’s a special treat the week before Mothers Day.

An “elevated brunch experience” promises “a curated experience designed to bring women and families together in a space of connection, beauty, and feminine energy.”

The May 3 event (11 a.m. to 2 p.m.) includes a luxury giveaway, fashion pop-up, perfume experience, and complimentary Champagne and empanadas.

The pre-fixe brunch (one entree, one dessert, one coffee or latte) is $35 per person. Click here for reservations, and more information. (Hat tip: Sal Liccione)

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The Westport Garden Club recently hosted the 3rd annual Youth Poetry finalists, at the Westport Library.

Sponsored by the National Garden Clubs, the contest encourages students to embrace the art of writing while exploring environmental themes. This year’s theme was “Plant America for the Next 100 Years”.

Winners include:

  • Grade 2: G. Olanoff (Long Lots Elementary School) – “I Planted a Seed”
  • Grade 3: L. Gordon (Pierrepont School) – “I Love Flowers”; R. Shrestha (Saugatuck Elementary)– “The Big Journey”
  • Grade 4: D. Deeckan (Homeschool, Westport) – “Pollinators”
  • Grade 5: R.R. Paransky (Kings Highway) – “A Century of Care”; A.Malhotra (Ridgebury Elementary) – “Small Seeds, Small Me”
  • Grade 6: S. DeVito (Bedford Middle School) – “Our World” (regional winner; national finalist)
  • Grade 7: G. Toler (Saxe Middle School) – “A Walk in the Park”

Following the awards, audience members enjoyed a creative “ode” workshop led by Westport poet laureate Donna Disch.

Westport Garden Club officials, and young poets.

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In a world of influencer marketing, it’s difficult to know what’s real.

“Hot Takes” (May 13, 6 p.m., Westport Country Playhouse) offers science-backed, clinically sound information to support women on their midlife wellness journey.

The evening features leading voices in women’s health. Before the event, attendees can visit pop-up shops selling chic eyeglass readers, skincare products, accessories, pajamas and books. Restore Hyper Wellness and Performance Optimal Health will share information on their services.

It’s all organized Felicia Sale, co-owner of Restore Hyper Wellness, and Karen Fechter, a women’s wellness advocate. Click her for tickets, and more information.

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VFW Post 399 has become Westport’s premier comedy venue.

The laughs continue this Friday (April 24, 8 p.m.; doors open at 7).

Comedians include Teddy Smith, Westport legend Joe Pontillo (Amazon Prime), Jeffrey Paul (“The Irishman”), Susanna Spies, and local favorite John Kenneth. City’s Backyard Podcast Matt Zako is the host.

Tickets are $20, plus a one-drink minimum. There’s a light bar menu too. Click here for tickets, and more information.

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Stories about how potatoes dominate diets around the world, and pineapples were guarded in European courts, are just part of a new book — “Unknown Facts of Known Plants: Plants That Shaped Our Societies,” by environmentalist, botanist and part-time Westporter Dr. Sibdas Ghosh.

He reveals how plants have quietly influenced human history, cultural traditions, and food habits, and invites readers to look at the greenery around them with fresh curiosity. I

For copies, email his daughter Mousumi: mousumi.ghosh@gmail.com.

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Tomorrow is Yom HaAtzmaut, Israel’s Independence Day.

The Blondinit will donate a portion of proceeds from all sales — including online — to #EndJewHatred and The Lawfare Project. Both organizations combat antisemitism and advocate for justice.

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Today’s spectacular “Westport … Naturally” spring foliage comes from Cross Highway, through the talented lens of Claudia Sherwood Servidio:

(Photo/Claudia Sherwood Servidio)

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And finally … happy Earth Day!

(This is indeed a wonderful world. And “06880” is where Westport meets it. If you have a good time sharing it with us, please click here to support our work. Thank you!)

