Like many Westporters, Oona Robinson’s life was filled with travel and adventure.
The South Africa native’s management consulting career took her to Toronto, then New York. She met her future husband on a Roosevelt Island tennis court.
They married, had kids, and migrated from the Upper East Side to Westchester, then Westport. Robinson was deputy CFO of Webster Bank, then joined Capital One as CFO of their commercial bank division just before COVID.
Oona Robinson
In 2022 their oldest son graduated from Staples High School. On a trip to South Africa shortly thereafter, her husband had a seizure. He was diagnosed with glioblastoma — an aggressive brain tumor.
She left her job, to care for him. Two years later, he died. She was an empty nester, a widow, and exhausted.
During her husband’s illness, Robinson had reflected on her many roles — including trip planner.
She told her husband about a business idea: an app that takes some of the burden off of the people (usually women) who plan family journeys.
He loved it.
After his funeral, she mentioned the concept to a friend. Encouraged, Robinson began developing it.
She spent much of 2025 creating a prototype, getting feedback and tweaking it. Eric Shapiro — CEO of app developer ArcTouch, paired with Robinson through StartUp Westport‘s mentorship program — helped immensely.
“He gave me courage to lean in, and trust my own voice,” she says.
Pivoting from Wall Street to the web has been eye-opening — and exhilarating.
“My whole career had been spent in aggressive competition,” Robinson says. “There’s a wariness there about who you bring into any conversation.
“This is the exact opposite. Very successful people have been available for always, for nothing in return. They just want me to succeed.”
In July, Robinson launched FliFlo. It’s “a private space for friends and family to plan, experience and remember” every vacation.
Or any other event — a family reunion, baby’s christening, etc. — that requires planning, coordination and communication.
Robinson had not thought of other group activities, like a youth sports tournament. But that’s another opportunity.
People will continually discover their own uses for FliFlo, she says.
(And those who are not going on a trip — someone who is busy or ill, say — can also use the app. They’ll see what they’re missing, and afterward what they missed, hopefully without too much envy.)
Sharing photos and comments.
Despite little promotion, it’s growing organically. Word of mouth has been good. “People try it, they like it, and they tell people,” Robinson says.
That’s the whole idea. If you’re going on, say, a family vacation, one person sends a link to the others. Together, everyone helps plan activities, adding suggestions and comments far beyond a text-based group chat.
As an itinerary is built, details — including confirmation emails and PDFs — can be manually or automatically added in.
Creating a shared itinerary.
“It takes the burden off the uber-planner,” Robinson notes. “It makes the process simpler for everyone, and captures the essence of the experience.”
During the event, everyone can upload comments.
Afterward, the site is a great way to relive the experience.
Right now, the site has no ads. There are no subscriptions either, though that may happen down the line.
But for now, it’s free. (Unlike probably any other part, of any trip.)
Sounds like a plan!
(For more information, and to download FliFlo for an iPhone or Android, click here.)
(“06880” reports often on Westport’s entrepreneurial scene — and interesting Westporters. If you like stories like this, please click here to support our work. Thank you!)
As students head off to college, they pack many things: Clothes. Electronics. Favorite items from home.
And: Narcan.
Positive Directions offers a safety kit for students with the medication that quickly reverses the effects of an opioid overdose, plus fentanyl test strips, a lock bag for drugs, info cards and more.
There’s also a 15-20 minute info session on mental health, substance risks and resources at college, including overdose signs and how to administer Narcan.
To celebrate, a proclamation signed by Governor Lamont will be read at 11 a.m. tomorrow (Thursday), at the Westport Farmers’ Market.
It’s all part of the weekly event — with fresh produce, breads, meats, ice cream, pizza, Thai food, dog treats, food trucks, knife sharpening, live music and more — at the Imperial Avenue parking lot. Hours are 10 a.m. to 2 p.m., every Thursday through November.
Westport Local Press just posted several dozen shots, by noted event photographer JC Martin. Click here for those images — and to see if you’re included.
The Campaign School at Yale University is coming to Westport.
The event — just before Election Day (Saturday, October 24, 10 a.m. to 3 p.m.) — is a 1-day training program covering how to prepare to run for office, work on a campaign, or effectively lead on an issue in your community.
The curriculum includes speaking techniques, networking skills, and the components necessary to begin a political career, both personally and professionally.
Questions? Email Info@TCSYale.org, or call 203.734.7385.
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The Westport Rotary Club got a backstage look at the Levitt Pavilion yesterday — without leaving Green’s Farms Church.
Andy Fleischman, president of the Levitt board, spoke at the weekly lunch gathering.
A finance attorney with music industry experience, he got involved with the outdoor venue in 2018, to help improve its relationship with the town. He also was interested in the acts being booked, but did not want to interfere in what was already an impressive summer lineup.
He’s helped bring younger popular acts to the open-air theater. A few years ago, he contributed to the effort to book Wilton’s Goose. They recently sold out 2 nights at Madison Square Garden.
Up-and-coming jam band Eggy, which played at the Levitt this summer, also has developed a national profile.
Andy Fleischman at the Rotary Club. (Photo/Dave Matlow)
A few hundred StartUp Westport members ate, drank, socialized — and of course networked — at the group’s summer get-together last night, at Compo Beach.
StartUp Westport is the town’s public/private partnership for entrepreneurs and innovators. It sponsors general and special interest meetings, mentor programs, a pitch contest — and, like last night, an opportunity for creative, like-minded and very interesting people to hang out together, by the water in beautiful weather.
