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Mr. James  F. Kiley, "Big Jim"

Mr. James F. Kiley, "Big Jim"
  • December 31, 1949 - June 20, 2019
  • Rockport, Massachusetts

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“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...Read More »
1 of 20 | Posted by: Sally Chanonhouse - Rockford, IL

“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...Read More »
2 of 20 | Posted by: Donna Zanni-Wshburn - FL - Friend

“Sorry to hear of Jim's passing. Many fond high school memories! Gone too soon. RIP Jean Dyment ”
3 of 20 | Posted by: Jean Dyment - Reading, MA

“Our condolences to the Kiley family. Remember Jimmy fondly from RHS.Go with God, Jimmy. ”
4 of 20 | Posted by: Steven & Joan Fisher - Renton, WA

“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...Read More »
5 of 20 | Posted by: David Mollica - Windham, NH

“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 ”
6 of 20 | Posted by: Robert Hannigan - Malden, MA

“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...Read More »
7 of 20 | Posted by: Marian Muse (Serrecchia) - MA

“Deepest Sympathy to the Kiley Family ”
8 of 20 | Posted by: Claudia Miksen - Bradford, MA

“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...Read More »
9 of 20 | Posted by: kitty Lynch - Reading, MA

“Jimmy was my second job I ever had after high school. I'm still using the skills he taught me today from 1980. RIP ”
10 of 20 | Posted by: John Butler - Wakefield, MA

“Many high school memories of Jimmy. My thoughts and pryers are with his family. ”
11 of 20 | Posted by: Sandy Beaudoin Burnham - Methuen, MA

“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...Read More »
12 of 20 | Posted by: Paula Rigby - Burlington, MA

“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...Read More »
13 of 20 | Posted by: John freitas - reading, MA

“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...Read More »
14 of 20 | Posted by: Rusti and Bobby Zanni - FL

“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. ”
15 of 20 | Posted by: Michael DiCesare - Bradfofd, MA

“So sorry to hear about Jimmy. Our prayers are with the family. ”
16 of 20 | Posted by: Joe Cormier - Venice, FL - Friend

“Love you Dina. Always here for you. Mary ”
17 of 20 | Posted by: Mary Moran - Wilmington, MA

“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...Read More »
18 of 20 | Posted by: Deb & Jay Stratton - Reading, MA

“Thanks for the memories Jim, condlences to the family Roger Smith S. Newfane Vermont ”
19 of 20 | Posted by: roger smith - South Newfane, VT

“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...Read More »
20 of 20 | Posted by: Jackie Anderson - Newton, NH


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.

For further information, please visit www.facebook.com/BarileFamilyFuneralHome.