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Posted in Environment, Local business, Local politics, Restaurants

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Roundup: Police Drug Take Back Day, Jay Norris AI Honor, Community Theatre Play …

Posted on April 11, 2026 | 1 comment

Got drugs you no longer need (or want)? Or those that have expired?

On Saturday, April 25 (10 a.m. to 2 p.m., Senior Center) the Westport Police Department takes part in National Prescription Drug Take Back Day.

Residents can bring tablets, capsules, patches and other solid forms of prescription drugs to the Senior Center. Liquid products, such as cough syrup, should remain sealed in their original container.

Do not bring syringes, sharps and illicit drugs. The cap must be tightly sealed to prevent leakage.

Drop-offs are free, and anonymous.

Westport Police also offer a year-round collection bin in the lobby of the headquarters building on Jesup Road. There is a supply of medication disposal bags in the lobby, to dispose of liquid and pill medications in your regular garbage.

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Congratulations to Jay Norris!

The founder and CEO of Westport-based ThoughtPartnr has just been named to MSN’s “Top 10 AI Leaders to Follow” list.

His writeup calls Norris “a serial entrepreneur, author and strategic advisor known for helping leaders scale businesses and influence markets through innovation, technology and high-performance leadership.

“As an AI strategist, he is focused n helping small and medium-sized businesses succeed in the age of artificial intelligence.

Norris chairs the Technology and Innovation Council of the Manhattan Chamber of Commerce.

But he’s well-known locally too.

A co-founder of StartUp Westport, board member of several organizations, and founder of Westport 10, Norris’ ThoughtPartnr firm helped develop our “06880” widget.

Available at the top right of every 06880.org page (and through the far-left bottom at the bottom of our “06880” app), it enables users to do a deep dive into 17 years of our blog’s content. It’s more than a search engine — it’s a way to use AI in a hyper-local way.

Helping small and medium-sized businesses is one of Norris’ passions.

And it’s why MSN celebrates him, as a Top 10 AI leader nationally. Click here for the full writeup.

Jay Norris

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“The Savannah Sipping Society” — Westport Community Theatre’s 4th production of the season — opened last night.

The warm, witty comedy about friendship, second chances and the occasional happy hour continues weekends through April 26.

Co-written by Jamie Wooten (“Designing Women,” “The Golden Girls”), it
stars Dandy Barrett, Heather Delude, Gillian Holt and Ellen Krinick Porto.

Performances are Fridays and Saturdays (7:30 p.m.), and Sundays (2 p.m.)., at the WCT in the lower level of Town Hall. A special Thursday show is set for April 16 (7:30 p.m.).

Click here for tickets, or call 203-227-1983. Questions? Email info@westportcommunitytheatre.com.

From left: Gillian Holt, Heather Delude, Dandy Barrett, Ellen Krinick Porto.

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Double the Gershwin fun!

Identical twins, Juilliard graduates and clarinet and saxophone virtuosos Peter and Will Anderson (and Companions) perform American songbook standards by George Gershwin at Christ & Holy Trinity Episcopal Church.

The concert is April 25 (5 p.m.). Tickets are available online, or at the door.

Anderson brothers, and friend. Can you tell which are the twins?

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Speaking of entertainment: Lachat Town Farm — Weston’s multi-purpose entertainment and educational venue — has announced its 2026 Music in the Meadow lineup.

There’s something for everyone.

The season kicks off June 13 with indie rock standouts Morningside — recently named one of Connecticut’s Top 12 Up‑and‑Coming Bands — with a supporting set from Charlotte Roth.

On July 11 they welcome Quinn Sullivan. The Massachusetts guitar star has shared the stage with Buddy Guy and BB King.

August 15 brings Black Rock indie‑folk favorites The Moonrise Cartel. Brian Dolzani opens, featuring the music of Neil Young.

Stella Blue’s Band closes the season September 19, with Grateful Dead tunes.

Every show features food trucks, and a “barn bar.” Click here for tickets, and more information. 

Music at the Meadow.

