Obituary: Ann Bailey Cain, 1955-2019 | Obituaries | Seven Days | Vermont's Independent Voice

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Obituary: Ann Bailey Cain, 1955-2019

Berklee grad went from singing to nursing, Vermont to Rhode Island

Published October 8, 2019 at 7:00 a.m.
Updated October 23, 2019 at 4:47 p.m.

Ann Bailey Cain
  • Ann Bailey Cain

Ann (“Anny”) Bailey Cain — beloved wife, mother, sister, cousin and friend — passed away October 4, 2019, at the Philip Hulitar Hospice Center in Providence, R.I.

Anny was born to Everett Clark Bailey and Doris Doerfler Bailey on May 16, 1955, in Burlington, Vt. The third of four children, she was raised in the Burlington area, attended local schools and graduated from South Burlington High School in 1972. After high school, she attended the Berklee School of Music in Boston and pursued a singing career in New York City before returning to Vermont.

Anny graduated from the University of Vermont School of Nursing as a registered nurse. Anny worked passionately in different nursing specialties for more than 40 years, including surgical/operating room, ob-gyn and oncology in Vermont, Florida and Rhode Island.

She is survived by her husband, David E. Cain Jr., of Jamestown, R.I.; her son, Tappan Little, of Colchester, Vt.; and her stepchildren David E. Cain III (Nancy Turner) of Waitsfield, Vt., and Eliza Cain (Randy George) of Moretown, Vt. Anny leaves two brothers, Thomas Bailey (Linda) of South Burlington, Vt., and E. Clark Bailey of Salt Lake City, Utah; and nephews Spencer (Jacki) and Skyler (Crystal) and niece Rachel (David), all of Vermont. Anny also leaves very special cousins Daniel and Mary Jo Davis of West Burke, Vt., and Carol Kelly of Portland, Maine. Anny came from a large family, including many cousins in Vermont, Maine and New York.

Anny and David renewed an earlier relationship, marrying on February 18, 1995. For both, it was the love of their lives. They enjoyed many happy years together at their home in Fayston, Vt., before moving “south” to the village of Jamestown on the lovely island of Conanicut in Rhode Island.

Anny had a happy and fulfilling life, living every minute with unbridled enthusiasm — she was a breath of fresh air to all whom she met! She enjoyed sailing, skiing, swimming, singing and dancing (and the Boston Red Sox). She was very social, making friends easily by bringing warmth and humor to whomever she met and whatever she did.

A memorial service will be held on Saturday, October 12, 2019, at 11 a.m. at St. Matthew’s Episcopal Church, 87 Narragansett Ave., Jamestown, RI. In lieu of flowers, contributions may be made to Jamestown Fire Department-Emergency Medical Services Division at 50 Narragansett Ave., Jamestown, RI 02835. For full service details, please visit

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