Connecting People Who Care with Causes that Matter

About Oscar B. Greenleaf

Oscar B. Greenleaf March 27, 1905 - January 14, 2003

Oscar B. Greenleaf
March 27, 1905 – January 14, 2003

Oscar Benton Greenleaf was born on March 27, 1905 in the Village of Otisville, NY, in the home of his grandparents, Andrew and Etta Bailey Craig.

His father, Oscar Shaw Greenleaf, was a proprietor of the Greenleaf Hotel and Livery in Otisville, an important business to the community at the time. The family was among the early settlers in the Town of Mt. Hope. Shortly after Oscar’s birth, his father bought a very large Victorian home on State Street, where Oscar lived for most of his life.

After graduating from Otisville High School, a family friend arranged for Oscar to work as a bellboy at an exclusive Florida resort, Atlantis-by-the Sea. Later, Oscar and a friend signed on to work aboard the transatlantic passenger liner, the President Garfield, also as bellboys. They spent time in both England and France: quite an education for a young man from the country.

Oscar began his working career with a New York Telephone Company as a laborer, setting poles, at a time when the holes were hand-dug. Afterwards, he joined Rockland Light and Power Company, one of the predecessor companies of Orange and Rockland Utilities, Inc.

In these years, he sold electricity to the many farms in the region and ran line extensions into the rural areas. In the prime of his business career, he was active in the affairs of the community, serving on the board of the Port Jervis Hospital, and also on county and local development boards. He retired in 1970 as a Commercial Manager of the Port Jervis, NY/Milford, PA. Utility operation.

In 1984, Oscar sold his Otisville house and moved to a much smaller, ranch-style house in Port Jervis. In March 1993, during a severe blizzard, his home and contents were destroyed by fire in the middle of the night. He managed to escape with just a flashlight, bedroom slippers and a robe.

At age 87, he rebuilt his home, almost exactly, and remained there until his death at age 97.

Oscar was an intensely private person. He was quietly generous in his private and personal philanthropy but only to those issues and matters on which he felt strongly.

He was an ordinary person with extraordinary goals: to live life to its fullest, and give so that others could learn. His bequest has made it possible for children in Port Jervis to enjoy scholarships not only now, but in perpetuity. His goodwill will live on forever because of his gift to the Community Foundation.

The Greenleaf Legacy Society is now something you can be part of, too. Just like Oscar Greenleaf, anyone can leave a lasting gift to benefit the charity of their choice.

Live well. Give well. Become a member of the Greenleaf Legacy Society, and like Oscar Greenleaf, you can leave a lasting legacy too. 

Upcoming Events

May
3
Fri
2019
Kentucky Derby Cocktail Fundraiser – hosted by Illuminate Goshen @ Limoncello at the Orange Inn
May 3 @ 8:00 pm – 10:00 pm

Join us for our first ever Kentucky Derby fundraiser! Featuring passed hors d’oeuvres, drink specials, auction items and a derby hat contest! 

Tickets are $30.00 in advance and $35.00 at the door.

Jun
7
Fri
2019
June Art Walk – Hosted by Illuminate Goshen @ Webster Park
Jun 7 @ 6:00 pm – 9:00 pm

Presenting premiere artists from the area showcasing their work, that is available for sale, along with music, food, crafts and more! 

Jun
16
Sun
2019
Trotter Unveiling – Hosted by Illuminate Goshen @ Goshen Harness Racing Museum
Jun 16 @ 11:00 am – 1:00 pm

Join us for the return of the esteemed trotters’ first peek before they are dispersed throughout the village for the summer! 

Jun
24
Mon
2019
2nd Annual Dustin James Memorial Golf Outing @ West Hills Country Club
Jun 24 @ 11:00 am

2nd Annual Dustin James Memorial Golf Outing

Registration & Lunch – 11:00 AM
Shotgun Start: 12:00 PM
Cocktail Hour: 5:30 PM
Awards Dinner: 6:30 PM

For full event details and to register click here. 

Interested in becoming a sponsor? Click here for package details.

Jul
8
Mon
2019
2nd Annual Christine Thomas Memorial Foundation Golf Tournament @ West Hills Country Club
Jul 8 @ 11:00 am

Use the button below to pay for reserved golf tickets:


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Use the button below to purchase Dinner Tickets:


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Use the button below to become a sponsor:

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To pay via check, please click here to fill out a form and make checks payable to
“CFOS – Christine Thomas Memorial Foundation.”
Jul
11
Thu
2019
Summer Concert Series – Hosted by Illuminate Goshen @ Church Park
Jul 11 @ 6:30 pm – Aug 28 @ 8:30 pm

Join us for a concert on the green every Wednesday evening from 6:30 – 8:30. Bring a lawn chair and enjoy the beauty of the village. 

Aug
2
Fri
2019
August Art Walk – Hosted by Illuminate Goshen @ Webster Park
Aug 2 @ 6:00 pm – 9:00 pm

Area creatives join together to exhibit their works for sale in open air. This is a fun filled evening featuring music, dancing and activities! 

Aug
5
Mon
2019
We Have Your 6 Golf Outing @ West Point Golf Course
Aug 5 @ 8:30 am

Sep
20
Fri
2019
Trotter Auction – Hosted by Illuminate Goshen @ Limoncello at the Orange Inn
Sep 20 @ 6:00 pm – 8:00 pm

Come bid on your favorite horses to benefit both our local artists and our local programs. 

Sep
28
Sat
2019
Fall Ball – Hosted by Illuminate Goshen @ Stagecoach Inn
Sep 28 @ 7:00 pm – 11:00 pm

Join us for our cocktail party fundraiser in the newly renovated space at the Stagecoach Inn. The restaurant will be closed to the public during this event to allow for dancing, drinks and hors d’oeuvres. 

Early bird ticket pricing:
$110 Single Ticket
$200 Couple

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30 Scott’s Corners Drive, Suite 203
Montgomery, NY 12549
Ph: (845) 769-9393
Fax: (845) 769-9391
e-mail us

Text CFOSNY to 22828 to sign up for our mailing list - Message and data rates may apply
Text CFOSNY to 22828 to sign up for our mailing list – Message and data rates may apply

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