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Next Friday (April 17, 9 a.m. to 2 p.m.), an emergency preparedness drill will take place at Bedford Middle School.

It’s during April recess, when schools are closed. The public may notice emergency vehicles and personnel — but it is only a drill. It is not open to the public.

This drill, in partnership with regional and state agencies, is part of an effort to test preparedness plans and strengthen collaboration among local and regional partners, in response to a public health emergency scenario.

Participating agencies include the Westport Police Department and Fire Departments, Westport Emergency Medical Services, the Division of Emergency Management and Homeland Security, and the state Department of Public Health.

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It never gets old.

Once again, Ken Bernhard, Ted Freedman ad Rick Jaffe are asking Westporters to check their closets, and donate new or slightly worn shoes to Soles4Souls.

Collection boxes are in place at Town Hall and the Senior Center. Donations can be made through the first week of May.

Soles4Souls keeps shoes out of landfills, provides footwear for people in need, and creates micro-business opportunities in places of poverty.

Since 2006, the organization has salvaged over nearly 100 million pairs of shoes. They’ve been distributed in 129 countries, and all 50 states.

Westport does its part. Ken, Ted and Rich have collected over 4,000 pairs of shoes, helping people around the world who lack access to proper footwear.

Ken Bernhard and friend, with the Soles4Souls collection box at Town Hall.

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Bees are back!

And even though it looks like this guy is still wearing a winter coat, today’s “Westport … Naturally” photo is one more sign that spring is on its way.

Some day.

(Photo/Jamie Walsh)

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And finally … in honor of the shoe collection drive, through the organization Soles4Souls (item above):

(Hold on! Don’t leave yet! If you enjoy these daily Roundups — or any other “06880” feature — please click here. Your tax-deductible contribution supports our work. Thank you!)

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Posted in Arts, Entertainment, Local business, Police, technology

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Roundup: AI Widget, Audra McDonald, Food Pantry …

Posted on February 22, 2026 | Leave a comment

The good news: In less than 2 weeks since its debut, our new “06880” AI widget has field hundreds of questions.

The less-than-good news: Many readers are using it like Google search, rather than the much more robust engine it is.

Queries like “geese,” “Players,” “Staples,” “Hamlet” and “library” are not the best way to interact with our AI widget.

To get a much deeper answer — one that scrapes all 17 years of “06880” content, as designed by Westport-based Thought Partnr — you should ask things like:

  • “How do they manage geese at Longshore?”
  • “What is Staples Players known for?”
  • “Why was the Hamlet at Saugatuck plan rejected?”
  • “What activities are planned for VersoFest?”

Here’s a great example of a query from yesterday: “I’m thinking of moving to Westport with a young family. What are the pros and cons I should consider?”

Think of it as a conversation starter. The widget will respond; you can then continue the conversation, refine it, or simply walk away more knowledgeable about a local subject.

We’re all used to typing in a word or two in a search engine. We get a list of links that we then plow through.

But that’s not our AI widget. It responds in complete paragraphs, and invites an ongoing dialogue.

Bottom line: Take a few extra seconds to frame your question — just as you would with a friend. Give your AI buddy enough information to offer a complete, detailed response.

The more you use it, the better you’ll get.

And the smarter our AI widget will become too.

PS: Coming soon: AI for our “06880” app.

The arrow points to our AI widget.

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Emmy, Grammy and 6-time Tony Award winner Audra McDonald returns to the Westport Country Playhouse May 19, for an encore evening of music

The singer/actor — a National Medal of Arts recipient, and one of Time’s 100 Most Influential People — last appeared here in February of 2024.

Tickets are on sale Tuesday (February 24, 1 p.m.). Click here for more information, and to purchase.

Audra McDonald

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For 4 hours yesterday morning, volunteers from the Saugatuck Congregational Church Missions Board, the Westport Rotary Club and Westport Sunrise Rotary unloaded supplies at the church, then packed 12,500 shelf-stable meals — with oatmeal/apple/vitamin packets — for a program run by EndHungerNE.