There was a lot going on here last night. Besides the National Night Out on Jesup Green, StartUp Westport’s summer social (above) and the Y’s Men’s regular hot dog event — both at the beach — there was an indoor activity at the Westport Library.
Author Chris Bohjalian spoke with CT Public’s Catherine Shen about his new novel, “The Amateur.” It’s a suspenseful, emotionally charged story about tragedy, privilege, secrets, and the devastating ripple effects of one split-second mistake.
Chris Bohjalian and Catherine Shen. (Photo/Susan Garment)
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We feature many fascinating creatures in our daily “Westport … Naturally” series.
But none are more intriguing than owls. Who knows why we have such a soft spot for them?!
The Staples High School baseball team is 6 innings away from a state championship.
The Wreckers — down 3-1 — battled back to trounce Fairfield Ludlowe 8-3 yesterday, at Waterbury’s Municipal Stadium. They vaulted into their 3rd “LL” (extra large schools) title game in 4 years. Their last state crown came in 2019.
The blue-and-whites will face Trumbull on Saturday, at Middletown’s Palmer Field (time TBD). The Wreckers thrashed them 11-1 earlier this year (the 10-run mercy rule ended that game), so the Eagles will be out for revenge. They topped Fairfield Prep 9-4, in the nightcap of yesterday’s semifinal doubleheader.
Staples is the 11th seed. They’re 18-7, outscoring their opponents 36-7 in the state tourney after falling to New Canaan in the FCIAC (league) quarterfinals.
One other Staples baseball note: Wrecker coach Jack McFarland will be inducted into the FCIAC Hall of Fame later this month.
But that’s not the only Staples sports news. Today (Wednesday, 5 p.m., Fairfield University), the boys lacrosse team meets New Canaan, in the state tournament semifinals. The Wreckers have beaten the Rams 3 straight times this season.
The Long Lots School Building Committee offers a presentation of the elementary school and Stepping Stones pre-school project tonight (Wednesday, June 10, 7 p.m., Town Hall auditorium).
The opening date has been pushed back to January 2028.
Artist’s rendering of the new Long Lots Elementary School.
Fresh off the excitement of their StartUp Westport Community Impact Award, Club203 hosted their final event of the 2025-26 season last night, at Ned Dimes Marina.
Dozens of members of the social group for adults with disabilities enjoyed World Cup-themed activities, including soccer and crafts by MoCA\CT — along with dinner from the Super Duper Weenie truck. Westport Rotary Club volunteers added to the fun.
On a related (younger) note: Fathers, mothers, caregivers and interested residents are invited to an evening dedicated to supporting families raising children with special needs.
Westport’s Commission on People with Disabilities hosts the event this Friday (6 p.m., Senior Center).
It’s a chance to meet mentors from the Special Fathers Network, hear stories from experienced fathers, connect with others on similar journeys, meet David Hirsch (author and host of the “Dad to Dad” podcast), and receive a free copy of his book “Dads Raising Children with Special Needs.”
Westport’s director of human services Elaine Daignault says, “Whether you are the parent of a newly diagnosed child, a seasoned advocate, or simply someone who cares about creating a more inclusive Westport, this conversation is for you.
“All family members are welcome, and we especially encourage fathers to attend. Together, we can continue building a community where every family feels connected, supported, and empowered.” To RSVP, click here.
Westport Rotary Club members are an active, creative bunch.
But they learned even more about action and creativity yesterday.
Cliff Sirlin — an entrepreneur, and president and co-founder of StartUp Westport — and colleagues Peter Propp and Dave Altman spoke about their organization, at Rotary’s weekly meeting.
The public/private partnership has grown exponentially, since its start during the pandemic. There are now 3,000 innovators and entrepreneurs, engaged in everything from networking and mentorships to a pitch competition and — most recently — an Innovator of the Year (Marc Lasry) and Community Impact (Club203) evening.
Arthur Dwight Ellis — a longtime Bedford Middle School STEM teacher, whose work in the classroom and with Science Olympiad teams inspired generations of students — died peacefully on June 2 in Westerly, Rhode Island. He was 77.
The Springfield, Massachusetts, native “lived a life guided by curiosity, creativity, and a deep desire to understand the world around him,” his obituary says.
“A lifelong learner, he approached every interest with enthusiasm, thoughtful inquiry, and a commitment to excellence.
His wide range of interests included sailing, model airplanes and teaching. “Whatever captured his attention, he sought not only to master it, but to understand it deeply and to share that understanding with others. He had a gift for seeing connections, interpreting ideas in creative ways, and inspiring those around him to think more broadly and learn more deeply.”
Longtime colleague and friend David Deitch said, “Art gave so much of his life to students for Science Olympiad. He often went well beyond the norm for hours on end after school, and weekend trips around the country.
“‘Selfless’ doesn’t begin to describe this Princeton grad, with a degree in engineering. He was an essential inspiration to lifelong learning and achievement. Art gifted his students, as he seamlessly unlocked the mysteries of engineering and algebra for them, en route to winning competitions.”
Art is survived by his sons, Brian and David (Roseann); granddaughters Evangeline and Victoria; his longtime partner, Louisa Bradford; brothers Dwight and Charles, and nephews Warren and Ryan.
A celebration of Art’s life will be held later this summer.
Art Ellis
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Today’s “Westport … Naturally” featured photo is not just any duck.
