Category Archives: Teenagers

[OPINION] AI Snags Innocent Student; Policy Needs Work

Carly Waldman is a junior at Staples High School. She is a varsity swimmer, and has lived in Westport since she was 8 years old. She writes:

I’ve always been a good student and kid. I’ve never gone to the principal’s office; I don’t sit in the bathroom and vape; I work hard and complete my assignments on time.

As much as I sometimes want to skip my AP social studies class, I show up every day with only minor grumblings. I take pride in my work, and was incredibly happy with the essay I wrote on hate speech I had just submitted for my class. That’s why it was shocking to me when, the week of midterms, my favorite teacher called me outside the room and accused me of cheating.

It had taken me 2 weeks of research, drafting, and revising to write this piece. When I finally turned it in, I felt quite accomplished. It was one of those moments when you know you did well, where you can almost picture the teacher nodding in approval as they read it. But that moment of confidence was short-lived.

Carly Waldman

My teacher stood before the class a week later, explaining that she had been reading essays that didn’t sound like students’ typical writing. Too many felt eerily polished, structured in a way that suggested a human didn’t write them. She said she was concerned — so concerned, in fact, that she had decided to have us all submit our essays to Turnitin.com, the AI detection website our school uses – although it shouldn’t. 

Turnitin.com has historically been used as an anti-plagiarism tool. The AI-detection piece has just started to be incorporated over the past few years in schools; it is imperfect and illegitimate. The site itself warns against using it to accuse students of AI-generating written work due to its fallibility. Yet, that was the sole basis of the accusation against me.

I didn’t hesitate submitting my essay to Turnitin when requested to do so, because I knew I had written the piece myself. A full month passed and I assumed everything had blown over — until 2 days before midterms when my teacher suddenly pulled me aside.

She looked upset as she told me my essay had been flagged due to Turnitin’s AI detection, that there was nothing I could say or do, and that she had already reported my name to the school as per mandated school policy.

I blinked, trying to process what she had just said. I wanted to show her my notes, drafts, and the hours of effort that had gone into my writing. But before I could say anything else, she shook her head.

I was told I would have to come in the following Monday – after 4 hours of midterm exams, and do an alternative, supervised written assignment – yet, in doing so I could only get my grade up to a 50%. If I didn’t do this, I would get a 0 on the essay I had worked on so hard.

She told me the only way I could fight this was to go through the appeals process. My stomach dropped. The appeal process. It sounded like a bureaucratic nightmare where I’d have to sit in front of a panel of teachers, defending my own work — a student on trial. The idea was infuriating. I wasn’t even allowed to explain myself before I was labeled guilty.

I left the class feeling like the ground had been pulled from under me. The stress of midterms was already suffocating, but now I had this added weight on my shoulders.

I called my parents for support, unclear about what to do and wanting to talk to them before they got notice from the school. My guidance counselor, someone I trusted, could only offer sympathy and a breakdown of the appeal process. 

But what I needed wasn’t sympathy — I needed justice. I needed someone to believe me.

The next day and a half was stressful and anxiety-inducing. Could this affect my entrance to college? Would one of my favorite classes and teachers forever think I was a cheater?

After the teacher called my parents, she agreed that she needed to bring my essay to the department head and take a second look, a human look, at the piece I wrote.

My name was quickly cleared when they determined I wrote it; even a personal story from 10th grade was flagged as “likely AI-generated.”

But that didn’t erase the unnecessary stress that the situation created. The teacher suggested my parents write to administration. The head of the department and the principal agreed to a meeting with my parents and me. However, I felt like I wanted to handle this by myself so I went to the conference on my own. (That was a little nerve-wracking!)

The worst part of all of this was the fact that no one could really explain how this had happened. When I met with the principal and the head of the department, they were polite but vague. They acknowledged the mistake but didn’t offer any real solutions.

If AI detection software is this flawed, why are we putting so much faith in it? Why are students being presumed guilty based on an algorithm’s judgment?

Situations like mine shouldn’t happen again. Schools need to approach these accusations with more care. Instead of immediately flagging students as cheaters, teachers should talk with the student, ask about their writing process, and consider the evidence beyond AI-detection software. Technology is not perfect, nor is the system that blindly trusts it.

I worked hard on my essay. I knew my own words. And yet, for a time, I was treated as if my voice didn’t belong to me.