Norwalk and Wilton Rotarians helped too, along with other Westporters.

Then, they delivered the cases: 22 to the Gillespie Center, 20 to Open Door in Norwalk, and 14 to a food pantry in Norwalk.

At a time of rising food insecurity, they will fill a great need. (Hat tip: Mark Mathias)

Assembly line volunteers, at Saugatuck Church. (Photo/Katie Phillis)

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Yesterday’s Roundup included an item about a new bird flu in the tri-state area. It’s killed more than a dozen geese, at Compo and Burying Hill Beaches.

That’s not all. A dead red-breasted merganser was found in a yard near Compo.

The disease does not seem to affect humans. But be careful out there!

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Longtime Westport teacher and women’s issues volunteer Patricia MacBride Hendrickson died peacefully at her Maine home in June. She was 95.

After graduating in 1952 as a biology major from Brown University, she worked in microbial genetics at the Rockefeller Institute for Medical Research. After traveling solo in Europe, she married Donald Hendrickson, a chemical engineer, in 1955. They lived in Westport for 40 years before moving to a retirement community in Topsham, Maine in 2006.

For 2 decades, Pat taught advanced biology and ecology courses at Staples High School. She was enriched by her students, and her passion for the subject  inspired many to choose careers in the sciences.

She received honors for her work as regional director of the Brown University National Alumni Schools program.

After retiring in 1991 Pat was active in politics, serving as president of the Democratic Women of Westport. She was one of 6 founders of the Women’s Campaign School at Yale. She served on the board for 6 years, including positions as vice president, president and admissions director.

A passionate believer in women’s personal liberty, she initiated in 1993 an all-volunteer security escort service for the Summit Women’s Center in Bridgeport, and coordinated the effort for a decade.

She received awards and recognition from CT Naral, CT NOW and the National Religious Coalition for Reproductive Choice.

In 2003, she was co-founder and president of the Rosie Fund, the first abortion fund in Connecticut, which supports needy women’s right to choose. She was a longtime board member and then the President of the Y’s Women of Westport, a large women’s group in Westport.

Pat enjoyed travel, the natural world, wildlife, birding and botany. She traveled extensively, including Ecuador, the Galapagos Islands, Africa, Australia, Papua New Guinea, New Zealand, Asia, Europe, Alaska and the Virgin Islands.

After the death of her husband in 2012 she remained engaged in national and local politics. She traveled to visit family, hosted friends and family at her home, and took excursions and vacations to beautiful locations in Maine.

Pat is survived by her children Andrew, Laura Hendrickson (Rupert Stasch) Rupert Stasch and Julia, and granddaughter Madeleine. She was predeceased by her husband Donald, fraternal twin sister Pamela MacBride Colgate, and a brother, Roger MacBride.

A private burial will be held at the family plot on Cape Cod. Contributions may be sent to The Brown University Elise Lea MacBride Memorial Book Fund, Office of Planned Giving, PO Box 1893, Providence, RI 02912.

Patricia Hendrickson

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Today’s “Westport … Naturally” photo shows Burritt Cove:

(Photo/Richard Jaffe)

It was tough to navigate yesterday.

It will be a lot harder today.

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And finally … today marks the actual birthday of George Washington.

The Father of Our Country was born on this date 294 years ago — in 1732.

For decades, Americans celebrated this as a federal holiday. It has since morphed into Presidents Day, on the third Monday in February. The idea is to honor all Presidents (including Abraham Lincoln, born February 12) — and give everyone a 3-day weekend, while goosing sales of mattresses and cars.

An instrumental piece called “The President’s March” was composed by Philip Phile in 1789 to honor Washington’s inauguration. Joseph Hopkinson added lyrics in 1798. The song became very popular, and was often performed at official events.

(Hail to George Washington! Hail to “06880”! We cannot tell a lie: We really, really hope you click here to support your hyper-local blog. Thank you!)