According to photographer JD Dworkow, this is a “SaugaDuck.” Rim shot …
A full house listened eagerly last night, as StartUp Westport honored Marc Lasry as its Innovator of the Year at the Westport Library. The event was the 3rd annual for our town’s public/private entrepreneurship/innovation organization.
The financier and philanthropist — chair, CEO and co-founder of Avenue Capital Group, a former owner of the Milwaukee Bucks, a director of the 92nd Street Y and the Big Apple Circus, and a trustee of Mount Sinai Hospital — chatted with fellow Westporter and ”Today” co-anchor Craig Melvin about entrepreneurship, investing, leadership and philanthropy
Club203 — the non-profit serving adults with disabilities — was honored for their work in areas like employment opportunities, life skills development and community engagement. They received the Community Impact Award.
Dan O’Keefe — the state Department of Economic and Community Development commissioner — highlighted the importance of innovation and entrepreneurship to Connecticut’s economic future.
The evening featured meaningful connections with past honorees. Andrea Pecoriello, founder of Sweet P Bakery and recipient of the previous Community Impact Award, introduced Club203 and spoke about the organization’s transformative impact on the community. Mark Shapiro, StartUp Westport’s 2025 Innovator of the Year, introduced Lasry.
Marc Lasry and Craig Melvin, at StartUp Westport’s Innovator of the Year ceremony. (Photo copyright DinkinESH Fotografix)
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Also last night: 81 students — soon-to-be Staples High School graduates, and alums currently in college — were awarded $420,000 in scholarships, at Staples Tuition Grants’ annual ceremony.
The average scholarship — $5,186 per recipient — is a record in STG’s 85-year history.
The evening included powerful speeches by James Delorey and Philip Sullivan, father and cousin respectively of Perrin Delorey.
Perrin was a 4th grader at Greens Farms Elementary School in 2018, when he died in an automobile accident. He would have graduated this month, with Staples’ Class of 2026.
Philip worked with his uncle and aunt, James and Angela Delorey, his mother Kara Sullivan, and his and Perrin’s classmates, to endow the new Perrin Delorey Do Your Best Award. Both spoke lovingly of the legacy Perrin set, and of the importance of remembering and honoring him.
2008 recipient Michael Wolson also spoke. A triplet who could not have attended college without STG’s help — now a managing director at an investment firm — he described the lifelong impact a scholarship can make.
When Frank Pepe Pizzeria opened officially yesterday, the very first customers were Jay Babina, his father and grandfather.
That’s cool.
But it’s only part of the story.
Jay’s father John III and grandfather John Jr. were also the first customers when Pepe’s opened their second location — the first outside of New Haven — in Fairfield in 2006, 20 years ago.
The trio planned to be first in line here, ever since Pepe’s announced they were coming to Post Road West.
Jay’s grandfather started going to Pepe’s on Wooster Street in 1948, when he was 4 years old. Jay’s great-grandparents went too — starting in the early 1930s.
Now the 4th generation is a fan.
Star 99.9 radio interviewed the Babinas. And Pepe’s gave the family the ribbon they cut, at the grand opening.
Jay, John III and John Jr. Babina, at Pepe’s in Westport.
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The rainbow flag has been raised at Jesup Green for 7 years, during the Pride Month of June.
But yesterday marked the first official ceremony.
First Selectman Kevin Christie welcomed the crowd. He thanked Westport Pride — the organizers of the event, and of the June 14 festival, also set for Jesup Green — noting, “Westport is at its best when everyone feels a true sense of belonging and inclusion.”
1st Selectman Kevin Christie and Westport Pride president Brian McGunagle.
Besides Pride members and town residents, the flag-raising drew State Senator Ceci Maher, State Representatives Jonathan Steinberg and Dominique Johnson, state legislature candidates Sam Nestor and Lee Goldstein, and several RTM members.
Attendees at yesterday’s Pride flag ceremony at Jesup Green — including Yogi Bear. (Photos/Dan Woog)
Ten students from Long Lots and Kings Highway Elementary Schools have won Access Awareness Awards. The student video contest is sponsored annually by the Area 9 Cable Council and Optimum of Connecticut.
The contest honors original student video productions broadcast on Optimum’s Educational Access Channel 78. It encourages students to build storytelling and video production skills, through projects connected to school and community life.
In addition, Long Lots earned the John M. Repicky Award for best overall elementary entry for “Girls On The Run,” created by Ella Rossi under the direction of instructor Samantha Hubbard.
Other awards included:
Animation/Stop-Motion, 1st place: “An Average Week of Robots” (Chase Bittinger)
School News Story: “Girls On The Run” (Ella Rossi)
General Interest Story, 1st place: “Space invaders! Look Out!!” (Lucy Apton), 2nd place: “Fall Favorites” (Cora Lask and Layla Perkel)
Narrative Fiction, 1st place: “TOAST” (Hazel Crockett and Charlotte Visconti)
PSA, 1st place: “KHS Goals” (Cameron Kim, Ava Giambanco, and Timothy Sheehy)
Congratulations to all — and instructors Samantha Hubbard, Barbara Eilertsen and Tara Doyle.
From left: Ella Rossi, Layla Perkel, Cora Lask, Chase Bittinger.
Eleish Van Breems celebrates heritage craftsmanship next Monday (June 8), with their annual “Day of Design.”
After 10 a.m. coffee, there’s a conversation on “Keeping Craft Alive.” New England Home editor-in-chief Jenna Talbott will moderate, with Edie Van Breems, Rhonda Eleish and Mary Emery Locoursiers of the Nantucket Historical Society.
