Ronald ‘Ronny, Ronnie or Ron’ Osofsky


Pine Plains — Ronald “Ronny, Ronnie or Ron” Osofsky passed away on Friday, May 13, 2022, overlooking the alfalfa fields from the home where he and his wife Kathleen raised their family. Born January 27, 1941, with a love for the farm and a desire to spend all of his time with animals made dairy farming an easy choice for Ronny. His parents, Helen and David Osofsky, raised Ronny and his three younger siblings on the “Home Farm” on Schultz Hill Road in Pine Plains. The earliest stories of Ronny include his parents having to fence in the yard to keep him from running to the barn. However, he quickly burrowed underneath leading to more extreme measures.
He graduated from Pine Plains Central School in 1958 and went onto the University of Rhode Island, where he studied Animal Science and made lifelong friends who enjoyed their time visiting the farm and enjoying Helen’s cooking. After graduating in 1962, he returned home to farm and to substitute teach at the high school. A favorite family story was the time that Ronny fell in the manure pit at the farm, and against his objections, the principal insisted it was still okay for him to come teach that day. The students in that room probably still remember the odor.
His parents supported his dream to start his own farm in the area and he moved a few miles away to ultimately milk cows in the more modern facility on Route 82. He fell in love and married a local girl, Kathleen (Cathy) Freney in 1971. They welcomed three children, Jonathan, Carey and Daniel, as well as some beloved Golden Retrievers over the next decade. This is also when Ronny’s interest in high-end dairy cattle genetics peaked. Investor cattle becoming popular in the 1980s, which brought an influx of interest to dairy farms in the Hudson River Valley. It also allowed Ronny to expand the scope of his business and passion for dairy farming, adding on farms, including a show herd at the old Eldridge farm on Route 199 and the purchase of the old Deleval Research Farm on Prospect Hill Road, now the location of Ronnybrook Farm Dairy.
Aside from his family, one of his proudest accomplishments was the breeding of the bull, Ronnybrook Prelude, who for a time was one of most popular in the world and sired record breaking cattle across the globe, going on to become a great influencer of the Holstein breed through his progeny. While he loved the farm and the lifestyle it provided his family, he always thought there was a better way to dairy. As weekenders moved to the area and land prices were rising, he longed to ensure a sustainable business model for the farm. After becoming friends with their new neighbors from the city, the two couples, along with his youngest brother Sid and his former wife Joan spent a lot of evenings imagining and designing what ultimately became Ronnybrook Farm Dairy.
In 1991, at 50 years old, he helped launch a whole new business and began on-farm processing and direct retailing to customers through farmers’ markets and retail stores throughout the tri state area. It started small, with a focus on milk in glass bottles for the local area, but quickly grew into a major brand in the New York City market. Ronny always listened to customers, which is how their label expanded to include a full line of cultured products, like yogurt, flavored butter and ice cream. Ultimately, his brother Rick and his children Kate and Peter returned to the dairy. The family and many long time employees have grown the business to new heights. There were personal challenges, including a year in the hospital leading to a heart transplant; health challenges for his wife, Cathy and a global pandemic, but the one constant was the help and support of his tight-knit family, lifelong friends and long-standing Ronnybrook employees that Ronny considered family. A true testament to Ronny’s character and likeability are the friends and family that showed up to visit, bring treats and help him for decades. A special ‘thank you” to care-giver and friend, Lisa Zayas.
While Ronny loved his role as husband, father, farmer, brother, boss, cousin and friend, his favorite role was “Papa” to granddaughters’ Grace and Tatum and grandsons, Jack and Ronan. He loved that his son Daniel became a key part of the Ronnybrook team and he enjoyed talking cows and farming with anyone who would listen, especially his grandchildren.
Ronny is survived by wife, Cathy; children Jonathan Osofsky, Carey (Brian) Alberg, Daniel (Jennifer) Osofsky; four grandchildren, Grace Alberg, Tatum, Jack and Ronan Osofsky; brothers Rick (Jean) Osofsky, Sid (Cindy) Osofsky; sister Freda (Osofsky) Sanderson; sister-in-laws Ann (Curtis) Simmons, Natalie (Zipp) Guernsey, and Joan Osofsky, along with many beloved nieces, nephews and their growing families
Ronny’s accomplishments were great, but none greater than being able to enjoy them from the fertile soil of his childhood, with his wife, their children and their families, and his faithful adopted dog Oliver by his side with his roots firmly attached to this area. Perhaps, the greatest gift he leaves us is the daily reminder of how much he adored each of us.
In lieu of flowers please consider a memorial contribution to the Ronald Osofsky Scholarship Fund, c/o Carey Alberg, 229 Fordham Road, Valatie, New York 12184. Or better yet, honor Ronny by telling a story, eating some Ronnybrook ice cream, calling a friend/family member, or simply wave to a stranger like he did many times in his life. To share a favorite memory of Ron, or to leave a message of condolence for the family please visit www.peckandpeck.net.
The HVRHS boys rejoice around Jackson McAvoy after he scored the game-winning goal against Shepaug with just two minutes left to play.
WASHINGTON — Housatonic Valley Regional High School’s boys varsity soccer team advanced to the Berkshire League tournament final after a 1-0 win over Shepaug Valley High School in the semifinal game on Friday, Oct. 24.
Jackson McAvoy scored the game-winning goal with just two minutes remaining.
The victory marked HVRHS boys soccer’s first victory over Shepaug since 2020.
“Finally,” said HVRHS Coach Adolfo Portillo after the game.
HVRHS will play top-ranked Nonnewaug High School in the BL final. Nonnewaug advanced to the title game by beating Northwestern Regional High School in penalty kicks (4-3) after a 2-2 draw in regulation time.
The championship game will be played at Nonnewaug beginning at 5 p.m. Tuesday, Oct. 28.

Weatogue Stables has an opening: for a full time team member. Experienced and reliable please! Must be available weekends. Housing a possibility for the right candidate. Contact Bobbi at 860-307-8531.
Hector Pacay Service: House Remodeling, Landscaping, Lawn mowing, Garden mulch, Painting, Gutters, Pruning, Stump Grinding, Chipping, Tree work, Brush removal, Fence, Patio, Carpenter/decks, Masonry. Spring and Fall Cleanup. Commercial & Residential. Fully insured. 845-636-3212.
SNOW PLOWING: Be Ready! Local. Sharon/Millerton/Lakeville area. Call 518-567-8277.
PUBLISHER’S NOTICE: Equal Housing Opportunity. All real estate advertised in this newspaper is subject to the Federal Fair Housing Act of 1966 revised March 12, 1989 which makes it illegal to advertise any preference, limitation, or discrimination based on race, color religion, sex, handicap or familial status or national origin or intention to make any such preference, limitation or discrimination. All residential property advertised in the State of Connecticut General Statutes 46a-64c which prohibit the making, printing or publishing or causing to be made, printed or published any notice, statement or advertisement with respect to the sale or rental of a dwelling that indicates any preference, limitation or discrimination based on race, creed, color, national origin, ancestry, sex, marital status, age, lawful source of income, familial status, physical or mental disability or an intention to make any such preference, limitation or discrimination.

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.