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BORN
1955
DIED
2025
FUNERAL HOME
Robert Failla Obituary
Born in Pittsfield on March 26, 1955, Bob was the son of the late Vincent and Arline (Driscoll) Failla. He graduated from Lee High School in 1973 and went on to work as a Low Voltage Electrician until his retirement in 2003.
Bob was a man of many passions. He took pride in working on his home, tending to his gardens, and perfecting his landscaping. An avid golfer known affectionately as "Champ," he was always happiest on the course. Bob was also a devoted fan of Bruce Springsteen-his first concert was at the Music Inn in Lenox in 1975, and from then on, he went on to see "The Boss" over 100 times. He cherished watching his beloved Yankees, but above all, his greatest joy was time spent with his family.
At the heart of Bob's life was his daughter, Courtney. She was his world-his pride, his joy, and his constant inspiration. He was a loving, supportive, and endlessly devoted father who affectionately called her his "Rock Star," a nickname that perfectly captured the bond they shared and the love he carried for her every single day.
Bob is survived by his daughter, Courtney Failla of Haverhill; his wife, Lee (Vella) Failla; his sister, Marie (Failla) Beron and her wife, Diana Goddard; nephews, Harry Beron and wife Becki (Hall) and Robert Beron and wife Kasey (Connors); as well as great-nieces, Rhea and Maddi, all of Pittsfield. He also leaves behind his loyal dog and constant companion, Chase.
He was predeceased by his parents, Vincent and Arline Failla, and his brother, Louis Failla.
Bob will be remembered always for his humor, his passions, his unwavering love for family, and the deep mark he left on the hearts of those who knew him.
FUNERAL NOTICE: Calling hours will be held at Dery Funeral Home on Friday, October 3, from 11:00 a.m. to 12:00 p.m., followed by a Celebration of Life at the Proprietor's Lodge, 22 Waubeek Road, Pittsfield.
In lieu of flowers, donations may be made to Saving with Bria, Inc., in honor of Bob's lifelong love of dogs and mailed to Dery Funeral Home, 54 Bradford St, Pittsfield, MA 01201.
To plant trees in memory, please visit the Sympathy Store.
Memories and Condolences
for Robert Failla
Sponsored by The Berkshire Eagle.
Kim Burton
October 10, 2025
Marie,Lee and family,
I just heard about Bobby`s passing. I am so sorry. He was a great guy! My thoughts and prayers are with you all. Kim
David Bowers
October 5, 2025
Lee,Marie,Diane ,Courtney, nephews and great nieces,we are so sorry on your loss of a great kind person and friend.We grew up together on Saint James Ave .and later worked at GE.A few years ago he moved back to Saint James. and we had some nice talks.He will be missed for sure.Thoughts and prayers go out to all of you .RIP Bobby.Love ,Dave ,Lisa Bowers & family
Earl & Linda Way
October 4, 2025
So many memories with Champ, whether skiing at Butternut basin, vacationing (Bob was our radio man) purchasing records (he introduced me to a guy name Eric Clapton.) We lost a great one!
Joe Toole
October 4, 2025
I'm saddened to learn of Champ's passing and only wish I could have attended is celebration of life. Bob joined us in fifth grade at St Mary's in Lee and quickly became a friend of everyone around. I loved playing golf with Bob because he kept the rule book near at hand which definitely improved my game and any that had the pleasure of playing with him at Greenock CC. He was also a great inspiration having to endure his many trials all with the most positive attitude and a wonderful infectious smile. May he now be at peace.
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David Mougin
October 2, 2025
I remember Bob as one of my late brother Jim's friends and classmate. My sincere condolences go out to his daughter and family.
Don Longo
October 1, 2025
In 8th grade at St. Mary´s School, Bobby threw a class party at his house. It was one of the best parties we all had ever attended. We played 45´s on the record player, danced, ate great food and drinks (non-alcoholic of course). It was the party of the year as we all had so much fun.
And the next day, many of us were on the First Hole Tee Box at GREENOCK CC talking about how fun it was before we all enjoyed our day playing golf. Bobby always won. He was a great golfer.
mark ferris
September 30, 2025
lee,marie,and courtney, I am very sorry to hear bob, my condolences to you and families.
Joanne
September 30, 2025
Bobby and I have been friends since 1st grade. You know the story about us. He never let me forget it whenever we saw each other. What great memories. I'm so happy we got to see each other at Aunt Noni's gatherings. He will be sadly missed by all that knew him. I pray for him and all his family. Marie stay strong. He loved you and his family
Gail Brown
September 30, 2025
Lee, I am truly sorry for the loss you're experiencing. Please know that my heartfelt thoughts and prayers are with you during this difficult time.
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