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Posted in Beach, Environment, Obituaries, technology, Westport Country Playhouse

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“06880” And AI: A Deeper Dive Into Our Westport World

Posted on February 10, 2026 | 17 comments

Since our first post in 2009, “06880” has published over 20,100 stories.

Thanks to our “Search the Archives” box, you could find any of them. “Cribari Bridge,” “Community Gardens,” “Remarkable Book Shop” — type in keywords (don’t forget the quotation marks!), and you’d get every reference, from most recent to oldest.

Then your work really began. You had to click on each story individually. The search engine did not distinguish between, say, a story about a Cribari Bridge Department of Transportation hearing, holiday lights there, or a photo of it.

And you couldn’t search the Comments section — that rich repository of over 180,000 opinions (plus bombast and bile).

But “Search” is so yesterday.

Now it’s 2026. AI is taking over the world.

Today, “06880” introduces a new way to explore our blog.

It’s as hyper-local as we are. And as revolutionary as any AI search engine on any blog like this, anywhere.

We call it “the ‘06880’ Widget.” It’s the product (of course!) of a Westport business.

With it, you can take a deep dive into not just what “06880” has written about, but how those stories tie together. How readers responded to them. And what it all means for you, your life here, and what’s ahead.

The “‘06880’ widget” floats in the upper right hand corner of every page. (NOTE: It’s not yet available via a button on the app. That’s coming soon.)

The arrow points to our new “06880” AI widget.

Click on the box, and type in a request:

  • “Tell me about last year’s real estate trends.”
  • “What do readers think about the Community Gardens?”
  • “What should newcomers know about Westport?”
  • “What events are happening on Saturday, February 14, 2026?”
  • “What was the restaurant before The Bridge at Saugatuck?”

You’ll see 3 dots. AI plows through 17 years of “06880” posts — and only “06880” — to deliver, within seconds, a comprehensive reply.

i asked our AI widget what readers think about the Community Gardens. This is the start of the reply.

Many responses include clickable links, bringing you to a relevant story.

AI is not perfect, of course. It hiccups. And — as with any AI engine — the quality of the response relates directly to the clarity and specificity of the prompt.

The more you use it, the better you understand how to frame your request.

For example, “What is the best Italian restaurant?” is not a good question. “What readers say about Westport’s Italian restaurants?” is better.

Boy, is this a cool tool!

“06880” readers love Tutti’s, owned by Pasquale and Maria Funicello (above). The “‘06880 widget’ knows what those readers say.

The “‘06880’ widget” was developed by ThoughtPartnr. The Westport-based startup creates practical, easy-to-use AI tools for local businesses and community organizations.

While big tech companies build AI for Fortune 500 firms, ThoughtPartnr leverages its proprietary local language model to create AI for “Main Streets”: Chambers of Commerce, stores, libraries, Y’s and other community institutions.

The ThoughtPartnr widget is already available on the Westport Weston Chamber of Commerce website. More local partners are coming soon.

The company was founded by Westport resident Jay Norris, with fellow residents Anil Nair and Matt Snow.

From left: Westport Weston Chamber of Commerce director Matthew Mandell, with ThoughtPartnr’s Jay Norris, Anil Nair and Matt Snow. (Photos/Dan Woog)

ThoughtPartnr’s team — including Michael Salzinger — insert code into the site’s HTML. The widget scans the site every day to stay current. 

For a Chamber of Commerce, the AI widget can answer questions like, “What stores specialize in home decor?” For a Y it might be, “Are there swim programs for 4-year-olds?”

For “06880” meanwhile, there is 17 years’ worth of stories and comments to analyze, summarize and offer up, to anyone who wants to know.

If you have questions about this story, don’t email “06880.”

Just ask our widget.

(Our new widget is just one more feature, for our ever-helpful, always-evolving “06880.” To help support all that we do, please click here.)

