WINSLOW – Linda B. Bailey (born Olcott), of Winslow, passed away on April 28, 2022, at the age of 81. She was born on Dec. 30, 1940, in Plainfield, N.J. and lived a long, fruitful, fun, and fulfilling life right up to the end. She passed peacefully in bed – her body no longer able to continue on with what her mind wanted her to do.

“Lin” was a loving wife to her husband, Blaine, whom she adored. She was also the most loving and caring mother to her two boys. She was a consummate entrepreneur, a decorator, a matchmaker, an artist, an animal lover, and a cancer survivor. Smart as a whip, sometimes sly, always witty, and willing to laugh at every opportunity.

Lin lived life to the fullest, always busy doing something. She enjoyed the simple ‘everyday’ with her husband, dogs, and horses. But her mind never stopped looking for a way to turn her latest interest or hobby into a business. An adventurist at heart – as an example, she had no problem taking the helm of the 32-foot sailboat that she and Blaine sailed all over the Coast of Maine. Just try to keep up with her, we would say.

She met challenges in life head-on and determined to come out on top, and more often than not she did – raising two boys mostly as a single mother. Later in life she beat cancer – twice. She was one tough cookie, not that you would see that side of her in conversation. Outwardly she was a true lady and approached every situation with thoughtful sensitivity and a smile on her face.

Lin was an animal lover and always had at least one K9 companion, and often many that she shared her home with. She and Blaine also enjoyed their many horses at their Whoabegone Farm in Benton.

Among her many business ventures – Décor Custom Decorating, The Matchmaker computer dating service (long before anyone else came up with that idea), Bailey’s Business Services (with her husband, Blaine), and L&B Art Effects.

She is survived by her husband of 35 years, Blaine Bailey of Winslow; two sons, Greg (Laurie) Roberts of Baxter, Tenn., and Jeff (Becca) Roberts of Biddeford; her sister, Sandy Terp of Alburtis, Pa., and one grandchild, Jordan Roberts of Biddeford.

Family and friends are invited to gather for a remembrance celebration on Friday May 6 from 2 to 4 p.m. at Governors Restaurant, 376 Main St., Waterville – Dress is casual, and talking, smiling, laughing, looking at all the photos and paintings, and just generally celebrating Lin’s life is encouraged.

Arrangements are in the care of Lawry Brothers Funeral Home, 107 Main St., Fairfield, where memories may be shared, and an online register book signed by visiting http://www.lawrybrothers.com.

In lieu of flowers, memorial gifts may be made in Lin’s name to the ASPCA at https://www.aspca.org

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