That’s not how justice should work. That’s not how education should work. If schools want to encourage integrity and prioritize mental health, they should rethink their policies on Gen-AI accusations, because I doubt I’m the first or last person who has gone or will go through this awful process. 

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TEAM Westport Teen Essay Contest Explores “Identity”

TEAM Westport’s Teen Diversity Essay Contest has never shied away from important topics.

This year’s prompt is particularly important — and topical.

“Identity” is the topic of the 2025 contest, sponsored by the town’s multicultural organization.

The contest is open to students attending both public and private high school in Westport. Those who live in Westport and attend public or private high school elsewhere — or are home-schooled here — can also participate.

This year’s essay prompt says:

TEAM Westport is dedicated to addressing issues of bias and discrimination related to race, religion, ethnicity, and LGBTQIA+ identity that negatively impact our town’s goal of being a welcoming community for all who live and work here. The recent introduction of the Anti-Defamation League’s “No Place for Hate” initiative in Westport’s schools strives to create an environment where all students feel they belong and are free from bias, bullying, or hatred.

In our community, each person’s unique identity — shaped by their race, religion, ethnicity, sexual orientation, and other aspects of who they are — contributes to the character of Westport. In 1,000 words or less, we invite you to reflect on how your own identity shapes your perspective and the experiences you have in Westport. Please address the following considerations in your response:

  • Which aspects of your identity feel most central to how you wish to be understood and accepted?
  • How do aspects of your identity shape your daily school and community experiences, including both challenges and opportunities in expressing these parts of yourself?
  • What specific changes could our community make to decrease identity-based bias, bullying and hate?

The entry deadline for the essay contest is 11:59 pm on March 10.

The Westport Library co-sponsors the event. They’ll host the winners at a special ceremony on April 28.

The prompt and contest entry rules are available online at teamwestport.org.

Subject to the volume and caliber of entries received, at the discretion of the judges, up to 3 cash prizes will be awarded. The first prize is $1,000; second place is $750, while third is $500.

“Our community conversation to uncover ways to ensure that there is ‘No Place for Hate’ is ongoing,” says TEAM Westport Chair Harold Bailey Jr. “As we launch our 12th year of the Essay Contest, nothing could be more current than the issue of personal identity. We invite our young people to share their experiences around identity to help shape a world in which everyone belongs with mutual respect.”

First Selectwoman Jen Tooker adds, “This community encourages constructive, respectful dialogue.  As representatives of our talented and thoughtful population, the youth of Westport can be instrumental in sharing diverse ideas that ensure that everyone who lives, works, plays, and learns here feels welcomed and valued.”

Prior prompts have tackled topics from white privilege and Black Lives Matter to micro-aggressions and dialogue.

“We’re honored to co-sponsor and host the 2025 TEAM Westport Diversity Essay Contest,” says Westport Library executive director Bill Harmer.

“One of our goals as a Library is to foster inclusivity, understanding, and belonging, and to provide the tools for students learn and thrive. Personal identity is achieved through exploration and conversation, a product of introspection and community engagement — all core to the mission of the Library and representative of the remarkable students Westport engages.”

At the 2024 TEAM Westport Teen Essay Contest celebration (from left) First Selectwoman Jen Tooker, TEAM Westport chair Harold Bailey; winners Teya Ozgen, Sophia Lopez and Olivia Morgeson; Staples High School principal Stafford Thomas; Westport Library executive director Bill Harmer.

Dave Smith: Dads’ Survival Guide To Youth Sports

Dave Smith and his wife Jeanne have lived in Westport for over 15 years. Their 4 children played multiple sports, including football, basketball, lacrosse, baseball and volleyball.

Caleb (Staples High School Class of ’24) is at the University of Connecticut. Nathan, a Staples senior, will attend Trinity College. Chloe is a Staples sophomore, while Noah ooks forward to being a freshman there next fall.

From left: Nathan, Caleb, Dave, Noah, Chloe and Jeanne Smith. Caleb and Nathan starred on Staples’ 2024 state champion football team.

Dave played basketball and ran track at Trinity. He runs a leadership coaching practice.

For 5 years, he has published “Dads’ Survival Guide.” The weekly blog highlights parenting and marriage issues, with a perspective many Westport men can relate to.

This week, Dave — who coached his children on Westport Recreation, PAL and Little League teams — tackled a fraught topic: travel sports.

Calling it “a tangled and confusing web for any Dad to navigate,” he offers words of hard-earned wisdom for many Westporters. Dave writes:

The tension and stress on our kids during tryouts. The agonizing wait to hear. The disappointment of missing out. Or the joy of making a team.