At 11:30, guests can meet makers, and other heritage movers and shakers. Other events include demonstrations of heritage crafts, updates on preservation, a presentation on Benjamin Moore’s Heritage Paint Collection, and a chance to meet founders Renata Singh (Artistic Ironworks) and Todd Woodward (Woodward Millworks).
Bites and beverages are provided by Allium and the CupBearer.
Lauri Weiser sends today’s “Westport … Naturally” photo.
She says of this beautiful peony in her garden: “You can almost smell it from here!”
(Photo/Lauri Weiser)
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And finally … welcome to Westport, Frank Pepe Pizzeria!
(June began with a rush of activity. As we’ve done since 2009, we cover it all. But we can’t do it without our readers’ support. If you enjoy this blog, please click here to donate. Thank you!)
A nationally known financier and philanthropist, and a community non-profit serving adults with disabilities, will be honored by StartUp Westport next month.
Longtime Westporter Marc Lasry is the entrepreneurial group’s Innovator of the Year. Club203 will receive the Impact of the Year Award.
The ceremony is set for June 1, 6 p.m.,, Westport Library).
Lasry is chair, CEO and co-founder of Avenue Capital Group. He is also a former owner of the Milwaukee Bucks. He has supported university initiatives; served as a director of the 92nd Street Y and the Big Apple Circus, and was a trustee of the Mount Sinai Hospital in Manhattan.
Lasry and fellow Westporter/”Today” co-anchor Craig Melvin will discuss how leaders navigate high-stakes moments when information is incomplete, pressure is high, and the path forward is not clear.
Club203 will be cited for their work fostering inclusion and connection through innovative, community-driven programming.
Speaking of Club203 : They celebrated Cinco de Mayo a day early — Monday night — at an appropriate venue: Mexica restaurant.
Members of Westport’s social organization for adults with disabilities enjoyed great food, art with MoCA\CT, and dancing a conga line with music by Marca.
Sure, Westport homes are disappearing steadily. “06880” has already posted 44 of them, in our “Then & Now” series — and we’ve just scratched the surface.
But plenty of Westporters are preserving old homes too.
Tomorrow (Thursday, 7 p.m., Town Hall auditorium) the Historic District Commission presents their 2026 Preservation Awards.
Honorees include:
4 Old Hill Road, Emil Dennert House: Excellence in Ongoing Care and Maintenance Preservation Award
6 Oak Street: Excellence in Ongoing Care and Maintenance Preservation Award
14 Treadwell Avenue: Restoration Preservation Award
24 Morningside Drive South, Charles B. Sherwood House: Restoration Preservation Award
26 Treadwell Avenue, Henry Patchen: Rehabilitation Preservation Award
35 Wright Street, Zalman Sanford House: Helen Muller Preservation Award
44 Compo Mill Cove, Gallagher Cottage: Rehabilitation Preservation Award
64 Wright Street, Frederick Morehouse: Restoration Preservation Award
70 Turkey Hill Road South, John F. Dingee House: Restoration Preservation Award
The Westport Rotary Club delivered checks to 47 local nonprofits yesterday, at their annual Community Giving Day lunch at Green’s Farms Church.
The grants marked a record: $309,000. Much of the funds came from September’s hugely successful LobsterFest.
The Rotary Club’s goal is to make this year’s event even bigger — and the grants bigger too.
Westport Rotary Club members and grant recipients yesterday, at Green’s Farms Church. (Hat tip and photo/Dave Matlow)
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More Rotary news: Clubs across Fairfield County are planning an “Epic Day of Service” on Saturday, May 16.
And they urge non-members to join in too.
Service projects in Bridgeport, Fairfield, Norwalk, Westport and Wilton will address urgent community needs and support vulnerable populations. Residents have a hands-on opportunity to give back, while connecting with neighbors and partnering with local non-profit organizations.
Projects last 2-3 hours, and focus on issues like food insecurity, homelessness, public space improvements, and support for military veterans and individuals with special needs.
The first 25 volunteers will receive an “Epic Day of Service” T-shirt.
Residents interested in participating or learning more can click here, or email
After a wildly successful 2025, with 10 teams competing under the lights at the beach, the Parks & Recreation Department program returns next month.
Games will be played Tuesday nights, from June 23 to August 18.
Teams can sign up here. The league will be capped at 12 teams. Each captain must submit an $800 fee at signup. The fee covers jerseys, referees and scorekeepers. Rosters are due May 28.
Questions? Email jordan.schur@gmail.com.
Compo Beach adult basketball action, 2025.
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Last month, the Brubeck Brothers Quartet sold out MoCA\CT for a special “speakeasy” performance, tied to the current “Art, Jazz + the Blues” exhibit.
On May 19 (7 p.m.), Chris Brubeck returns. And he’ll bring his eclectic, virtuosic Triple Play trio along.
The musicians have spent decades refining a unique blend of blues, folk and jazz.
Brubeck is a multi-instrumentalist (piano, electric fretless bass, trombone and vocals). Peter “Madcat” Ruth is a Grammy-winning harmonica virtuoso and protégé of Chicago blues legends, and master of of 40 different harps, ukulele, and percussion. Joel Brown is a noted acoustic guitarist and singer-songwriter, specializing in soaring melodies.
