Deep Dive

Ted Hebert says his story has been one of being knocked down and always getting back up.
As Teddy Bear Pools & Spas marks its 50th anniversary this year, it’s safe to say most in the business community have read — in this publication and others over the years — Ted Hebert’s story of humble beginnings, perseverance through severe challenges, and current status as not only one of the region’s venerable business owners, but a strong supporter of area nonprofits.
But ask him what the milestone means, and he says, “I don’t see the significance of 50 years.”
That’s not because he lacks gratitude or perspective on his career — he certainly has both — but for him, when he thinks about the work itself, he’s actually been doing it for closer to 60 years, starting as a gofer at a pool store at age 14.
“That developed over about three years. I started to become a pool installer. The above-ground pool would be dropped off at someone’s house, and my late friend Kenny and I would go and build a pool. Back then, we used to hand-dig the above-ground pool. We used to wheelbarrow the dirt into the backyard. We’d even do two pools a day. We’d work from maybe 6, 7 in the morning to 8, 9, 10 at night. I remember working on pools in the dark.”
His own work is, obviously, much less physically strenuous now, but those early years gave Hebert an appreciation for his employees that he’s quick to express.
“I guess I don’t realize the reality of 50 years because I don’t have a job. This isn’t work for me. I mean it sincerely. My employees are my extended family,” he said, noting that some have been with him for decades, and some are second-generation team members.
“Many times, people will say to me, ‘I can’t wait to retire.’ But I do not work — I love what I do. I’m not here for the money. Teddy Bear Pools is my home away from home. I get enough free time, but in May and June, I try to be here almost seven days a week because I want to see my customers.
“I’ve achieved every goal that I could ever think of. I’ve achieved fantasies. I’ve been on top of the mountain. But I’ve also been on the very bottom, with betrayal by close friends, people that I trusted, people in my wedding party. I’ve had a lot of really low points in my life.”
“I built someone’s pool 30, 40, 50 years ago, and now their kids are coming in,” he added. “I call every customer that buys an above ground-pool, a spa, or even a liner, and I call to thank them personally.”
That gratitude extends to his own journey, which has seen both highs and lows (more on that later), but has also been marked by hard work, dogged persistence, and faith.
“I’m a survivor,” he said. “I think, being in business, you need to be a survivor. A lot of people can’t. It’s a challenge, but if you’re up to the challenge, it’s going to be very exciting.”
Into the Deep End
Hebert has told the story of how he wanted to become a doctor, but didn’t have the money for medical school, so he eventually started his own pool company from the carport of his parents’ home. Although the original name he chose for his business was Custom Pools by Ted, his mother suggested he use his childhood nickname of ‘Teddy Bear,’ a play on the French pronunciation of Ted Hebert.
By 1976, Teddy Bear had grown enough to allow Hebert to rent a former car-wash bay on Memorial Drive in Chicopee and turn it into a storefront. When the property was foreclosed upon three years later, he purchased a run-down former car dealership in a dilapidated building on East Street in Chicopee, which remains his address today.

The East Street store wasn’t always surrounded by display pools, as this photo from around 1980 shows.
In the early years, the business grew steadily, but he suffered two major setbacks during the 1980s in the form of employee betrayal and mismanagement. The first event occurred in 1986 when an audit undercovered $1.2 million of money and goods not accounted for, and the second took place while he was on his honeymoon in 1987. When he returned, he found an additional $200,000 of money and goods missing.
“I’ve been embezzled twice, but I never went bankrupt,” he recalled. “I went back to church, and I prayed to God to help me through this. I worked seven days a week, living at home with my mom. I was like 35. It took me a few years, but I paid off everybody.”
Those times have instilled in him an appreciation for the success that followed.
“I’ve achieved every goal that I could ever think of. I’ve achieved fantasies. I’ve been on top of the mountain. But I’ve also been on the very bottom, with betrayal by close friends, people that I trusted, people in my wedding party. I’ve had a lot of really low points in my life.”
And with that appreciation of his journey, Hebert was even more determined to redirect his own success back on his community. In 2022, he was honored by BusinessWest as a Difference Maker, for his many years of giving back to the community, not just by writing checks to nonprofits (though he does a lot of that), but by sitting on boards and volunteering at fundraising events.
He and his wife, Barbara — who, it should be noted, is an equal partner in all this community service — give time and money to many different types of organizations, but have a special place in their hearts for animal welfare. For example, as a longtime supporter of Second Chance Animal Services (whose CEO, Sheryl Blancato, was also named a Difference Maker this year), Teddy Bear hosts two rabies and parvo vaccination clinics each year for the nonprofit, helping hundreds of pet owners access free or very low-cost services.
Barbara Hebert said some of their civic work hits close to home, as with their support of Camp Words Unspoken, a program for kids who stutter — an issue Ted overcame in his youth, and that Barbara still sometimes struggles with.
“We’re not saying that you have to do as much as us, but if everybody gave a little bit, it would make the world a better place.”
“Between the company and our personal ability, it’s nice to just give back,” she said. “We’re not saying that you have to do as much as us, but if everybody gave a little bit, it would make the world a better place. There are people we know that don’t take the time. They say they’re too busy. We are too, but we make time.”
Ted said his mother, who grew up humbly in the Great Depression, instilled in him a love for identifying needs and meeting them.
“It feels great to give. Whether it be money or time. I can’t explain it. I just love giving to people. So we have the opportunity to sponsor teams, sponsor golf tournaments, be involved in local charities, award scholarships for different programs.”
In recent years, the couple established Ted and Barbara Hebert Charitable Ventures, a 501(c)(3) entity, through which they also give to charity.
“We want to give away our money to help others — furry friends and people young and old — while we’re alive,” Ted said. “It’s not like we have millions of dollars, but we have more money than the average person. So we’re very blessed and very humbled to give some of that money away while we’re alive. We love it.”
A Story Worth Telling
Hebert has also done plenty of motivational speaking over the years — again, quite the accomplishment for someone who once fought a stutter — though he likes to use the term ‘inspirational speaking’ instead.
“I cannot motivate you. In my opinion, motivation is from within,” he said. “But I want to inspire you. If I can inspire you, that motivation may come awake. When I used to do speaking, people would say, ‘you’re an inspirational speaker. You inspired me to do things.’
“And that’s my goal in life: to inspire people to do better for all people, all living creatures, to make this a better world — starting with your family, then in your community, your country, and the world. Because time is infinite. I don’t know when it started or when it’s going to end. My life on this earth is a speck of time. And I’m hoping to make it a better place. Because I will die, and I hope I have more pluses than minuses.”
Teddy Bear Pools & Spas has certainly experienced more of the former, despite challenges ranging from the aforementioned employee betrayals to a number of economic downturns that tend to dampen the sales outlook for luxury items, including pools.
“If you’re going to be in business, you’d better have thick skin, you’ve got to have perseverance, and you’ve got to plan ahead,” Hebert said. “I’ve always put money away for rainy days in the business.
“But I’ve been very blessed and lucky,” he added. “It’s like a boxer getting knocked down. I won a lot of championships. But I’ve been knocked down many times, and instead of quitting or throwing in the towel, I got back up.”
These days, he still shows up in the ring — er, the store — most days, simply because he enjoys running this business that has defined his life, and he enjoys helping customers and supporting employees.
“I’m only as good as my employees; they’re your greatest asset or your greatest liability,” he said. “I know it sounds common, but I try to treat people like I want to be treated. And I’ve been blessed.”