Then, the commitment. To each game, practice, clinic and showcase. Year-round. An expectation from team coaches for families to rearrange their lives so players can attend everything.

And the cost! Oh, the cost! Participation fees. Off-season and pre-season workouts. Private coaching. Equipment. Uniforms. Gas. Hotels. Flights. A mind-bogglingly, expensive endeavor.

Yes, that’s travel sports. Which can make us Dads feel helpless. And hapless. Because once we get on the travel train, it seems impossible to get off. Peer pressure compels us to do it all.

Any Dad can struggle with travel sports. Even All-Pro NFLer Greg Olsen, who captured what many of us feel in a recent interview. “Everyone is fearful of our kids falling behind,” said Olsen. “It snowballs. Everyone else is doing it, so we’re just doing what they’re doing.”

Doing what everyone else is doing. Because we’re fearful of our little superstar falling behind. Yep, guilty, as charged.

In the Smith household, with multiple kids playing multiple travel sports, we’ve stumbled and bumbled our way for years. Missteps. Miscalculations. Mistakes. And wasted $$$.

But, what did we know? Nothing. And with advice coming from every angle, we were bewildered about who to believe. Or which paths to take.

Fortunately, none of our blunders were prohibitive. Or fatal. And now, with our brood playing multiple sports in high school and college, we have gained some perspective. Hindsight. Perhaps, too late for us. But maybe, helpful for others.

Here’s my 2 cents – for what it’s worth.

Specialization: 10,000 hours. Focus, focus, focus. We were told countless times the only way to play sports at the highest levels was by specializing. In a single sport. And a specific position. From a young age.

Baloney. There are countless athletes playing multiple sports in high school. Truth is, for many kids specialization is the wrong route.

With no participation requirement in high school sports, specialization narrows possibilities. In basketball, there are 5 on the court. Maybe 8 in the rotation. Chosen across 3 classes (soph, junior, senior). Only 9 on a baseball diamond. These limited play possibilities may alter one’s youth sports calculus.

Oftentimes, specialization leads to injuries from overuse. Working the same muscles again and again, year-round. TEENS having Tommy John surgery! Crazy And, kids burnout. Physically. Mentally. Emotionally. One day our tiny protégé loves a sport. The next, they’re done with it.

Personally, I’m a huge proponent of remaining multi-sport athletes as long as possible.

Nearly 57 percent of Tommy John surgeries are performed on 15-19-year-old baseball players.

Success Factors: In my experience, the attributes high school coaches value in players is entirely different from those youth coaches prefer.

High school coaches want unselfish, team-first players, who listen and learn. Mastering the fundamentals of DEFENSE and footwork are essential. Players must watch film and know the playbook. Coaches look for character in their players. Those with resolve and tenacity, an ability to fight thru adversity.

Fact is, size, strength or athletic advantages in youth play may not translate to success at the next level. Conversely, there are plenty of prolific high school athletes who were not standouts in youth sports.

Team Wins over Individual Development: Travel coaches – the professionals – focus on team success to help promote their Travel program. There is limited focus on individual skill development during a travel season. Teaching our kids the basics of how to pitch properly, swing a bat or shoot a basketball is on us Dads. Either by ourselves or with a private coach. This was a big surprise for me.

Alternative Sports: Youth programs center around a small subset of sports. With so many kids fighting for so few high school slots, the competition in these sports is intense.

However, there are plenty of high school sports for boys and girls which don’t get much fanfare but can be equally as enriching. Cross-country. Volleyball. Rugby. Hockey. Wrestling. Skiing. Swimming. Diving. Water polo. Fencing. Golf. Tennis. Squash. Cheerleading. Crew. Track and Field. Loads of options for our kids to play through high school. And perhaps, beyond.

After Staples, Terry Brannigan went on to a very successful wrestling career at Wesleyan University.

Best Fit: As we ponder the intense commitment and $$$ of travel sports, we should start by considering each child’s strengths, natural talents, and personality.

Do they prefer individual sports, relying on their own performance vs. being part of a team? Are they repeat-motion kids; meticulous and disciplined enough to do one thing over and over again (pitching, rowing or field goal kicking)? Do they have strong hand-eye coordination (hitting a baseball, tennis or catching a football)?