Brubeck says, “I felt tremendously motivated to return to the performance gallery because the artwork — specifically by (Westporter) Eric von Schmidt — so beautifully evokes the American ‘roots’ and blues traditions that are Triple Play’s specialty. The music will totally integrate with the exhibit. It’s going to be an incredible sensory experience.”
The Westport Country Playhouse Script in Hand play reading — a long-running, very popular and inexpensive ($30!) series — continued Monday night with “One Slight Hitch.” The playwright is noted comedian Lewis Black.
Three performers are Juilliard graduates. Nearly all have Broadway experience.
The next Script in Hand is June 8. The title will be announced soon.
“One Slight Hitch” cast and crew (front row, from left: Maggie Scrantom, Gabe Gaston, Cassidy Stoner, Taylor Dunbar, Hannah Bakke (stage directions). Rear: Jater Webb, Kevin O’Rourke (director), Kathleen McNenny, and Daniel Jenkins. (Photo/Kelsey McFarland)
The Whitney Street sidewalk/street widening/repaving project is going well.
And there’s a lot to do.
Check out these boulders:
(Photo/Molly Alger)
Thankfully, the machine on the left can help the guys in the middle.
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Longtime Westport and Weston resident Regina Kendig died Mnday. She was 79.
A Brooklyn native, she graduated from Newton College of the Sacred Heart. She distinguished herself both academically and as a star of the school’s first all-girls touch football club, a great point of pride.
In New York she launched a career in advertising, which she loved deeply. She passed her passion on to her son Ty, who has spent 25 years in the industry.
Moonlighting as a hostess at the executive dining room atop the Pan Am Building, she met Pan Am executive Hal Kendig. They were married at Sleepy Hollow Country Club.
Adventurous years followed. The couple traveled widely before settling in Miami for Hal’s work. When his career brought the family north again, they planted roots in Westport. For more than 40 years, that town and Weston were home.
As her children got older, Regi leveraged her love of beautiful homes into a 40- year career in real estate. She touched hundreds of lives, guided by an unwavering commitment to finding the perfect home for the families she served.
Regi was a devoted book club member, a cherished friend, and a lover of Compo Beach. She was often found, window down, McDonald’s Diet Coke in hand, soaking in the view.
At home as a hostess, her tablescapes were works of art, and her holiday meals legendary.
After Hal died in 2014, Regi found constant companionship in Nikki, her Shih Tzu, and a “coven” of friends. All were by her side in her final days.
Regi is survived by her son Ty (Elizabeth), daughter Paige (Bryan), and brothers Paul (Joelle), Greg (Alden) and Joe (Lori).
She will be laid to rest beside Hal at Christ & Holy Trinity Cemetery. A celebration of her life will be held at a later date.
In lieu of flowers, the family requests donations to Earthplace, where Hal served on the board and which she was devoted to as well.
(From historic homes to innovators, and jazz to basketball, “06880” covers it all. If you enjoy these daily Roundups — or any other part of our hyper-local blog — please click here to support us. Thanks!)
Last November, a packed Westport Library crowd watched as 5 startups — 2 healthcare companies, a tax platform for college athletes, an environmentally conscious mushroom-based snack, and a new marketplace for wheels — competed for $25,000 total in non-dilutive funding, in a “Shark Tank”-like scenario.
The WheelPrice marketplace won $20,000. The other 4 split the remaining $5,000.
The $20,000 winner: WheelPrice.
This year, the Pitch Competition returns. The total prize is now $30,000. The winner gets $25,000. The finale is November 19.
StartUp Westport seeks early-stage startups, with bold ideas and a clear solution to real market problems. Criteria include:
● Pre-institutional funding round
● Existing corporation in an evaluable category
● Connecticut-based founder or strong state association
● Scalable business model
● No “sin” products (smoke/vape, alcohol, etc.)
Key dates include:
● June 12: Applications close at midnight
● September 22, 23, 24: Mandatory participant bootcamp
● November 19: Live pitch finale @Westport Library
“We had high expectations last year. But we were still astonished by the quality and quantity of applications by Connecticut’s most innovative entrepreneurs,” says Peter Propp, StartUp Westport vice president and Pitch co-chair.
“It was great to work with all of our participants and finalists.”
Co-chair Shobana Mani adds, “In 2025 we attracted great, diverse startups from all over the state. Each company had their own challenges and experiences, and it was exciting to see them help each other succeed. It was awesome to see WheelPrice get their big check at the finals!”
Creativity, passion, entrepreneurship, risk — and $25,000 — were on the line last night.
A full house packed the Westport Library’s Trefz Forum, for StartUp Westport’s first-ever Pitch Competition.
Two healthcare companies, a tax platform for college athletes, a healthy and environmentally conscious mushroom-based snack, and a new marketplace for wheels were the 5 ideas pitched by eager teams of young hopefuls, in a “Shark Tank”-like scenario.
The 4 judges — all experienced entrepreneurs — headed off stage, to deliberate.
The audience used a QR code, for their own (non-binding) vote. The wheels marketplace — WheelPrice — edged out a device that personalizes and simplifies breast cancer detection, 34% to 31%.
The judges stepped back on stage. They agreed: WheelPrice won the $20,000 non-dilutive first prize.
But all the entrepreneurs were winners. The other 4 split the remaining $5,000.
Energy was high, in the half hour before the formal pitches began. The 5 finalists each had a table.
They’d been culled from 77 applicants, and semi-finalists. For months they’d honed their ideas, and been mentored by StartUp Westport volunteers.
