Westport AI Platform Aids Local Businesses; National Rollout Next

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.)

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