Flynn Ryan on the Range.
What he got was one heck of a deal.
The owner, who didn’t like seeing the range fall into disrepair, was thrilled that a local kid wanted to revitalize the business. He gave Flynn the first year rent-free, use of all his equipment, a little knowhow and, just like that, the high school junior became a business owner.
That’s where it stopped being easy.
At first, Flynn wasn’t very good at golf. But his personality compels him to dive deep into his interests and make himself an expert. It’s the same drive that pushed him to learn how to trade stocks, futures and cryptocurrency as a teen, spending years failing before turning a profit. That first year on the golf team, he earned the honor of most improved.
The Driving Range is located at 138 Route 44 in Millerton.D.H. Callahan
If you’ve ever been to the range, you know how wonderfully casual it is. It’s the kind of place where nobody cares how good you are. Where people intimidated by the sport can pick up a club and have a great time right next to a seasoned pro. Classic rock pumps through the speakers. There are chairs and a coffee table for people who bring their own picnics and parties. A ragtag collection of clubs invites you to try them out for size. The balls come out of a vending machine. The place is the definition of laid-back.
Flynn’s job seems like the easiest in the world. It is not.
During the warmer months, Flynn gets to the range at 6 a.m., picking up balls in his golf cart. Of course, the back field, where the long balls end up, has to be picked up by hand, one ball at a time. On busy days, that can mean as many as 6,000 balls. Once a week, he mows the whole thing.
It might not sound like all that much, but consider that for most of the year Flynn is working toward a business degree at Old Dominion University in Virginia. When he’s away, his family picks up the slack. His mother, Jennifer, chips balls into the center of the field with a pitching wedge before gathering them up, and his father, Michael, takes care of the mowing. Flynn keeps offering to hire workers, but his parents seem to love working for their entrepreneurial son.
While there’s nothing solid on the books, Flynn dreams of expanding his business with more ranges in the future, as well as hosting events on the Millerton grounds. Until then, he’ll keep the Zeppelin pumping, the ball machine loaded and the grass nicely shorn.
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Scot Galliher at Silver Mountain Hay in Millerton.
“I bought the farm to prevent that from happening,” he said.
That philosophy still shapes the operation today. For Galliher, farming and land preservation are inseparable. The open fields and rural landscapes that define the Harlem Valley survive only because working farms continue to exist, he argues. Without economically viable agriculture, open land eventually disappears — either overtaken by development or left unmanaged.
That long-term vision is visible across the property, particularly in the massive red barn that has become one of the area’s most recognizable agricultural structures. After the original dairy barn deteriorated, Galliher began studying historic barns throughout the Northeast before working with an architect to design a replacement that reflected both traditional agricultural design and modern functionality. The finished structure includes clerestory windows that flood the interior with natural light, an Olympic-sized indoor riding arena and infrastructure designed for a future equestrian facility. “I wanted to build an equestrian barn,” Galliher said.
Although the scale of the operation is impressive, Galliher speaks about farming in notably practical terms. Much of what he knows about hay production was learned through direct experience.
“Farming is largely learned through experience,” he said. “You learn by doing.”
Silver Mountain Hay in Millerton.Provided
Producing premium horse hay, he explained, requires careful attention to weather patterns, moisture levels, grass composition and timing. A sudden storm can destroy thousands of dollars’ worth of hay in less than an hour.
Galliher approaches haymaking with the precision of an engineer. Moisture levels must be carefully controlled to prevent mold, and different horses require different nutritional profiles. While many horse owners prefer softer second-cutting hay, Galliher noted that first-cutting hay is often nutritionally superior. “It is very difficult to make 50,000 feed-quality bales of hay year after year,” he said. Still, despite the technical demands of the work, Galliher describes farming less as an occupation than a way of life. “Farming is not a job,” he said. “It’s a lifestyle.”
He speaks enthusiastically about the smell of fresh hay after a successful harvest and the satisfaction of watching trailers return to the barn at sunset after long summer days in the fields. And after years spent in finance, he says he does not miss Wall Street very much.
“The reward system here is different,” he said. “I think it’s richer. I think it’s more human.”
Today, Silver Mountain Hay stands not only as a working agricultural operation, but also as a reflection of Galliher’s broader philosophy — that preserving rural landscapes requires more than admiration. It requires active stewardship.
Ronin Hinman slides into third base.
It was the eighth win in a row for the team of players from Cornwall, Falls Village, Kent, Norfolk, North Canaan, Salisbury and Sharon.
On offense, Housy scored early and often. Jaxxon Rogers, Brody Ohler and Landan M. each rounded the bases three times. J.T. Farr scored two runs. Sam Hahn and Ronin Hinman each had one run.
Brody Ohler at bat. Riley Klein
Kieran Bryant and Milo Ellison got on base twice. Greyson Brooks and Colin B. each hit a single. Liam Downey and Joey V. contributed a strong defensive effort.
The game was well attended with spectators dotting the foul lines. It was about 75 degrees, mostly cloudy and breezy.
The Northwest Connecticut Junior Division Little League is for players aged 13 and 14 in the region. The spring league is reaching its end, but the Housy Juniors will continue into summer league with home games played in Sharon.
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