Criteria included a pre-institutional funding round; an existing corporation in an evaluable category; a Connecticut-based founder or strong state association, and a scalable business model.
Each hopeful had 6 minutes to pitch judges Kira Vanderwert, Kal Amin, Matt Gorin and Cliff Sirlin — all experienced venture investors — and 6 minutes to answer probing questions about the problem being addressed, market size, revenue model, competitive advantage and more.
A team from the University of Connecticut pitched ChromaShield. The wearable patch and monitoring platform reduces complications of skin damage from chemotherapy, like radiation dermatitis and foot ulcers.
ChromaShield
Nexa Tax, created by a former University of Bridgeport athlete, is an app that helps college athletes manage the tax aspects of their “name, image and likeness” earnings. As the number of those students grows, their tax burdens will too. But, the founder says, too few of those athletes know how to handle them.
Nexa Tax
Mirabelle — “breast health, in your hands” — is a device by which women can detect and monitor themselves for breast cancer. It’s also a tool for healthcare providers in underserved areas. The founders, with Cornell University roots, added humor to the serious nature of their company (they call beta testers “the titty committee”).
Mirabelle
WheelPrice addressed a problem unknown to many in audience: how to manage the marketplace for car wheels. Like sneakers and watches, it’s a niche filled with fanatics. But right now, the UConn founder says, there are 620,000 wheels listed online “chaotically.” His platform “reinvents the wheel … marketplace.”
WheelPrice
NeuroPuffs were created by Yale University graduate students. The product — mushrooms and upcycled food waste, dried using a special process, coated in real powdered cheese, and packed in compostable bags — provides “guilt-free snacking.” They’re “good for the brain, kind to the planet.”
NeuroPuffs
The decision was tough, the judges said. All the ideas were “impressive, inspiring, and solving real problems.”
But WheelPrice had the best business model. It seemed the most scalable. Its pitch was most impressive.
WheelPrice founders (5th and 6th from left), with StartUp Westport Pitch director Peter Propp (4th from left), and other entrepreneurs, plus StartUp Westport co-founder Cliff Sirlin (2nd from right) and Coastal Bridge partner Bill Loftus (far right). (All photos/Dan Woog)
Still: Keep your eye out for the other 4 startups too.
The crowd of 400 included many fellow entrepreneurs — and investors.
The wheels in their heads were turning, as each founder gave their pitch.
(“06880” covers business, technology, Westport organizations, and much more. If you like stories like this — where they all come together — please click here to support our work. Thank you!)
If you like “Shark Tank,” you’ll love Westport Start-up’s first-ever Pitch Competition.
Five finalists — out of 77 applicants — will compete for $25,000 in non-dilutive funding November 20 (6 p.m., Westport Library).
The judges — all Westport-based venture capitalists — will evaluate live pitches from early-stage companies that have spent month refining their businesses, through mentorship and coaching, including Start-up Westport, the local public/private partnership of innovators and entrepreneurs.
Those finalists are:
Chroma Shield– Medical device technology
Mirabelle Medical– Women’s breast health technology
But the biggest indication that the seasons are changing is the move of the Westport Farmers’ Market from outdoors on Imperial, to its winter indoor location at Gilbertie’s Herbs & Garden Center (7 Sylvan Lane).
The first date is November 20. Every Thursday, from 10 a.m. to 2 p.m., the greenhouses will be filled with fresh, locally sourced produce and prepared foods.
Also on tap: kids’ activities, music, food trucks, and holiday pop-ups.
New this year: Once-a-month Saturday markets, beginning December 6.
In response to community feedback, WFM is also excited to expand the market with the addition of once-per-month Saturday markets (December 6th, January 3, February 7, March 7).
A pre-Thanksgiving market is set for Tuesday, November 25 (the WFM is closed on that holiday). Featured items include fresh produce, meats, desserts, flowers, pet food and more.
How do young Westporters learn the importance of Veterans Day?
By doing what the Cub Scouts of Pack 39 did on Sunday.
Working with Phil Delgado and Patty Kondub of Westport VFW Post 399, 4th grade Webelos Scouts visited Christ & Holy Trinity Cemetery on Kings Highway North. Very carefully, they placed flags at veterans’ graves.
Those flags provide a vivid, patriotic background today, as we honor all the men and women who served.
Yesterday’s “recanvass” of 3 Representative Town Meeting (RTM) election results — those decided by 20 votes or less — did not change any results.
It did cut Kristin Schneeman’s winning margin for the 4th and final District 9 seat from 3 votes to 2, over Sal Liccione. Both are incumbents.
When it was over, the loser congratulated and embraced the winner. As John Suggs — who was there at Town Hall — notes, “a real class act on Sal’s part!”
Kristin Schneeman and Sal Liccione. (Photo/John Suggs)
Sustainable Westport takes their mission seriously.
And means much more than just composting, recycling and electric vehicles.
This weekend, the non-profit teams up with the Senior Center and Westport woman’s Club to collect lightly used durable medical equipment, to support Wheel It Forward.
Crutches, canes, wheelchairs, walkers, knee scooters, shower tub seats, toilet risers, new commodes and unopened disposable items can be dropped off at the Woman’s Club (44 Imperial Avenue), on Saturday, November 15 (8 to 10 a.m. and 2 to 4 p.m.) and Sunday, November 16 (11 a.m. to 1 p.m.).
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A new documentary about World War II journalist Sigrid Schultz — a longtime Westport resident — is nearing completion.
