Thank you!
Your support is sustaining the future of local news in our communities.

More than coffee at Best Damn Espresso

More than coffee at Best Damn Espresso

Owners Asio and Angela Highsmith

Provided
Coffee means community, It’s a big part of the hospitality vision that my wife and I want to bring to the world.
— Asio Highsmith, Co-owner

Asio Highsmith, co-owner of the bright red espresso truck in Great Barrington, greets patrons with the kind of warmth and energy that can change the trajectory of a day. There is laughter, conversation and a genuine sense of connection. And the coffee is amazing. It’s clear that Best Damn Espresso’s popularity has as much to do with people as it does with espresso.

Despite becoming one of the Berkshires’ most recognizable small brands, its owners maintain a surprisingly low profile, focusing more on their craft than on self-promotion. “We didn’t move up here to be on Front Street,” said Highsmith. “We came because we love nature and wanted to start a new chapter of our lives.” That chapter began after years spent in New York City.

Asio’s wife Angela, a California native drawn to nature, had spent years bringing their children to the Berkshires. The family already owned property there, and the pandemic simply accelerated the move they were already considering. Their son summed up the family’s feelings best when he was 5 years old. “He said, ‘I want to be in a place where there’s more trees than people,’” Angela recalled.

The move wasn’t motivated by business ambitions. In fact, neither Asio nor Angela intended to become entrepreneurs again. “We came up here for the outdoors and for the beauty,” Angela said. The espresso truck emerged almost by accident. When old café equipment began taking over their basement, Angela suggested putting it on a truck.

“That’s exactly what happened,” Asio laughed. What began as a practical idea soon evolved into something much larger.

To find out where the Best Damn Espresso truck will be on any given morning, text ‘BDE’ to 844-659-1203Provided

Asio brings decades of hospitality experience to the business. A lifelong bartender and mixologist, he approaches espresso the same way a master cocktail maker approaches a drink — with precision, intention and respect for the craft.

“Coffee means community,” he said. “It’s a big part of the hospitality vision that my wife and I want to bring to the world.” For Asio, every drink matters. “My motto is one drink at a time,” he said. “I focus on what’s in front of me.”

That philosophy extends beyond the espresso machine. Customers aren’t simply buying a beverage; they’re entering an experience shaped by two people who view hospitality as an act of service. “Food is magic. Coffee is magic,” Asio said. “It’s an exchange of great energy.”

Angela, who often works the front of the truck, describes the customer relationship in similar terms. “When someone comes to the truck, you’re hosting them,” she said. “You’re entertaining them. You’re giving them exactly what they want.”

Despite doing almost no traditional marketing, Best Damn Espresso has developed a devoted following throughout the region. Asio attributes that growth to consistency rather than promotion. “Advertising is overrated if your product is mid,” he said.

The name itself — Best Damn Espresso — is intentionally bold. Many businesses would hesitate to make such a claim. Asio sees it differently. “It’s actually me challenging myself,” he explained. “Every time I look at that truck, I see ‘Best Damn Espresso.’ The aspiration for being great at what we do happens every day.” That relentless pursuit of quality appears to resonate with customers.

Four years after launching, the company has expanded from a single truck to multiple units. Yet despite the growth, Asio and Angela remain focused on maintaining the same personal connection that defined the business from the beginning. They have also become unexpected pioneers in the local food-truck scene. “There wasn’t really a food truck presence in Great Barrington before we started,” Asio said. Today, several food trucks operate in the area, some inspired by their success. “The benefit is inspiring someone,” he said.

To receive daily updates on the truck’s location, customers can text “BDE” to 844-659-1203.

Latest News

Boondocks Film Society brings exclusive screening to drive-in

Jorma Taccone, left, takes part in a Q&A before a screening of "Hot Rod" at Four Brothers Drive-In in Amenia on Aug. 31, 2023.

AMENIA — Four Brothers Drive-In will host a screening of the new dark comedy Over Your Dead Body on Thursday, Aug. 6, with director Jorma Taccone on hand for a pre-screening Q&A as part of a partnership with the Boondocks Film Society.

The film stars Samara Weaving and Jason Segel as a married couple. Each is secretly plotting to kill the other. Taccone, a North Canaan resident and founding member of the comedy troupe The Lonely Island, will discuss the film before the screening.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

Baseball, wine and jazz at Millbrook Winery

Bernie Williams and his Band of Friends at Millbrook Winery in 2025.

Provided

Throughout the history of Major League Baseball, precious few greats have been considered five-tool players. New York Yankee Bernie Williams was one of them.

To be considered a five tool player, one must show exceptional proficiency in five categories: hitting for average, hitting for power, running bases, fielding and arm strength. But there’s another tool Williams possesses that didn’t make it to the back of his baseball card: his mastery of jazz guitar.

Keep ReadingShow less
Lucky Orphans offers sanctuary for horses and healing for people
If horses could speak, Hearn believes they would offer just one piece of advice: “They’d tell us to slow down.”

From feeding retired racehorses before sunrise to guiding veterans, grieving parents and troubled teenagers through equine-assisted therapy sessions, Deanna Hearn rarely has a quiet day. As founder of Lucky Orphans Horse Rescue in Dover Plains, she oversees the care of more than 40 sanctuary horses while leading a nonprofit whose mission extends far beyond animal rescue.

What began as a childhood love of horses has evolved into a place where healing runs in both directions — for horses and for people. By the time you leave Lucky Orphans, it becomes clear that this place isn’t really about horses. The horses are simply how it begins. For Hearn, every rescued horse represents something much larger: hope, resilience, healing and second chances. The organization’s mission, she says, is simple: “People helping horses heal people.”

Keep ReadingShow less
Weekend in Norfolk returns for four days of art, music and community

A brass quintet at the Yale Music Shed at Weekend in Norfolk 2025.

Jennifer Almquist

Norfolk bursts with activity in midsummer with Weekend in Norfolk (WIN). An all-volunteer committee transforms the town with free public events for all ages. WIN 2026 begins Thursday, July 30, and runs through Sunday, Aug. 2.

Norfolk sculptor Jon Riedeman, the new head of Norfolk Artists and Friends (NAF), organized the group’s 19th annual art exhibition, featuring paintings, sculpture, photography and jewelry by area artists in the Art Barn on the grounds of the Norfolk Chamber Music Festival. Riedeman expanded the show this year by inviting artists from New Marlborough, Massachusetts, to participate. The exhibit opens with a reception Thursday, July 30, from 5 to 7 p.m.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.