Are they high endurance athletes (running, biking)? Capable of hustling up and down the field endlessly (midfielders)? Or are they best suited for shorts bursts of intense effort (sprints, shot put, wrestling)? Would our kids thrive in high profile, pressure positions (QB, goalie, gymnast)? Or prefer operating in the background (lineman, outfield, defender)?

Finding sports and positions which match our kids’ nature helps build confidence from an early age. While developing a passion to improve.

Travel sports can be a terrific way for our kids to pursue what they love. And compete at a high level. Yet, travel sports can be confusing. Especially for Dads. Thinking about the down-the-road realities can help make the travel sports experience even greater for our kids. And better for us Dads, too.

Go, Dads. Go.

(To be added to the “Dads’ Survival Guide” distribution list, email davidosmith7777@gmail.com) 

(“06880” often covers youth issues, sports and parenting topics. We also frequently offer a platform for readers’ opinions. If you enjoy our hyper-local blog, please click here to aid our work. Thanks!)

Whoop It Up For Staples Hoops

They’re very skillful, insanely quick, truly unselfish, and quite well coached.

The Staples High School boys basketball team is also one of the most fun groups I’ve ever watched.

In any sport. Anywhere.

Basketball might be the ultimate fan’s game. Inches from the floor — with no helmets, masks or pads — every athlete’s every emotion is on full display.

Spectators hear each command given. Swiveling their heads back and forth in a small, packed gym, following each pass, shot and rebound, they’re as much a part of the action as athletes.

Four quarters zip past. And — this season for sure, the Wreckers nearly always win.

“06880” photographer Ryan Allen captures all of that perfectly. (And note: He’s just a sophomore).

He was there last week, as Staples continued their surge with a 73-50 demolition of a solid Fairfield Warde team.

Scroll down to feel the electric atmosphere that (and every) night.

And make plans to be at Staples on Tuesday night (February 4). The Wreckers host Fairfield Ludlowe. Tipoff is 7 p.m.

Huddling up before the game.

Head coach Dave Goldshore gives final pre-game instructions.

Sam Clachko. Three games earlier, he scored his 1,000th point. And he’s still a junior. 

Austin Heyer gets set.

Charlie Bowman, surrounded by 3 Mustangs.

Staples graduate and longtime basketball supporter Dylan Curran joins a time-out huddle.

Wrecker fans give full-throated support …

… and high-five the middle school winner of the half-time shooting competition.

“Gimme an ‘S’!”

The bench is behind — literally and figuratively — Dhilan Lowman.

Adam Udell, with the layup. (All photos/Ryan Allen)

(“06880” proudly covers Staples sports — and everything else that goes on at our high school. Plus of course, everywhere else in town. Please click here to support our work. Thank you!)

Max Harper: Staples Senior’s Spirit Lives, Through Grant And Foundation

Max Harper’s death last September shook Staples High School, and the rest of the town.

In its aftermath, his many friends and admirers searched for a way to honor the strong-spirited senior. They did not want his bright light to fade.

Max’s father Marcus found great support from the community, and his colleagues at The Trade Desk in New York.

Together, they devised a way to ensure that Max’s legacy lives on for decades.

Max Harper

To support Marcus and his family, and help other students like Max pursue their dreams, Marcus’ co-workers established an endowed scholarship award through Staples Tuition Grants.

The scholarship has an apt name: The Max Harper – Live Life to the Max Award.

Max certainly did that. Every day he found joy, kindness and meaning in life. His friends and family remember his entrepreneurial spirit, big ideas and new ventures.

With over $50,000 already raised from 150 donations, the annual grant of $2,500 to qualifying students will ensure that Max’s influence continues to inspire others to “live life to the max.”

The Staples Tuition Grants Max Harper – Live Life to the Max Award is open to Staples seniors and graduates pursuing higher education (including vocational schools) who have ADD or ADHD, and demonstrate financial need.

Diagnosed at a young age with ADHD, Max and his family faced significant obstacles finding the right resources. Eventually they discovered a program that provided mentoring, coaching and life skills development, while also offering support for parents.

Building on that inspiration, a broader Live Life to the Max Foundation has been established to support students and families navigating ADD/ADHD.

In partnership with the town of Westport, the foundation is launching a pilot program in early spring. It will focus first on high school junior and senior boys. After the pilot, girls will be included.

Inspired by the program the Harper family discovered, the initiative will provide mentoring, life skills coaching and parental support. After the pilot, it will expand to include girls.

