Stunt pilots share tales from life in the clouds

Stunt pilots share tales from life in the clouds

Bill Segalla talks about his and his father’s stunt piloting during the last Tuesday at 7 talk for the season sponsored by the Falls Village-Canaan Historical Society.

Ruth Epstein

FALLS VILLAGE — They could fly through the air with the greatest of ease. Stunt pilots Stan Segalla and then his son Bill entertained audiences for years with their precision antics in the sky. Bill recounted their story as the guest speaker at the last session of the First Tuesday at 7 program on Sept. 2 sponsored by the Falls Village-Canaan Historical Society at the South Canaan Meetinghouse.

He began with some history, noting that at one time there were four airports in Canaan. The original one, built around 1920, was in the vicinity of the current Troop B police barracks on Route 7, north of town, and had three grass runways.

When it eventually closed due to the state upgrading Route 7 in the late ‘50s, Stan Segalla, Brooks Conklin and Dick Bunce decided a new airport was needed. They bought land up close to the Massachusetts border on what is known as the “Dump Road” and put in a 2,000-foot grass runway, adding another 1,000 feet in 1965. They owned it until 1980 when it was bought by Lawrence Smith.

There was talk of converting the airstrip into a commercial airport, but there were too many trees on the site to extend the runway, said Segalla, so it remained private. At the time, there were 25 planes based there along with gliders, but eventually the gliders were removed due to complaints from neighbors.

“There was a very vibrant business there,” said Segalla, “But then the aviation industry took a downturn and the airport closed.” It was later purchased for $1.3 million by then 27-year-old Ryan Salame, who is now incarcerated for cryptocurrency scamming. The future of the airport is in limbo, said Segalla, who then turned to talking about his dad.

Stan Segalla was a World War II veteran as part of the 5th infantry. His first plane ride was when he was leaving England to return home. Soon after, he began flying U-control planes and then found a real plane for $300. With no formal training, he started flying in 1958, learning all he knew from books.

“He was a very gifted guy,” said Segalla of his father. “He didn’t have much schooling, but a lot of common sense. He was probably one of the most professional pilots I ever flew with.”

Over the years, Stan Segalla had more than 31 planes, most of which he built. “There were always planes in our garage,” Segalla remembered with a smile.

Then he got into aerobatics after visiting the Rhinebeck Aerodrome, a place that held a special draw for him. He would spend every weekend there. Billed as the “Flying Farmer,” he performed daring stunts involving precision flying and “became one of the most respected airplane pilots in the country. People were in awe of what he could do. They came from around the world to watch him fly; he was that good.”

Yet, he was always very concerned with safety and instilled that in all the young pilots he mentored.

Segalla then explained how flying got into his system. As the youngest of five, he would often spend time with his father at the airport and the aerodrome. His first solo flight was at age 9, when his father, out of the blue, gave him the go-ahead to take a plane for a spin. He received his license at 14 and obtained his commercial license on his 16th birthday; the first to do so. At 17, he purchased his first bi-plane.

Following in his father’s footsteps, Segalla began flying in air shows. In 1993, he and Bill Gordon joined forces to be part of the airshow circuit as the Iron Eagle Aerobatic Team, flying all along the East Coast and then expanding to Central and South America. Segalla retired from air shows nine years ago to spend more time with his growing family.

“I still fly and enjoy it,” he told the audience, which was filled with several of his siblings, friends and fellow pilots. He is manager of Triumph Aviation LLC at the Canaan Airport and runs a Young Eagles Rallies program to encourage young people from ages 8 to 17 to consider the field of aviation by taking them flying. “I want to see aviation thrive.”

Latest News

Richard Charles Paddock

TACONIC — Richard Charles Paddock, 78, passed away Friday, Jan. 2, 2026, at Charlotte Hungerford Hospital.

He was born in Hartford on April 12, 1947 to the late Elizabeth M. Paddock (Trust) and the late Charles D. Paddock. He grew up in East Hartford but maintained a strong connection to the Taconic part of Salisbury where his paternal grandfather, Charlie Paddock, worked for Herbert and Orleana Scoville. The whole family enjoyed summers and weekends on a plot of land in Taconic gifted to Charlie by the Scovilles for his many years of service as a chauffeur.

Keep ReadingShow less
In Appreciation: 
Richard Paddock

SALISBURY — Richard Paddock, a longtime Salisbury resident whose deep curiosity and generosity of spirit helped preserve and share the town’s history, died last week. He was 78.

Paddock was widely known as a gifted storyteller and local historian, equally comfortable leading bus tours, researching railroads or patiently helping others navigate new technology. His passion for learning — and for passing that knowledge along — made him a central figure in the Salisbury Association’s Historical Society and other preservation efforts throughout the Northwest Corner.

Keep ReadingShow less
Edward Ashton Nickerson

LAKEVILLE — Edward Ashton “Nick” Nickerson died on Jan. 1, 2026, in Sharon, Connecticut. The cause of death was congestive heart failure following a heart attack. He was 100.

Nick was born July 1, 1925, in Wilmington, Delaware, the son of a DuPont Company executive, Elgin Nickerson, and his wife, Margaret Pattison Nickerson. He spent most of his boyhood in Fairfield, Connecticut, and Newburgh, New York.

Keep ReadingShow less
Steven Michael Willette

SHARON — Steven Michael “Bird” Willette, 76, of Silver Lake Shores, passed away on Dec. 25, 2025, at Vassar Brother Medical Center, with his family at his side.

Steve was born in New York City to Dorman Willette and Ann (Sabol) Willette.

Keep ReadingShow less