Richard R. Cheswick
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CHESWICK-Richard R. The founder of Cheswick Investment and a resident of Darien, CT and Hobe Sound, FL died Sunday, January 8th in Greenwich, CT. Born July 5, 1924, he was the son of Harold Beck Cheswick and Dorcas Louise Cheswick of Rockville Center, NY. After graduation from Southside High School in Rockville Center, Mr. Cheswick joined the U.S. Army Air Corps and flew 29 missions over Europe as navigator of a B-17 Flying Fortress. As Lead Navigator, he skillfully guided up to 2,000 aircraft on daylight strategic bombing missions targeting high value industrial sites. Mr. Cheswick achieved the rank of Captain and was awarded the Distinguished Flying Cross for heroism and extraordinary achievement while participating in aerial flight. After being honorably discharged, Mr. Cheswick graduated from Harvard University in 1948 and afterward earned an MBA from New York University. In 1948, Mr. Cheswick married Ruth Ann Roberts of Utica, NY and later settled in Darien, CT. Mr. Cheswick's love for investing began at age eleven and continued throughout his career. Following his passion for investment counsel, he started his own successful business in 1970. He avidly pursued his investment research and counsel to the benefit of generations of his clients. He was a member of Wee Burn Country Club of Darien; The Jupiter Island Club and Hobe Sound Yacht Club in Hobe Sound, FL; The Everglades Club of Palm Beach, FL;The Sankaty Head Club of Nantucket, MA and the Harvard Club of New York City. He is survived by his wife of 58 years and his three children, William Roberts Cheswick of Bernardsville, NJ, Susan Cheswick Brewer of Darien and Carol Cheswick Ross of Darien; five grandchildren, and two adoring terriers. A memorial service will be held at the First Congregational Church of Darien, 14 Brookside Rd, January 13th at 11:30. Internment will be at Arlington National Cemetery, with full military honors. In lieu of flowers, memorial contributions may be made to the Darien Library Building Fund.

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Published in New York Times on Jan. 10, 2006.
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14 entries
January 24, 2006
Dear Carol and Family,

I am so saddened to hear of the loss of your dear father. I know this must be such a difficult time for you and my thoughts and prayers are with you. My father sends his sympathies also and we will always remember the first time you came to visit Jennings Realty, Inc. with your dad!

Barbara Dresher,
Jennings Realty, Inc.
Barbara Dresher
January 17, 2006
On a winter Sunday morning we lost a remarkable friend, a fine navigator, a wonderful father, an astute businessman and a very brave man. Richard Cheswick lived a full life. Bravo Zulu, Ches!
Rande Wilson
January 17, 2006
My condolences to Mrs. Cheswick, Carol, Susie, and Bill. May he rest in peace. My family will be thinking of all of you. Carol is a college friend who I will have known 30 years this September. I remember her father quite well, although it was a long time ago, as a very funny and highly intelligent man, having experienced a Thanksgiving with the family a freshman.
Mona Elmamoun
January 17, 2006
January 16, 2006
My prayers are with you all on the loss of Dick Cheswick. He was a fellow South Side High School graduate and admired by all who knew him.
Harriet Robb-ODonnell
January 12, 2006
Mr. Cheswick will be sorely missed by all who were privileged to know him. The Wee Burn community will not be the same without his warm and engaging smile. My condolences to the entire Cheswick family on your loss.
Warren Burdock
January 11, 2006
Dick was one of a kind. He was my mentor, my teacher, my friend. His wise counsel will never be forgotten. I will miss him.
My heart goes out to Ruth, Susie, Carol and William. You are all in my thoughts and prayers.

Joe Dietrich
Joe Dietrich
January 11, 2006
I am so sorry to hear of the loss of your father. I know he was a brilliant and greatly respected and admired man. I am sorry for not having met him. My thoughts and prayers are with you at this time.
Virginia Boo Fitch West
January 11, 2006
It was an honor to be able to hear his stories and his jokes.
Carrie Brewer
January 11, 2006
Incredible man, Incredible mentor, Incredible friend, Incredible loss.
Barbara Fletcher
January 11, 2006
To the whole Cheswick family, Mrs. Cheswick, Bill, Susie and especially my longtime and dear friend, Carol...I was so sorry to learn of the passing of your dad. He was a great man and wonderful father, so highly regarded by all. My heart goes out to you at this time...Love Mandy
Mandy Faulkner
January 10, 2006
My deepest condolences to the Cheswick family upon learning the sad news of Mr. Cheswick's passing. I always enjoyed seeing him in Darien and Hobe back to the early 1960's. He had a kind heart that did not go unnoticed. Extending heartfelt sympathy to you all.....
Bonnie Hough Flint
January 10, 2006
Mr. Cheswick was one of the most wonderful, kind, sweet, generous,intelligent men I have ever known. It has been an honor to have been his employee for over 20 years. I will miss him. May God rest his soul.
Joann Dunn
January 10, 2006
Susan Brewer
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