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Hilltop Haven

Endless skies, lush gardens, and a sparkling pool



Friends gather under the pergola that sits poolside for al-fresco dining.

Photographs by Hulya Kolabas

The long and winding drive of Janet Olshansky and Jeff Morris’s home, with its various twists and turns, could in many ways serve as a metaphor for their life. As one ascends the hill and looks to the left, a view that expands well over 30 miles on a clear day radiates in the distance. To the right lies a gentle green sloping hill that comes to touch the glistening grey gravel and is often filled with wild flowers.

The life and home of Janet and Jeff could also be deemed as one of accidental encounters. In 1985, she, with a degree in Medieval and Renaissance English, and Jeff, with a degree in engineering, were introduced at a friend’s home in the city for dinner. “Only after the guy I really wanted to meet was unavailable,” explains Janet. The absent date worked for a cool consulting company and had a cooler loft but couldn’t make it, so her friends invited Jeff (a former college roommate), who was working for an educational media business and living in New Jersey. “Can you imagine that—someone wanting to live in New Jersey by choice!” exclaims Janet, who was born and raised in the Garden State. 

The first date didn’t go so well. They had an argument over the novel The Unbearable Lightness of Being, and Janet thought Jeff a pompous ass when he declared her college major a “total waste of time.” So concluded the evening. Not much was thought of it until Jeff called again three weeks later. “We went to a hip restaurant where we ate, drank, danced, and by the end of the evening I was smitten,” Janet says. Two months later they were traveling the countryside of England and spending romantic evenings in local bed and breakfasts. 

Fast forward to 1989 and Janet and Jeff are married and living in Manhattan. They have started their own educational media company, and Janet would finally feel vindicated—her college degree proving quite useful, while Jeff with his engineering degree (“who couldn’t fix a thing”) would take over the content aspect of the company.

By spring of 1995, after the birth of their daughter Maddy and their son Ian, they realized that maneuvering two children around the city was too challenging. They started looking for a weekend “safety valve.” So every Friday they loaded the car with toddlers and cats and headed up Route 684 where they would have a late dinner and “discover nature,” as Janet recalls with sarcastic humor. 

Over the years, North Salem would become their retreat. “It was so much nicer to roll out of bed and go up to Purdy’s Field instead of trying to find some green space in the city,” says Janet. They rented for a while and after flirting with the idea of buying property and building, came upon a quirky house.

As a friend described it, “Monticello meets Nantucket in Tuscany.” People who first saw the house always ask, “What was this before?” But it had beautiful property and breathtaking views. “You can always change a house, but you can never change a view like this one,” Janet said many times. They were sold.

Today the original shingle-style home with its center rotunda still serves as the site for many dinner parties when the season or weather prohibits outdoor entertaining. Now there is a great-room kitchen that they love, as well as a master suite so that they no longer “live in their bathroom,” as five year-old daughter Maddy had said.

Janet notes that it took just the right architect to understand and appreciate the integrity of the house. “Everyone we interviewed wanted to make it larger. We didn’t want bigger. We just wanted something that suited our needs better.”

In fact, the very first thing they did was put in a pool for the children. “Ian loved the house and all of the ongoing construction. He grew up thinking that every home came with a backhoe and tractor that kids got to sit in and play on.” 

As the house evolved with its various nooks, crannies, hidden gardens, and rooftop balconies so did the family’s interests. 

The children played a variety of sports. Janet became an avid walker and tennis player while Jeff took up golf. But one of the most popular pastimes was spent welcoming friends and family.

The two love to entertain and do the majority of it during the warmer months when people can be outdoors and enjoy the expansive views and stunning sunsets. When the sky turns a pale shade of purple and pink, guests work their way to the upper garden, pool, and pergola and dine by candlelight, continually admiring the landscape and horizon to the west.

One could look at the Olshansky and Morris home as an intricate canvas of their life. There was never anything predictable or ordinary about where Janet and Jeff would end up. In March, Jeff suffered a significant physical setback and is working hard to regain his mobility. Janet says that never has it been more important to spend time in a place where the view of life from the inside looking out, gives them both so much hope for the future.

 

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September 2017

The Somers Women's Club, a not-for-profit community service organization, will hold its major fundraiser on Sunday, September 24, 2017 at Reis Park on Route 139 in Somers. There will be a...

Cost: free

Where:
Reis Park
182 Primrose St
Katonah, NY  10536
View map »


Sponsor: Somers Womens Club
Telephone: 914-302-7231
Contact Name: Beth Ryzyk
Website »

More information

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Join Music from Copland House for their opening concert of the 2017-18 season! Passages explores the sounds of migration, featuring the World Premiere of Fragrances by the Sea by...

Cost: $25, $20 (Friends), $10 (Students)

Where:
Copland House at Merestead
455 Byram Lake Road
Mt. Kisco, NY  10549
View map »


Sponsor: Copland House
Telephone: 914-788-4659
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Sheffield Island with its historic 148-year-old lighthouse, beaches and wildlife refuge offers abundant summer fun for visitors.  From May through September, visitors can board the...

Cost: $25

Where:
Sheffield Island & Lighthouse
4 North Water St.
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Join us for a peaceful morning of relaxation and yoga for three Sundays in late September/early October. Taking their inspiration from Mark di Suvero’s kinetic Yoga (1991) on the...