The Live Life To The Max Foundation will be guided by a junior board of students with ADD/ADHD, family members and young educators.

Westport’s Department of Human Services will release more information soon. Email director Elaine Daignault (edaignault@westportct.gov) to express interest or get additional details.

Max was known for his manners, always saying “please,” “thank you” and “I appreciate you.” In his honor, Staples Tuition Grants says, “Please consider supporting this scholarship. Thank you for helping Max’s light continue to shine. And we appreciate you for keeping his memory alive.”

(For information about the Staples Tuition Grants scholarship or to make a donation to the Max Harper Live Life to the Max award, click here. For information about Staples Tuition Grants in general, click here.)

Flowers at Compo Beach, after Max Harper’s memorial service. (Photo/Louise Pepin)

“A Wrinkle In Time”: Staples Players, Alum Collaborate, Create

NOTE: This story was published erroneously Sunday, 2 days earlier than scheduled. It is reposted now. 

Staples Players made a life-changing impact on Gina Rattan.

After performing in shows like “Guys and Dolls,” “The Music Man” and “City of Angels,” the 2004 graduate studied directing at the University of Michigan.

She’s worked at the Royal Albert Hall and Guthrie Theater; assisted the lead producer at Disney Theatrical, and served as associate director for 7 Broadway shows, and the national tour of “Cinderella.”

Gina now coaches actors for theater, film and TV, plus corporate executives. She focuses on helping people communicate, in any area of life.

Gina Rattan

For the past 10 years, Gina has mentored directors in Staples’ One-Act Festival. She helps teenagers bring their vision to the Black Box stage.

But — realizing the impact of her Staples experience 2 decades ago — she wanted to do more.

“Players is an environment where excellence was expected of me. People believed I could do something challenging and great — and that when I screwed up, we could solve problems together,” Gina says.

“I wanted to pass that along to the next generation of kids.”

She talked with David Roth — her Players’ director in the early 2000s, and still in that role — about another project that could empower teenagers.

The result — “A Wrinkle in Time” — can be seen February 7 (sold out) and February 8 (5 and 7 p.m.) at Toquet Hall.

The adaptation of the beloved science fantasy novel, in a non-traditional performing space, excites Gina.

“It’s very different for the actors than being in the light, with the audience in the dark,” says Gina. “It adds excitement. No one can hide.”

The set is minimal, but the spectacle is great, she notes.

She and her actors use the rehearsal process as a “creative laboratory.” Gina, the actors, stage managers and production assistants are all co-creators in the final product.

Together, they “create the mood, and structure the world, in a very exciting way.”

“I could do it all on my own,” Gina notes. “But it’s much more empowering this way. There is a lot of experimentation, collaboration, and opportunities to try, fail, and build resilience.”

Her teenage students realize that there is not just one answer to how to stage a scene, or interpret a character. They do not follow Gina’s commands. Instead, they create a work together.

Gina Rattan (seated on floor) with her young actors. (Photo/Kerry Long)

That’s not easy, the director says. “Self-empowerment is grueling. It takes a lot of energy.

“But the process of discovery is just as important as the result. That’s a hard sell in our culture today. In an educational context, it’s so important.”

Gina enjoys working with the young cast and crew — and not just for their talent, eagerness and willingness to collaborate.

“I didn’t want to direcct kids pretending to be adults, which is what most high school shows have to be. It’s nice to have a show where they can just been teenagers, and relate to their own experiences.”

“At the same time, there’s a fantasy/science fiction element to it. They’re interpreting it all at a sophisticated level.”

Rehearsing at Staples High School, before moving to Toquet Hall. (Photo/Kerry Long)

The audience for “A Wrinkle in Time” is broad, Gina says.

“If you loved the book, you’ll love the show. If you’re a teenager, or a teenager’s parent, you’ll connect with it. And for anyone who’s a fan of science fiction and fantasy, it’s a home run.”

Gina loves this project because the cast and crew “never stop learning.” That’s one of the most important lessons she learned in Players, and throughout her years in the Westport schools: “Learning is fun. Learning is great.”

The teenagers are “developing skills at a formative time in their lives. They’ll have the benefit of those skills for the rest of their lives. I feel very honored to be a part of that.”

(Click here to purchase tickets for “A Wrinkle in Time,” and for more information.

(Staples Players’ spring season continues with “The 25th annual Putnam County Spelling Bee.” The mainstage show runs one weekend only: March 7-9.)