“Eyes on Evil” chronicles Schultz’s remarkable career covering the rise and fall of Nazi Germany — from the liberated exuberance of Weimar Berlin to Hitler’s ascent and the devastating aftermath.
It includes the years during the war when Schultz returned to the US and settled in Westport, after being injured in a British bombing raid on Berlin. She launched a nationwide lecture tour to warn Americans about the growing threat of Hitler’s regime.
In 1945 she was among a small group of reporters to cover the liberation of the Buchenwald concentration camp.
The film is directed by Vanessa Johnston, an award-winning documentary filmmaker and former Reuters producer based in Washington. She made several trips to Westport, including an interview with historian John Suggs.
Congratulations to the Westport Police Department, and Officer Dominque Carr.
The WPD recently earned a Gold Traffic Safety Award from AAA Northeast. Only 12 police departments in the state received the honor, presented to communities that have implement programs and projects that have an active safety committee, and for efforts in education, engineering and enforcement, along with other statistical measures of success
Carr — a member of the WPD traffic enforcement division — was recognized for his efforts as a “traffic safety leader.”
From left: Officer Dominque Carr, Captain Eric Woods, Lieutenant Sereniti Dobson.
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“The A Chronicles 10-Minute Play Festival” — “bold, funny and fearless short dramas” by 9 playwrights, selected from over 350 submissions — runs for 2 performances on November 19 (2 and 7 p.m., at MoCA\CT).
The A Chronicles stages live theatrical events around reproductive rights—”amplifying voices, disrupting narratives to fuel real conversations.”
But an albino squirrel — like today’s “Westport … Naturally” feature (spotted across the border in Weston — that’s one in 100,000, says photographer Andy Berliner.
(Photo/Andy Berliner)
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And finally … to all the men and women who have served our country, so bravely and so well, for so long:
Produced by Westporter Jeremy Schaap, it tells the story of the man who was born without a right hand yet rose to Major League Baseball stardom. Most impressively, he threw a no-hitter with the New York Yankees.
After the film, Abbott will be on our stage and in conversation with Schaap, ESPN senior feature producer Mike Farrell, and Westporter Dave Briggs. They’ll talk about life, overcoming adversity, and baseball.
Speaking of the election: Through the first 2 days of early voting, 423 votes have been cast in-person and absentee. That’s 2.22% of all eligible voters.
The breakdown:
Democrats: 251 of 7,955 eligible voters (3.16%)
Republicans: 57 of 3,338 eligible voters (1.71%)
Unaffiliated: 114 of 7,580 eligible voters (1.50%).
To subscribe to the Voter Checklist website, click here.
That’s the question Sustainable Westport asked of residents. Their responses — sharing hopes, values and ideas for a Westport that leads in sustainability, resilience and community engagement — are part of a new video.
From protecting natural spaces to electing officials who invest in and prioritize sustainability, the video highlights the town’s natural beauty, and captures a vision of not just a greener Westport, but a trailblazing leader in sustainability.
StartUp Westport’s First Thursday networking events have become one of the hottest (free) tickets in town.
The next one — sponsored by the public/private partnership for entrepreneurs and innovators — is November 6 (6 to 8 p.m., Nômade restaurant). Click here to reserve a spot.
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The final event at the Inn at Longshore’s ballroom is tomorrow (Thursday).
The long-awaited renovation project begins next week.
But first — this weekend (Saturday and Sunday, October 25-26, 9 a.m. to 2 p.m.). everything that was in The Inn is on sale.
The giant tag sale includes most items from the rooms, along with some furniture from the first floor. That includes bedroom suites, lounge sets, TVs, mini-fridges, outdoor furniture, sofas, love seats, mirrors, art, lamps, shades, curtains and more.
A portion of the proceeds will be donated to CLASP Homes.
Meanwhile, the Inn at Longshore is booking weddings for fall of 2026, and winter 2027. In late November they’ll open the books for spring and summer 2027 weddings.
Contents of an Inn at Longshore room.
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“The Importance of Being Earnest” opens at the Westport Country Playhouse on October 28.
A number of special events are scheduled throughout its 3-week run. They include:
Taste of Tuesday(October 28, 6 p.m.): A reception pairing food from Gruel Brittania and wine. Exclusive for “Taste of Tuesday” season ticket holders.
Together at the Table (October 29, 5:30 p.m.): For $15 per person, your family or group can enjoy a communal pizza dinner and casual conversation before the 7 p.m. performance. Must attend as a family group with student-age children or school group. Call 203-227-4177 to make your reservation.
Pride Night(October 30, 6 p.m.): A pre-show cocktail party for the LGBTQ+ community and friends, including a limited open bar and appetizers from Aux Délices. Use code EARNESTPRIDE online to receive $40 tickets, or call the box office at 203-227-4177.
Opening Night Post-Show Reception (November 1): Celebrate with the cast, crew and creative team.
Sunday Symposium (after the November 2nd 3 p.m. performance): No ticket necessary.
Backstage Pass (after the November 5th 2 p.m. performance): No ticket necessary.
Open Caption (November 9, 3 p.m.): Deaf and hard of hearing audiences can enjoy the performance while watching an easy-to-read digital screen with the actors’ dialogue.
Thursday Talkback (after the November 13th 7 p.m. performance):Q&A with cast members. No ticket necessary.
Staples senior Natalie Chudowsky came on as a substitute in the 64th minute. She played the final 26 minutes.
