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Irv Naylor

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Irv Naylor

† 2026

“Builder of Mid-Atlantic ski country and champion steeplechase owner.”

Portrait: bloodhorse.com

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Irvin Stanley "Irv" Naylor, a Maryland businessman, ski resort pioneer and champion steeplechase horse owner, <cite index="2-1">died Oct. 20 in Reisterstown, Maryland, at 91</cite>. <cite index="4-3">Born on June 26, 1935 in Stevenson, Md., Naylor was the son of a filling station operator in nearby Pikesville. Irv captained the McDonogh military…

Irvin Stanley "Irv" Naylor, a Maryland businessman, ski resort pioneer and champion steeplechase horse owner, <cite index="2-1">died Oct. 20 in Reisterstown, Maryland, at 91</cite>.

<cite index="4-3">Born on June 26, 1935 in Stevenson, Md., Naylor was the son of a filling station operator in nearby Pikesville. Irv captained the McDonogh military school's cavalry squad during his senior year.</cite> <cite index="4-3">After graduating from Miami University, he launched Lok-Box in 1960, a packaging company that produced wooden boxes. He added Cor-Box, corrugated boxes, in 1968.</cite>

His most lasting legacy, however, grew out of a passion he discovered at Mount Snow, Vermont, in the early 1960s. <cite index="9-5">Irv Naylor originally started Ski Roundtop in 1964. A decade later, Ski Roundtop purchased Ski Liberty. New York's Windham Mountain was purchased in 1981, followed by Whitetail Resort in 1999.</cite> <cite index="1-6">By the mid-'90s, before the Whitetail acquisition, Snow Time did more than $20 million in sales on 650,000 skier visits.</cite> Snow Time sold Ski Windham in 2005 and, in 2018, sold its remaining Pennsylvania resorts to Peak Resorts. <cite index="9-6">In 2004, Irv Naylor was honored with the National Ski Areas Association (NSAA) Lifetime Achievement Award.</cite>

Naylor was equally well known on the steeplechase circuit, where he became <cite index="3-1">the National Steeplechase's all-time leading owner</cite>, with <cite index="2-1">his horses winning three Maryland Hunt Cup titles and three Eclipse Awards</cite>. His own riding career changed forever on <cite index="6-3">April 17, 1999, near the end of the Grand National in Butler, when Naylor's mount, Emerald Action, struck a fence and fell. Naylor hit the turf, head first.</cite> <cite index="6-3">Rushed by medevac helicopter to the University of Maryland Shock Trauma Center, Naylor spent three months in the hospital, regaining the use of his arms but little else.</cite> After months of despair, he returned to the sport as an owner and continued competing on the timber circuit for years afterward.

A philanthropist as well as an entrepreneur, <cite index="2-1">Naylor donated millions for stem cell research, and made a $6 million gift to McDonogh School, his alma mater, that helped fund the Naylor STEM Building.</cite> <cite index="7-3">He also supported McDonogh athletics with a gift to the equestrian program for the construction of the Eagles Nest indoor riding ring, and the Naylor Wrestling Room honors his lifelong love of the sport.</cite>

Naylor's death was announced by the National Steeplechase Association, which described him as <cite index="4-1">a businessman, entrepreneur, and philanthropist who left an indelible mark, collecting accolades and honors from those in the many worlds he traveled in and touched</cite>. He is survived by <cite index="7-4">his wife, Diane; children Scott Naylor, Peter Naylor and Vivian Little; and grandchildren Scott C. 'Chet' Naylor II, Sarah Naylor McPhee and Leah Naylor-Ickes</cite>, and <cite index="7-4">a celebration of his life will be held at a later date</cite>.

Biography adapted from News reports and the sources cited on this page; death reported by SAM Magazine.

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My uncle called from Baltimore to tell me Irv Naylor had died. He said Ski Roundtop was still packed every weekend, started back in 1964. Ninety one years is a full life.