(From Staples Players to the Westport Country Playhouse — and to local stars on Broadway, TV and the movies — “06880” covers our town’s vibrant arts scene. Please click here to support us. Thanks!)

Roundup: Tom Henske’s Total Cents, Teenagers Without Sense …

Tom Henske makes total cents.

That’s not a typo.

It Makes Total Cents is the name of Tom Henske’s podcast.

Now in its fourth season as a Westport Library Verso Studios production, the dynamic, well-respected and always-on-the-money Westport financial expert — and an impressive array of guests — teach youngsters (and their parents, guardians, and grandparents) everything they need to know about financial literacy.

This year, the podcast will include video. That makes a lot of cents.

The first episode features University of Virginia professor Chuck Howard discussing expense prediction bias. Future episodes will focus on compound interest, borrowing and credit, college savings and more.

Episodes go live biweekly. They’re available on the Total Cents YouTube channel, plus Amazon, Apple and Spotify. All episodes and channels can be accessed through The Westport Library Community Partnership Podcasts page.

The podcast is an extension of the Total Cents blog, which includes conversation guides and e-news updates taken from Henske’s book, “It Makes Total Cents: 12 Conversations to Change Your Child’s Financial Future.”

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Alert, and warm, “06880” reader Jonathan Berg writes:

“This is no longer any of my business, as my last kid graduated from Staples last year.

“But I just drove past the school bus stop. There’s a wind chill of 16 degrees right now.

“I know from my kids that no one uses lockers, and they don’t want to drag a coat around all day.

“So they’re out there waiting for the bus in 16 degrees with no coat on, shivering.

“There’s a lot of sickness going around. I would think kids are going to get sicker out there every morning. I don’t really have a solution here, other than maybe drive your kids to school when it’s this cold if you can.

“Just a thought from a habitually concerned father.”

I don’t have kids, so I’m just a habitually concerned random guy. But here’s another solution: Tell your kid to wear a coat, toss it randomly in the cafeteria along with all the sports equipment and other stuff kids leave there, then pick it up at the end of the day.

Or else jog in place until the bus comes.

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The next Downtown Plan Implementation Committee public meeting is Thursday, January 23 (8:30 a.m., Town Hall Room 201/201A). 1

The agenda includes parking lots reinvention, the downtown design Master Plan, and parking study strategy presentation and review.

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Brand Nu Apparel popped up last summer, on Post Road West. Marcello DeAguero’s temporary shop offered athletic wear and street wear, “designed for creators of all kinds — athletes, artists, entrepreneurs, and dreamers.”

Now Marcello has taken the next step: a long-term retail location in Westport. Brand Nu Apparel is now open at 877 Post Road East (the building between Pizza Lyfe and the Sherwood Diner). Click here for details.

Brand Nu Apparel

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The Westport Business Networking International chapter’s next Visitor’s Day is January 23 (United Methodist Church, 7 a.m.; networking, business meeting, coffee and homemade baked goods).

Westport BNI has 55 members, with only 1 per category. Classifications available now include estate attorney, residential contractor, salon, restaurant, hotel, home security, personal trainer, photographer, caterer or bakery, commercial real estate, florist, event/wedding planner, travel/tour operator, automotive repair, roofer, nutritionist, physical therapy, promotional products and more.

In the past year, the group has passed over $3.3 million in closed business.

All visitors must pre-register. Contact Matthew Cummings of M&T Bank at (mcummings2@mtb.com) to sign up in advance. Click here for the BNI website.

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The holidays are over. But it’s never too late to give a wreath

Wreathing for Community‘s latest gift is Bridgeport’s Thomas Merton Family Center.

The wreath was created by Montira Earley, in collaboration with Neighbors & Newcomers of Westport, with donations from area residents.

The Merton Center is important to Montira, so she nominated it as a recipient.

From left: Amanda Figueroa-Camilo and Montira Earley, with the Merton Center wreath.

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There’s always something new at Compo Beach — and in the sky above it.

Today’s “Westport … Naturally” feature was captured there by Mark Sikorski.

(Photo/Mary Sikorski)

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And finally … in honor of Tom Henske’s “Total Sense” podcast (above):

(Speaking of money … you know the drill. Please click here to support your hyper-local blog. You’ll help the world go ’round. Thank you!)

Jim Calkins: Principally Speaking

Jim Calkins was an accidental principal.

In mid-August of 1966, the Board of Education still had not found someone to replace Ray Walch, who resigned after less than a year at Staples High School.