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The Glass House has selected the Unitarian Universalist Congregation in Westport to host this Saturday’s American Modern Opera Company concert (October 25, 4 p.m.).
Pianist Matthew Aucoin and tenor Paul Appleby will perform works by John Adams, Aucoin, Benjamin Britten, and Franz Schubert.
It’s presented by The Glass House, which offers a series of talks, performances and other live events. Click here for more information.
“06880”‘s Instagram Live series with 1st selectman candidates continues at noon tomorrow (Wednesday,).
Democratic Kevin Christie will be the guest. Republican-endorsed Don O’Day and Independent David Rosenwaks were previously interviewed.
Kevin Christie
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Also tomorrow: the Parks & Recreation Commission meets (Wednesday, 7:30 p.m., Town Hall auditorium) to discuss the Parks Master Plan and Longshore Capital Improvement Plan.
The Parks Master Plan presentation should synthesize some of the findings from the public engagement session 2 weeks ago at the Westport Library.
The Longshore Capital Improvement Plan will include the previously proposed maintenance shed — now a larger maintenance complex being discussed for numerous sites, including within Longshore itself.
It includes space for Longshore maintenance items and tools, plus staff work spaces and vehicle parking.
The current Longshore maintenance shed.
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Yesterday’s “Nor’easter” was nowhere near as bad as predicted.
There was a bit of rain, some stronger-than-usual winds, and — at its peak yesterday morning — only about 40 power outages.
But conditions were great for anyone who loves waves. Plus, photographers who love to shoot them.
Here are a few great images, both from Compo Beach:
Andy Flotto enjoys the waves … (Photo/Nancy Breakstone)
… along with Tristen Rycenga. The 8th graders are best friends, and surf together all along the East Coast. Yesterday they did it at their “home” beach. (Photo/Nancy Breakstone)
Bedford Acting Group — the famed Bedford Middle School program — is now called Bedford Theater Community.
The new name that honors the program’s long-standing tradition of inclusivity, collaboration and creativity. The new logo highlights the importance of collaboration among students, parents, BMS staff, and local community and supporters.
The rebrand coincides with the arrival of Rick Hribko, Bedford’s new theater director and acting teacher. He is building on its strong foundation of creativity, confidence-building, and community connection.
“Bedford Theater Community reflects not just who we are, but what we stand for: a place where every student has a voice, a role, and an opportunity to shine,” Hribko says.
“The BTC acts as a theatrical family who overcomes challenges and celebrates successes together. It’s about belonging, collaboration, and celebrating the power of storytelling together.”
His first production, this December, is “Annie, Jr.” It will be presented by the 6th grade class, with 7th and 8th grade student directors and stage crew mentors.
Claire Tiefenthaler works as a registered nurse at a local hospital, on a child and adolescent unit.
Andrew Colabella and friends are hosting a donations drive at 10 a.m. tomorrow (Wednesday) at the I-95 commuter parking lot, on the Sherwood Island Connector.
VFW Post 399 has become Westport’s comedy central.
The next night for affordable local laughs is Friday (October 17; doors open at 7 p.m., show at 8).
Chris Monty headlines, with Ellen Karis, Joe Pontillo and Dave Sheehan.
Tickets are $20 online or at the door. The VFW has a full bar, and a light food menu.
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But wait! There’s more!
The VFW is also chili central.
The day after the comedy show, the club hosts its annual Chili Cook-Off fundraiser (Saturday, October 18, 6 to 8 p.m.). American Legion Post 63 is the co-sponsor.
In addition to a wide variety of chili recipes, there’s a 50/50 raffle.
The fee is $25; all funds go to veterans and Westport’s first responders. For more information, email VFW399ct@gmail.com, or call 203-227-6796.
But you’re in luck. The Westport Library’s superb crew captured it all on video. Click here or below to view the entire event.
Up next: StartUp Westport’s first-ever Pitch Competition.
Set for November 20 (6:30 p.m., Westport Library), it’s the final round of a competition that began in May, with 77 applicants.
The 21 companies selected to participate gained valuable support through education, mentorship and coaching. Now just 5 remain:
Chroma Shield
Mirabelle Medical
Neuro Puffs
Nexa Tax
Wheel Price
Honorable Mention: Pro Patient Tech.
They’ll compete, “Shark Tank”-style, for a share of $25,000 in non-dilutive funding. The panel of Westport-based VC judges promises an inspiring, high-energy event.
One of Fairfield County’s favorite musicians — Chris Coogan — returns to Jazz at the Post this Thursday (October 16, VFW Post 399; shows at 7:30 and 8:45 p.m.; dinner from 7).
The insanely talented jazz pianist — whose gigs range from accompanist to Gospel, plus choir director and bandleader — met Jazz at the Post maestro Greg Wall shortly after “the Jazz Rabbi” moved to Westport over 12 years ago. They realized they were cut from the same cloth. They share a deep spiritual attachment to American music, digging deep into its roots and extending outward from there.
On Monday, Phillip James Dodd treated the Y’s Women to a pictorial view of the houses of the popular HBO series, “The Gilded Age”: The Biltmore, The Elms and The Breakers.
The author, educator and architect noted that the tycoons garnered great wealth because they made their money before the introduction of the income tax.
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She spent much of 2025 creating a prototype, getting feedback and tweaking it. Eric Shapiro — CEO of app developer ArcTouch, paired with Robinson through StartUp Westport‘s mentorship program — helped immensely.