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Posted in technology, Westport life

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Westport AI Platform Aids Local Businesses; National Rollout Next

Posted on November 20, 2025 | 8 comments

It’s nice that Westport attracts high-end national chains. They bring a certain cachet to town.

But they don’t make this place go.

Small businesses are both the economic driver and the emotional heart of 06880.

Savvy + Grace. JL Rocks. Stephen Kempson. Earth Animal. Calise’s Deli. The Grapevine. WEST. Westport Hardware. Organic Market. Party Harty. Your favorite restaurant (except McDonald’s).

Those are the places where everyone knows your name. Where they know your preferences. Where we go when we need a program ad, a raffle or auction item, a flyer in the window.

Behind all that are small business owners struggling to stay, well, in business. They have rents to pay, payrolls to meet, town regulations to follow — and of course, the very real battle to convince customers to buy from them, and not online.

AI — the technological marvel that has transformed education, healthcare, big business and many other areas of modern life — can help small businesses too.

But most owners are so busy doing all the things noted above, they don’t have time to figure out what AI can do for them.

Plus: As good as artificial intelligence is, it’s global in scale. It works by scraping up an unfathomable amount of information from everywhere, then figuring out patterns of words and phrases.

AI knows what’s going on around the planet. It does not necessarily know what’s happening on the Post Road.

Until now.

Westport resident Jay Norris has a long and successful career in business, real estate and technology. He’s been a board member of the Westport Library and Westport Weston Family YMCA.

He knows the town. He knows AI. And he knows how both can work together.

Norris’ newest venture is ThoughtPartnr. The AI model is designed to help small and mid-size businesses streamline operations, make informed decisions, create content, and accelerate growth.

And its national rollout is taking place right here in Westport.

Yesterday, Norris and his ThoughtPartnr team joined the Westport Weston Chamber of Commerce at The Clubhouse. Several dozen members learned how the “local language model” — as opposed to the more familiar “large language model” — can help their own businesses and ventures use Chamber and community data to assist with marketing, operations, compliance, funding and growth.

Someone thinking of opening a new restaurant here might, for example, find all the steps needed through ThoughtPartnr — including links to all permits needed.

Chamber of Commerce attendees were intrigued. They were particularly impressed when a Friends of Sherwood Island board member asked how, specifically, ThoughtPartnr could help find grants, and raise funds.

Matt Snow typed in that prompt. Almost instantly — on The Clubhouse’s big screen, for all to see — the local AI delivered a host of resources: the Westport Woman’s Club, environmental organizations, and along with advice on how to apply for state grants, links to applications, and much more.

The difference between those responses and ChatGPT, say, is that the latter would provide much more generic information, based on how a non-profit in general could get grants.

From left: Westport Weston Chamber of Commerce director Matthew Mandell; ThoughtPartnr’s founder Jay Norris, technology advisor Anil Nair, and chief marketing officer Matt Snow. (Photo/Frank Bruce)

AI of any kind is clearly helpful. But it can hallucinate. And sometimes, users need human help.

That is one more element to ThoughtPartnr. Subscribers gain access to real, live local experts, who can answer questions, build on suggestions, and leverage the AI information even more personally.

Westport Chamber of Commerce director Matthew Mandell announced that members will have free use of ThoughtPartnr from now to the end of 2026.

They’ll be part of a big rollout. With Mandell’s help, Norris hopes to network with Chambers of Commerce around the country.

He’s starting small, in his home town.

But he has large plans. And he can make them succeed.

Among Norris’ many hats: He chairs the Technology and Innovation Council for the Manhattan Chamber of Commerce.

Today, Westport. Tomorrow, New York.

And then: small businesses, all across the country.

(To learn more about ThoughtPartnr, click here. For the Westport Weston Chamber of Commerce website, click here.)

(“06880” often covers Westport businesses, technology, and much more. If you enjoy stories like this, please click here to support our work, with a tax-deductible contribution. Thank you!)

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