Almost in desperation, they offered the job to the 42-year-old World War II veteran. He had just completed his first year in Westport as an assistant superintendent, after serving as a Norwalk guidance counselor.

The Board of Ed figured he’d be a decent caretaker, while they looked for someone more qualified.

Calkins came in with a mission. He wanted to harness the talents of students and faculty alike, to make Staples “unique.”

He was the right man, at the right time.

Jim Calkins

The massive unrest of the 1960s — the Vietnam War, drugs, the sexual revolution — were all underway when Calkins arrived. While other schools were rocked by change, Calkins charted a different course.

He embraced students — intellectually, emotionally, even literally, with an arm around the shoulder or a hug.

His office door was open to all (though some students bypassed his secretary, and climbed in through an open window). He addressed problems with reasoned discussions and compromise, rather than one-sided edicts. He said he loved his students, and they loved him back.

In January of 1967 — less than half a year after arriving — the Board of Ed made Calkins’ position permanent.

Over the next 8 years, he made quite a mark on Staples. He abolished study halls, and instituted an open campus. He liberalized the dress code; girls could now wear slacks, and boys blue jeans. He encouraged experimental courses, and championed a Student Lounge.

Principal Jim Calkins often called school-wide meetings in the gym. He stands far right in this 1970 photo, nearly engulfed by students.

Calkins’ most notable accomplishment may have been the Staples Governing Board. A toothless student council was out; taking its place was a unique body with 10 students (4 seniors, 3 juniors, 3 sophomores) and an equal number of adults (3 administrators, 7 teachers).

It was not an advisory board. The SGB had real power — over curriculum, school rules, use of the building — everything, in fact, except staffing and budgets.

The principal had a “suspensive veto.” But it could be overridden by a 75% vote of the SGB.

In 1970, the SGB debated removing special dress codes for athletic teams. Junior Greg Katz (standing left) wanted to try out for the baseball team without cutting his hair. The SGB affirmed that right. Katz went on to become a Pulitzer Prize-winning journalist.

The Staples Governing Board drew national attention — both positive and negative.

The SGB lasted only a few years. It was weakened when Calkins took a sabbatical leave during the 1972-73 school year; it survived only a few years after he resigned in 1975, for personal and professional reasons (including earning his doctorate).

But in his near decade as Staples principal, Jim Calkins made an enormous impression on the school, and everyone in it.

Jim Calkins died in 2006. This year, his son Michael finally cleared out his family’s home.

Not long ago, Michael gave me a gift: a large box, filled with Staples memorabilia, his father’s Ph.D. dissertation, national magazine and newspaper stories about the SGB, and more.

The clippings, Staples Players programs and other items in the box were interesting. But what was most compelling were dozens of letters Calkins had saved.

They came from grateful students, parents, teachers and town leaders. They were intensely personal, filled with cherished anecdotes.

A typical note to Mr. Calkins, from 2 students.

Today, very few people thank others — let alone a school principal. If we do, it’s by email. Unless we print that out, it’s gone forever.

But these letters — written in distinctive handwriting, or typed by a secretary; on flowered notecards and lined paper; meticulously saved, over half a century ago — tell a remarkable story.

I have skipped on Senior Skip Day since I was a soph. But this year was different. We thought that maybe we could prove to you that we appreciate all the things you have done for us. It isn’t so bad to go to school. Thank you for everything Mr. Calkins. You’re the greatest.

I would like to express my wholehearted thanks to you for allowing the girls to wear slacks during exam week. It made many of us feel much more comfortable than we could be dressed in regular school clothes, especially during times of such intense pressure.

My wife and I want to express our gratitude and thanks for appearing as a character witness for my son and the other 4 boys on Tuesdays. Our lawyer felt you alone turned the tide, resulting in jail sentences being suspended. It’s been a long 3 months, but if our son becomes a better man because of this, and you, it’s all been worth it.

You have taught me how to live. You have shown me what I’ve got and how to use it. I am proud to say “I go to Staples High School.” I hope you will say one day of me, “I am proud he went here.”

(“06880” is your source for all things Westport — including history. If you appreciate an occasional look back — or anything else we post — please click here to support our work. Thank you!)

Parents, Coaches, And The State Of Staples Sports

The chatter is too loud to ignore. All around town, people are asking: What is happening with Staples High School sports?

Rumors abound: of parents demanding more playing time — and captaincies — for their kids. Of highly respected coaches being suspended, or not having their contracts renewed. 