Rachel Perry6h ago

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My dad skied Roundtop every winter, this one hits different

Candles

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8 people are remembering Irv here. Every candle here is someone saying they were glad Irv lived. No account needed; it takes a moment and it stays here.

No account needed.
Joy Rivera🇵🇭3h ago
Emily Cole🇺🇸4h ago
Edward Whitaker🇨🇦4h ago
Karan Rao🇬🇧6h ago
Amelie Roux🇨🇦7h ago
Toby Warren🇬🇧7h ago
built something real that lasted. rest well, Irv.

Death

Irv Naylor <cite index="4-2">passed away on Tuesday at the age of 91</cite>, <cite index="1-3">died Oct.</cite> <cite index="2-1">20 in Reisterstown, Maryland</cite>. McDonogh School, his alma mater, reported that he <cite index="1-2">passed away peacefully on Tuesday, October 20, at his home in Reisterstown</cite>. No specific cause of death has been made public, and family and organizational statements have focused on his legacy…

Irv Naylor <cite index="4-2">passed away on Tuesday at the age of 91</cite>, <cite index="1-3">died Oct.</cite> <cite index="2-1">20 in Reisterstown, Maryland</cite>. McDonogh School, his alma mater, reported that he <cite index="1-2">passed away peacefully on Tuesday, October 20, at his home in Reisterstown</cite>. No specific cause of death has been made public, and family and organizational statements have focused on his legacy rather than the circumstances of his passing.

His death was announced by the National Steeplechase Association, which called him <cite index="4-1">a businessman, entrepreneur, and philanthropist who left an indelible mark, collecting accolades and honors from those in the many worlds he traveled in and touched</cite>. The news was also reported by the Baltimore Sun, SAM Magazine, BloodHorse and his alma mater, McDonogh School, each emphasizing both his decades as a ski industry pioneer and his long second act as a champion owner on the steeplechase circuit after a career-ending riding accident in 1999.

Tributes emphasized his resilience as much as his achievements. Colleagues in the ski industry recalled a founder who <cite index="1-5">entered the ski business in the 1960s, when success in the Mid-Atlantic region was far from guaranteed, as snowmaking was in its infancy</cite>, and who built a lasting regional presence through Snow Time, Inc. Figures in the steeplechase world remembered him as the sport's all-time leading owner, a title he earned after returning to racing as an owner following the 1999 accident that left him paralyzed.

Naylor is survived by <cite index="7-4">his wife, Diane; children Scott Naylor, Peter Naylor and Vivian Little; and grandchildren Scott C. 'Chet' Naylor II, Sarah Naylor McPhee and Leah Naylor-Ickes</cite>. McDonogh School has indicated that <cite index="7-4">a celebration of his life will be held at a later date</cite>, though no specific date or location had been announced as of this writing.

Questions people ask about Irv

How did Irv Naylor die?
Irv Naylor died at his home in Reisterstown, Maryland, on October 20, 2026. No cause of death has been made public, and reports have not described any illness or incident connected to his passing.
How old was Irv Naylor when he died?
He was 91 years old, having been born on June 26, 1935.
What was Irv Naylor's cause of death?
The cause of death has not been made public.
Was Irv Naylor married?
Yes. He was married to Diane Naylor for 52 years; she survived him.
Did Irv Naylor have children?
Yes, he had three children, Scott Naylor, Peter Naylor and Vivian Little, along with several grandchildren.
What was Irv Naylor's net worth?
No reliable, sourced estimate of his net worth has been published, so none is given here.
What was Irv Naylor famous for?
He was famous for founding Ski Roundtop in 1964 and building the Snow Time, Inc. ski resort company, and separately for becoming the National Steeplechase Association's all-time leading horse owner after a 1999 riding accident left him paralyzed.
Where did Irv Naylor live?
He lived on a horse farm in Reisterstown, Maryland, where he also died.

Written by People Forever from Wikipedia (CC BY-SA 4.0) and the reporting cited. Updated . Spotted a mistake? Tell us.

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  1. 20 October 2026
    Died
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