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

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.
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.”
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Students dressed in neon lined the soccer field for senior night under the lights on Thursday, Oct. 16. The game against Lakeview was the last in a series of competitions Thursday night in celebration of Homecoming 2025.
As homecoming week reaches its end and fall sports finish out the season, an air of school spirit and student participation seems to be on the rise across Housatonic Valley Regional High School.
But what can be attributed to this sudden peak of student interest? That’s largely due to SGA. Also known as the Student Government Association, SGA has dedicated itself to creating events to bring the entire student body together. This year, they decided to change some traditions.
Spirit week from Oct. 14-17 was unlike those of the previous years. From wearing Housatonic merch to Boomer vs Baby day, this year’s spirit week held a little friendly competition to see which grade could participate the most.
“I think that students are bored of the same old activities and events, so it’s good to switch things up even slightly to incentivize interest within students,” said SGA president and senior Mollie Ford. “Plus the point system is super beneficial because it gives students a reason to participate.”
The school spirit sentiment can be seen outside of just the school. Senior Simon Markow is known for his photography throughout the community, and has dedicated time to help Housy sports teams’ social media posts.
“Since I’ve started photography, I think school attendance [at sports games] has gone up,” Markow said. “I feel this year, students will be more aware of games and are more likely to be at the games.”
Whether it’s a pink-out volleyball game or an under the lights soccer match, it’s likely you’ll see some familiar faces.
Social media has played a large role in this over the years. Almost every student organization at Housatonic has an Instagram account, and it’s helped reach students more efficiently than a poster or email would.
“The increase of social media use, with the help from me but as well as the teams themselves has definitely increased student interest,” Markow said. “With Housy teams posting more about their upcoming games, and my help showing the cool goals, spikes, or touchdowns, it’s enlightened students to watch the games themselves.”
In a small school, promoting pride has proven to be a challenge. But this year’s senior class has made some adjustments in the hopes to change that.
“The SGA community has spent the last few years really focusing on student participation, because we think it’s the students who contribute to a better climate,” Ford said. While Housatonic’s student body may be small in size, it seems they certainly aren’t small in spirit.
The weekend of Homecoming at HVRHS was packed with events including rival games under the lights, senior night, and a new take on Homecoming that moves it outside — and it wouldn’t have been possible without the students of Housatonic.
Orchestrating was no easy feat, especially considering much of the work was left up to the students.
Historically, HVRHS has hosted night games for boys and girls soccer and the GNH football team, but when members of the soccer team asked the athletic director, Anne MacNeil, she left it up to the students to acquire the lights necessary to host a night game.
“I said, ‘Hey, if you can find the lights, we can make it happen,’” MacNeil said. “I usually take control of it, but I really wanted to have the teams have the initiative and take responsibility for it. I think by having them do that, they have a lot more invested in it.”
Finding lights for the game was a challenge in and of itself, and it fell on the students, parents, and alumni to come together if there was to be a night game at all.
Luckily for the players, Patricia and Dino Labbadia, parents of senior Anthony Labaddia, were able to amass the support of the community and get all the necessary equipment donated for the night game.
“We’re fortunate with our communities. Our parents know people in communities and they were able to ask… [and] find the resources,” MacNeil said. “We’ve got a great senior group and senior parent group who have really taken charge … and really made the whole season possible.”
In the end, the night came together spectacularly, and the senior ceremonies, rivalry games, and nighttime fixtures made for a memorable night on the day before Homecoming.
The action began at 4 p.m. Thursday, when the JV Girls Volleyball team played rivals Lakeview High School at home.
At 4:30, the middle school boys soccer team as well as the cross country team faced Northwestern at Housatonic’s lower field and cross country course respectively. Also at 4:30, the JV boys soccer team took on rival Lakeview at Housatonic’s upper field.
At 5:15, the girls varsity volleyball team honored their seniors at Housatonic’s Senior Night ceremony, including captains Katie Crane and Victoria Brooks, before an intense match against Lakeview.
At 6:15, the boys varsity soccer team honored their seniors, including captains Everet Belancik and Abram Kirshner, before kicking off under the lights at Housatonic’s upper field against the Bobcats.
Friday night changes
Typically, Homecoming is hosted in the cafeteria with a DJ and the entire room open as a dance floor. Dancing is the main event, with a small photo op stationed next to one of the exits.
The typical formal dance filled with LED lights and glitter looked a bit different this year. For the HVRHS 2025 Homecoming, the activities all took place outside. There was a large bonfire for students to hang around, a tented area perfect for dancing, and lawn games to play.
The inspiration for this change comes from the Homecoming hosted during the COVID-19 social distancing restrictions put into place at the time. Senior class President Madison Graney said “Other years passed, graduating classes really enjoyed it and we wanted to give it a try.”
Although the theme of Homecoming remains the same, new tasks came in preparation for the event. Including the Bonfire “adds a whole new component,” Graney said. “[We] have to contact the fire department to ensure that the bonfire is being contained.” Hosting the dance outside also demanded “more preparation the day before … set up the tents and make sure it’s a safe and fun space for everyone to enjoy.”
Opinions about Homecoming’s new look vary amongst the student body, with some excited for change and others comfortable with the familiarity of an inside dance. Alexa Meach, an HVRHS senior, expressed that “Everyone that I’ve talked to’s plan is to get dressed up, take photos, and then change into more comfortable clothes because it’s going to be freezing. I feel like we could have had a different event for the bonfire. I think they could have been two separate events.”
Graney said the change is “A really great way to change up the tradition ... [and] another good way to get to know your peers and your teachers and interact with the student body all at once.”