Of an opaque environment in which coaches have few rights and little guidance, athletes see so much yet have such little say, and rules — for players and parents — are not always followed.

[Full disclosure: I served as the Staples varsity soccer coach from 2003 to 2021. I was an assistant coach for over 20 years before that.]

The stories circulating around town involve several sports, and boys and girls teams. Details differ, but one element is the same: parental involvement in personnel issues.

High school coaches are not in the job for the income. They’re in it for the outcome.

They love their sport. They love their athletes. They love the chance to give back to both.

Several of the coaches affected by parental pressure are Staples graduates. Giving back to their alma mater is a gift they cherish.

No coach is loved by 100% of their athletes. That’s life.

No teacher is loved by 100% of their students, either. And no boss by 100% of their employees. That’s life too.

Here’s what else is life: Getting cut. Getting benched. Getting put in a new position. Not getting named captain. Not getting recruited.

Sports teaches many lessons, including how to deal with setbacks like those. Who hasn’t heard the story of Michael Jordan being cut from his high school basketball team as a sophomore?

As a sophomore, Michael Jordan was cut from his high school basketball team. The rest is history.

There are no Michael Jordans at Staples right now. There are just a few hundred boys and girls playing sports they enjoy, for competition and camaraderie and (in a few cases) college, with friends they like and coaches they (most of the time) admire and look up to.

But those coaches now operate in an atmosphere of uncertainty, even fear. They feel they can be targeted easily, by one or a few parents.

Coaching is stressful enough, without worrying about parental interference (or just the threat of it), compounded by educators unwilling to back their coaches, and give them the tools to succeed.

The troubling environment can continue after the season ends. Even after years of coaching, coaches may be held to inconsistent or unwritten expectations.

All they have is the good will of the athletes they’ve coached, and those athletes’ parents — along with their records, both those that can be quantified (wins and losses), and those that can’t (life lessons taught, impacts on players’ lives).

That means something. But, it seems, that does not mean enough when a parent complains.

The rumblings around town about Staples sports are real, and rising.

And the rumblings won’t go away. As in any sport, this won’t be over until the final whistle blows.

Sports are filled with intense highs — and disappointments too. All are part of the high school experience. (Photo/Brian Watkins)

Staples Students Offer Light To The Homeless

As our nation’s housing crisis worsens, Americans want to help.

We donate funds, clothes and toiletries to organizations that work with unhoused people. We hope this lightens their burdens.

Two Staples High School students have given them light — literally.

Last summer, rising senior Shreyas Gorre and sophomore Rohan Sareen were looking for a way to use their engineering skills to help the community.

The teens designed a solar-powered lantern. Incorporating lights, wires, batteries and solar panels, they provide safety and comfort for people living many hours a day in darkness.

But how could 2 teenagers produce solar-powered lanterns?

With a 3D printer, naturally.

Rohan Sareen (left) and Shreyas Gorre, with solar-powered lanterns.

In November, Shreyas and Rohan invited residents to the Westport Library. There, they taught attendees — some of whom had no experience with the MakerSpace — how to assemble the lanterns. In addition to 3D printing, the project included soldering and circuitry.

Shreyas and Rohan know the MakerSpace well. They serve as senior coordinator and technology coordinator, respectively.

In late December — thanks to the Library Makerspace’s Ultimaker S5 and brand-new Bambu P1S 3D printer — the devices were finished.

Eight solar-powered lanterns were distributed to Open Doors, the Norwalk-based nonprofit that provides services to unhoused people.

The volunteers “loved seeing their printed parts turn into something that can truly improve lives,” Rohan says.

“It is incredible to see the work you have done have a real impact on the community,” Shreyas adds.

The 2 friends hope to run this program again this winter, with an updated lantern design and more volunteers. Anyone — of any age — interested in joining the program should email rohanjsareen@gmail.com or shreyasgorre@gmail.com.

Contributions to cover the costs for materials of these lanterns, and help fund similar projects at MakerSpace, are always welcome.  Click here to donate.

MORE LIGHT: This is not Shreyas Gorre’s first community-minded venture. Last spring, “06880” profiled his work with Serve2Sustain.

The non-profit workd with local tennis clubs to collect used balls. They’re sent to a facility where machinery separates materials for reuse. They then go to RecycleBalls and Laykold, which supplies tennis courts for events like the US Open. Click here for that story.