Cost: Free with admission

Where:
Katonah Museum of Art
134 Jay Street
Katonah, NY  10536
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Sheffield Island with its historic 148-year-old lighthouse, beaches and wildlife refuge offers abundant summer fun for visitors.  From May through September, visitors can board the...

Cost: $25

Where:
Sheffield Island & Lighthouse
4 North Water St.
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Our founder, Cole Palen, grew up next to a great 1930’s Hudson Valley airport dreaming that he would own and fly the machines he saw overhead and spent the rest of his life bringing the...

Cost: $8.00 - $10.00

Where:
Old Rhinebeck Aerodrome
9 Norton Rd
Red Hook, NY
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Our founder, Cole Palen, grew up next to a great 1930’s Hudson Valley airport dreaming that he would own and fly the machines he saw overhead and spent the rest of his life bringing the...

Cost: $8.00 - $10.00

Where:
Old Rhinebeck Aerodrome
9 Norton Rd
Red Hook, NY
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Our founder, Cole Palen, grew up next to a great 1930’s Hudson Valley airport dreaming that he would own and fly the machines he saw overhead and spent the rest of his life bringing the...

Cost: $8.00 - $10.00

Where:
Old Rhinebeck Aerodrome
9 Norton Rd
Red Hook, NY
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Thursday, Sept. 28. The New York Unit of the Herb Society of America presents the 69th Annual Herb Fair, from 11 a.m. to 2 p.m. at John Jay Homestead, 400 Route 22, Katonah. Admission is free;...

Cost: Free admission; fee for lunch

Where:
John Jay Homestead State Historic Site
400 Route 22
Katonah, NY  10536
View map »


Sponsor: N.Y. Unit of Herb Society of America
Telephone: (914) 232-5651
Contact Name: Toby Baker
Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

WHAT: Hospice of Westchester (HOW) will host its annual “In Celebration” Gala Cocktail Reception on Thursday, September 28. The special guest speaker for the evening will be Emmy...

Cost: $300

Where:
Westchester Country Club
99 Biltmore Avenue
Rye, NY, NY  10580
View map »


Telephone: 914-682-1484
Contact Name: Holly Benedict
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Our founder, Cole Palen, grew up next to a great 1930’s Hudson Valley airport dreaming that he would own and fly the machines he saw overhead and spent the rest of his life bringing the...

Cost: $8.00 - $10.00

Where:
Old Rhinebeck Aerodrome
9 Norton Rd
Red Hook, NY
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Every summer, the Seaport Ferry in South Norwalk carries hundreds of hungry passengers to the historic 1868 Sheffield Island Lighthouse for the Norwalk Seaport Association's famous Thursday...

Cost: $65 or $79 per person

Where:
Sheffield Island & Lighthouse
4 North Water Street
Norwalk, CT
View map »


Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The King of Navarre and his lords have sworn off the pleasures of life to pursue their studies, but can their oaths hold up when a princess and her ladies come to town? Men and women test their own...

Cost: $15.75-$57.75

Where:
Hudson Valley Shakespeare Festival
1601 Rt. 9D
Garrison, NY
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Our founder, Cole Palen, grew up next to a great 1930’s Hudson Valley airport dreaming that he would own and fly the machines he saw overhead and spent the rest of his life bringing the...

Cost: $8.00 - $10.00

Where:
Old Rhinebeck Aerodrome
9 Norton Rd
Red Hook, NY
View map »


Website »

More information

Show More...
Show Less...

Apple Picking Has Begun! Picking Hours: Our orchard is open daily from 9am - 4:30pm. Festival Weekends 10am - 5pm: 9/9-10 9/16-17 9/21-24 9/30-10/1 Pizza Party at...

Where:
Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY
View map »


Website »

More information

Cruise through history and the majestic beauty of the Hudson River We specialize in Weddings and Private Charters Elegance for all affairs 2 Hour narrated sightseeing cruises Customized cruises...

Cost: Adults $22 Seniors Ages 65 and up $20 Children Ages 4 to 11 $18

Where:
Hudson River Adventures, Inc
90 Front St
Newburgh, NY
View map »


Website »

More information

The Pound Ridge Historical Society will open “Modern in Pound Ridge: 20th Century Architecture + Lifestyle” at the Pound Ridge Museum on April 23, 2017. This is a real departure for the...

Cost: Free

Where:
Pound Ridge Museum
255 Westchester Ave
Pound Ridge, NY  10576
View map »


Sponsor: Pound Ridge Historical Society
Telephone: 914-764-4333
Website »

More information

Experience the joy of setting sail and shutting off the engine as we sail through Long Island Sound. Sit back and relax or take a turn at the helm, the choice is yours. Sails depart from...

Cost: $20-$40

Where:
SoundWaters
1281 Cove Rd
Stamford, CT
View map »


Website »

More information

The Faire is a rollicking romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance – set within the majestic groves of Tuxedo Park, New...

Cost: $25 for adults, $20 for military and age 62+, $12 for age 5-12, free for age 4-

Where:
600 Rt. 17A
Tuxedo Park, NY
View map »


Website »

More information

Saturdays from 9am to 1pm! For a real feel of the country drive up Rt. 22 to the John Jay Homestead where you go to market with grass under your feet, surrounded by historic buildings and...

Cost: Food prices

Where:
John Jay Homestead
400 Jay Street
Katonah, NY  10536
View map »


Website »

More information

Show More...
Show Less...

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