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Robert R Bliss was born in Newton, Massachusetts.
He attended school at Bowdoin College, Maine, and was drafted into military service (radar technician) during World War II. At that time, he started to create his first figurative paintings, which were self-portraits.
After his discharge, Robert Bliss studied painting at the School of the Museum of Fine Arts in Boston and with Carolyn Wyeth in Chadds Ford, Pennsylvania.
In 1951, he became the art educator and gallery director at Deerfield Academy, Deerfield, Massachusetts.
After his departure in 1964, he settled in Hull, Massachusetts, where he befriended and studied with the artist Samuel Rose (1941-2008). In the following years, he created most of his body of work, which he sold through local galleries and gift shops.
Robert Bliss died of a ruptured thoracic aneurysm on January 11, 1981