Mr. James F. Kiley, "Big Jim"

  • Born: December 31, 1949
  • Died: June 20, 2019
  • Location: Rockport, Massachusetts

Doherty Barile Family Funeral Home

11 Linden Street
Reading, MA 01867

Tel. 781.944.1589

Tribute & Message From The Family

James F. Kiley, most affectionately known as "Big Jim", passed away on Thursday, June 20th, 2019 at the Sawtelle Family Hospice House, surrounded by his family at the age of 69.

Born in Winchester, he is the son of the late Francis and Jacqueline (Keefe) Kiley. Jim was raised in Reading and graduated from Reading High School Class of 68. He then attended UMASS Amherst. Jim was a talented athlete. Jim was a dynamic three sport star, earning nine varsity letters and playing a role in the success of six Middlesex League championship teams. He was an ML All-Star as a junior and excelled as a senior. He won the league scoring title and the Ingersoll Award. He ended his football career by being names to the Record-American All-Scholastic team and earning honorable mention in the Boston Globe and Boston Traveler Team. During his hockey career, he was rewarded when he was named a first team Middlesex League All Start in the 1967-69 season. Jim was chosen in the eighth round of the 1968 major league baseball draft by the Chicago White Sox.

Jim was a hard worker. He owned and operated James F. Kiley Construction for many years. Jim enjoyed skiing, hunting and fishing. He was a true outdoorsman. Most importantly, Jim was a devoted family man. His bigger than life personality, humor and big heart will truly be missed by his family and many friends.

Jim is the long time love of Sheila Sillari. The devoted father of Krista Conroy and her husband Simon, James M. Kiley and his wife Jacelyn and Dina Metrano and her husband Glen. Cherished grandfather of Isabel and Lily Conroy, Amber, Joshua and Michael Kiley and Anthony, Nicolas, Christopher and Joseph Metrano. Loving brother of John Kiley, Francis Kiley and his wife Pamela, Maureen Maddock and her husband Billy, Cathy Guise and her husband Nick and Jill McFadden and her husband John. He is also the uncle to many nieces and nephews.

Family and friends are cordially invited to gather and share memories with Jim's family at the Doherty-Barile Family Funeral Home, 11 Linden St., Reading on Tuesday, June 25th, 2019 from 3pm-6:30pm. Parking attendants and elevator are available.

A Funeral Service will be held immediately following the visitation at 6:30pm.

In lieu of flowers memorial donations may be in Jim's Memory to the American Diabetes Association, 260 Cochituate Rd #200, Framingham, MA 01701.

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Condolence & Memory Journal

My sincere condolences to all of The Kiely Family on Jimmy's passing. Jimmy was a great guy and one of the funniest ever. A gifted athlete and human being. My thoughts and prayers to all of you, he will be missed. R.I.P. Jimmy

Posted by Sally Chanonhouse - Rockford, IL - Family Friend   June 27, 2019

So sad to hear of Jimmy's passing. He worked for my father Donald for many years and was always so nice to me. He had such patience with me - as a little kid, I would try to hang out with them at the work sites and he made room for me! Rest in Peace! Donna

Posted by Donna Zanni-Wshburn - St. Augustine, FL - Friend   June 26, 2019

Sorry to hear of Jim's passing. Many fond high school memories! Gone too soon. RIP
Jean Dyment

Posted by Jean Dyment - Reading, MA   June 26, 2019

Our condolences to the Kiley family. Remember Jimmy fondly from RHS.
Go with God, Jimmy.

Posted by Steven & Joan Fisher - Renton, WA - Classmate   June 25, 2019

I have fond memories of Jimmy way back to Reading Little League Baseball (Red Sox, circa 60-62) and then in high school riding around town with Richie Dyment, Larry MacElhiney and Jimmy. One of a kind athlete and personality.

Condolences to all the Kiley's .

Posted by David Mollica - Windham, NH - Friend   June 25, 2019

Jimmy good friend with a huge heart, smile, and personality who will be missed by all that we're lucky enough to know him.
RIP Jimmy

Posted by Robert Hannigan - Malden, MA - Friend   June 25, 2019

I am so sad to hear of the passing of Jimmy. He was such a great guy with that huge grin and contagious laugh. Sending my deepest sympathy and condolences to all of the Kiley family, and wishing you peace in your hearts. Rest easy, Jimmy <3>

Posted by Marian Muse (Serrecchia) - North Reading, MA   June 24, 2019

Deepest Sympathy to the Kiley Family

Posted by Claudia Miksen - Bradford, MA - Family Friend   June 24, 2019

Jimmy Kiley.... A great guy, long time friend, talented carpenter , hard worker as well as a pleasant personality . He was to all woman handsome as hell. Always up for a good time. He always had a smile on his face. He will be missed , leaving many memories for all to remember . He is in Paradise now waiting till we all join him . Thanks for the memories Jimmy, our thoughts are with you and your family during this difficult time. Keep an eye on all of us keeping your memory alive in all until we meet again. RIP. Our deepest condolences Kitty and Jim Lynch

Posted by kitty Lynch - Reading, MA - Friend   June 24, 2019

Jimmy was my second job I ever had after high school. I'm still using the skills he taught me today from 1980. RIP

Posted by John Butler - Wakefield, MA - Friend   June 24, 2019

Many high school memories of Jimmy. My thoughts and pryers are with his family.

Posted by Sandy Beaudoin Burnham - Methuen, MA   June 24, 2019

To Dina and family. My deepest sympathy on the loss of your dad. Another Angel. Another broken heart. Take comfort in your memories. Big hugs to you.

Posted by Paula Rigby - Burlington, MA - Friend   June 24, 2019

I had the honor of playing next to Jimmy for a long time. He was certainly the most gifted athlete of my time. I lost touch with him over the years but when we did catch up with each other he was the person that he was in grammar school. My sincerest condolences to his family. He will be missed. God speed jimmy kiley

Posted by John freitas - reading, MA - Friend   June 23, 2019

Dearest Jimmy, you will be missed. We have memories of good times way back to 1970. Such fun back then. We know you are at peace now. Will never forget you and your wonderful smile.

Posted by Rusti and Bobby Zanni - Palm Harbor, FL - Friend   June 23, 2019

Sad to Say The Least of Hearing Of Jim Passing. A Good Friend who I Had many Laughs with. My Best to His Family. Michael DiCesare.

Posted by Michael DiCesare - Bradfofd, MA - Friend   June 22, 2019

So sorry to hear about Jimmy. Our prayers are with the family.

Posted by Joe Cormier - Venice, FL - Friend   June 22, 2019

Love you Dina. Always here for you. Mary

Posted by Mary Moran - Wilmington, MA - Friend   June 22, 2019

Such great memories with Jimmy! He was always soo much fun! What stands out mostly was our 4 th of July parties and Reading youth hockey dances...He will be greatly missed...RIP Jimmy❤QCAU

Posted by Deb & Jay Stratton - Reading, MA - Friend   June 22, 2019

Thanks for the memories Jim, condlences to the family Roger Smith S. Newfane Vermont

Posted by roger smith - South Newfane, VT - Friend   June 22, 2019

Jimmy has been a wonderful friend to both my husband Tom and I for decades. It seems impossible that he's gone and that we'll no longer see his smiling face or hear that wonderful laugh again. He will be greatly missed and I speak for both of us when I say we are heartbroken. His sarcastic sense of humor was unparalled. Rest well Jimmy; we shall think of you often and remember you always.

Posted by Jackie Anderson - Newton, NH - Friend   June 21, 2019