Leonard A. Olenchak Jr. Longtime resident of Chelmsford, MA

1946 - 2021


November 2, 2021
4:00 P.M. to 7:00 P.M.
Dolan Funeral Home


November 3, 2021
10:00 A.M. Funeral Home; 11:00 A.M. Mass
St. John the Evangelist Church

Leonard Anthony Olenchak Jr., 74, a longtime resident of Chelmsford, MA died Friday morning, October 29, 2021 surrounded by his loving family at his home.

He was married to Mary Ann (Proulx) Olenchak for 52 years.

Born in Boston, MA, he was the son of the late Leonard A. Olenchak, Sr. and Dorothy (Ryan) Olenchak.  He graduated from Chelmsford High School with the class of 1964 and attended Merrimack College.

He retired from Ace Glass of Vineland, NJ in 2014.

He served on the Chelmsford Commission on Disabilities, as the Chelmsford ADA Coordinator, on the Council on Aging and as a Chelmsford Town Meeting Representative.  Len was a member of the Chelmsford Lions Club, holding several offices in the club, including Vice President and President.  He received the Melvin Jones Fellowship Award for dedicated humanitarian services to the Lions Clubs International Foundation. He coached his son’s team for many years in the Chelmsford Little League.

He was a communicant of St. John the Evangelist Church, North Chelmsford, MA.

Len enjoyed wood working and creating stone walls on his property in his spare time.

He is survived by his daughter Tricia (Stephen) Cassella of Madison, NJ, his son Michael (Lisa) Olenchak of Chelmsford, MA, two sisters, Diane (Steven) Carignan, Nora (James) O’Malley and two brothers, Stephen (Elaine) Olenchak , Kerry Olenchak, a brother-in-law, Daniel Ralls, 3 grandchildren, Maxwell Cassella, Mitchell Cassella, Amanda Rosa, and many nieces and nephews. He was the brother of the late Christine Ralls, who passed away on August 21st.




OLENCHAK, Leonard A. Olenchak Jr., 74, of Chelmsford, MA died Oct. 29, 2021. Visiting hours Tues. 4 to 7 P.M. Funeral Wed. at 10 A.M. from the DOLAN FUNERAL HOME, 106 MIDDLESEX ST. CHELMSFORD, with a funeral Mass at 11 A.M. at St. John the Evangelist in N. Chelmsford.  Burial in West Chelmsford Cemetery, Chelmsford.  Memorials may be made in his name to the American Heart Association. ARRANGEMENTS BY DOLAN FUNERAL HOME 978-251-4041. Guestbook at www.dolanfuneralhome.com.

8 Condolences for Leonard A. Olenchak Jr. Longtime resident of Chelmsford, MA

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    Woodward William v


    Sorry for your loss. Len was a good friend, great roll model, and will be missed. Thoughts and prayers..
    Bill. W

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    Dennis & Patricia Cahill


    Dear Maryann and family,
    May you find comfort and peace knowing Lenny is in his heavenly home free from pain and sickness. He will continue to watch over you, his loved ones, just as he did here on earth. Hold close in your heart the beautiful memories you have of him. They will remain forever. Until you meet again, you’ll be in our thoughts and prayers. Our deepest sympathy in the loss of a wonderful man. Dennis & Patricia Cahill, Dracut, Ma

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    Steven Cioletti


    Olenchak Family

    Sorry for your loss. Len Olenchak was a great person. He did alot for the Chelmsford community. He was a fantastic Lion. He will be missed

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    Peacock Family


    Trish, MaryAnne and family,
    Dean and I are so very sorry for your loss. We enjoyed Len’s company at family gatherings in NJ and send our love to all of you. We will keep you in our thoughts and prayers.

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    Lisa Gagnon Olenchak


    Maryann ,Trish and Michael ,
    Lenny was my father-in-law for only a short time, I wish It could’ve been a lot longer. I will always keep him in my thoughts and prayers. I will take good care of his son. ? I Promise!
    You were a great man, And you will be truly missed. R.I.P Lenny , I love you ! ❤️

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    Sandra Wilcox


    Maryann, sorry to hear of Lens passing. Although I only knew him for a short time, I connected with him and you. This is Len; a simple kindness makes a
    normal day extraordinary!
    Sometimes there are no words, only shoulders to lean on, hands to hold,
    and hugs to comfort. Warmly, Sandy Wilcox

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    Becky Herrmann


    I would like to express my condolences to your family for your loss. Len was one of the first town officials I met when I started at the library 20+ years ago, as he explained his desire to make the sidewalks in front of the library ADA accessible. I often saw him in the library and around town after that and he was a warm, compassionate man who strongly advocated for the rights of others. His contributions to the town will surely be missed. Peace to your family.

    • Avatar

      Robert Hamilton


      We all miss Len, I met him about 50 years ago through the friendship of Dan, my son and Michael. Len coached their Little League team. Both families became friends after a few games and Mary Ann and Anne really hit it off as well. Soon Len asked for volunteer help with Little League and I was hooked. He had a way of asking that could not be refused. He even got Trish to help out with the team We became very good friends from then on along with members of both families.
      As time passed Len talked me into helping with other town related activities. Everywhere we went, townspeople knew him and knew he was on a mission for his town. Even when we stopped for coffee or lunch people would stop by to say hello.
      He was a friend to all and my best friend. Rest in Peace Len.
      Bob Hamilton

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