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Rupert Leonard Obituary

LEONARD Rupert A Jr. of Roxbury, January 12, beloved husband of Eleanor M. Leonard, Father of Jafar, Kiette, Kama, Jasmine, Jihan, and Regina. Survived by 2 grandsons. Brother of Faith Beyslow of Owing Mills, MD; Douglas and Donald Leonard of Brockton, MA; and Gregory Leonard of Setauket, NY. Memorial Services at Morning Star Baptist Church, Mattapan, Friday January 27, Visitation of Family at 10 am followed by Memorial Service at 11 am. In lieu of flowers please make donations to the MGH Cancer Center, in memory of Rupert Leonard Jr.: https://giving.massgeneral.org/cancer/donate/

To plant trees in memory, please visit the Sympathy Store.

Published by Boston Herald on Jan. 19, 2017.

Memories and Condolences
for Rupert Leonard

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Jack

January 15, 2025

It's good to see so many people acknowledging the life of Rupert Leonard. Rupert was a schoolboy track legend in Massachusetts and New England. The color of his skin did not matter to any of us. The effort that he put into his sport caused us all to really admire him and many black track athlets sought to emulate Rupert. He
was astounding and memorable

Jack

October 14, 2020

Rupert elevated every track meet at White Stadium.... You knew he was on his way to a great finish... the crowd loved him.... He made it exciting for all us and it appears that he lived his life the same way.. always a champion. We had a few common friends back then... It has been a while Rest in Peace.

Scott Anderson

October 20, 2019

So sad to come across this obituary for Rupert. Whilst he was in Glasgow in 1995 as a Boston PD Officer on an exchange programme with Strathclyde Police (Scotland) he came to my assistance whilst I was my driving my taxi. He single-handedly disarmed my attacker who was attacking me with a twelve inch butchers knife and carried out an arrest assisted by Police Officer Peter McDonald (Strathclyde Police). I will always be eternally grateful for Rupert and Peter for being my guardian angels that night and his and Peter's words of comfort in the hours that followed with me in the Police Station have stayed with me ever since. Deepest condolences to the Leonard family and such a sad loss. God bless you Rupert. Scott Anderson (Glasgow, Scotland)

Linda Tauhid (Lindsay)

February 2, 2017

Condolences to the Leonard family. "Ricky" was one of my big brothers from JP and his mother was a close friend of my mother. Job well done. Rest in peace.

Diane Upshaw

January 29, 2017

Rupert I will never forget you. We were part of the J.P. Family back in the day and memories live forever. RIP As you live in the Garden of Eternal Paradise. I will pray for you as well as for your Family..#alwaysJ.P.strong

john sisco

January 26, 2017

RUPE!RUPE! was the first name I heard a crowd cheer,I used to think you ran at the back of the pack so you could make those dramatic finishes at the end.you will never be forgotten my brother,condolences and prayers to the Leonard family.Omar will be missed

Cynthia Monteiro

January 26, 2017

The Paris family of Brockton Massachusetts and Truro, Nova Scotia, Canada sends their deepest sympathy to the entire Leonard family. Our thoughts are with you during this time of sorrow, along with our wishes that the memories of Rupert " Omar " Leonard bring you peace, strength and comfort. God please bless the Leonard Family and touch them with Your healing hands. Please mend their broken hearts Lord and give the Leonard family assurance that their sorry is not without hope. Omar we will miss you, my brother, Rest eternally in Paradise.

Teddy Pierre

January 24, 2017

The Pierre family loves and will miss Omar. An inspirational man and friend.

Gwen Williams

January 22, 2017

Rupert will be remembered fondly by many of us who grew up in Roxbury. Prayers and wishes for comfort are sent to the family.

Rick, Helen & Nevaeh

January 22, 2017

Our deepest love and heartfelt prayers to all the family.

January 22, 2017

Dear Sister Ellie, nieces, nephew...all family of our Omar. It is now a time for sorrow because your heart is heavy with loss. It is important to weep freely and honestly for love. It is all about missing your loved one. God knows. He is the Giver of tears. The day is coming when your tears will turn to joy again. How awesome is it to have had Omar for so many of his 70 years!
Comfort one another with precious memories and the personal legacy he left for each one of you.
No more pain and agony. Now, rest and peace.
Hallelujah. God grant each of you His comfort.
Peluso family and R. Cardoza family.

Peace Jr. & Debra Foxx

January 21, 2017

Dear Eleanor, Leonard children and family; I will always remember our Brother-in-law Omar standing tall, with a presence of authority and a really nice smile. I fondly remember that our Dad, John C. Silva, considered Omar to be a "man's man," and on many occasions Dad would say, "I have a lot of respect for Omar." We all have a sense of pride for Omar's dedicated service as a Boston Police Officer; how proud all of you must be! We love Omar and we know you mourn his departure and miss his presence. I pray that the good Lord provide you strength in your grief to also remember Omar's life and the precious time you had together. Omar now lives in the presence of the Lord and until we meet again, he lives in your lives as well. Carry on Omar's legacy of service in the path God has chosen for you. May God continue to bless you all.

William Duffin Jr.

January 21, 2017

Another Roxbury Legend has moved on. What a special time we came up in...May The Lord welcome U 2 a better place. And may your family feel the comfort of your smile, knowing that we will ALL meet again...

January 20, 2017

Rupert, you are dearly missed. Your smile will always be a light in my heart.Give Kiette a big hug.G

Azell Martin

January 20, 2017

My deepest condolences to the family of Rupert (Omar) Leonard Jr, a Great friend and former classmate.
We ran track together representling English High..what a pleasure..YOU left your mark at White Stadium, this city and state..We became The New England Champions, because you were one of the GREATS..What can i say, MY FRIEND..YOU FOUGHT THE FIGHT>AND NOW WILL REST IN PEACE IN THE TRACK AND FIELDS BEYOND..
I WILL MEET YOU THERE ONE DAY>RIP, LOVE AZELL

Caroline Goyette

January 19, 2017

You fought with all you had and god just decided it was your time to return home. I will miss you Uncle Omar and my condolences to my Aunty L, and cousins Jafar Jasmine and Jihan also little Omar. I love you guys!

Bill Overton

January 19, 2017

I can remember telling Kiette and Kama how we'd yell "Rupe, Rupe, Rupe" as he came from behind the wall, striding towards the finish line at White Stadium. A special guy and will be missed by many. Much love to the family. Peace,
Bill Overton

January 19, 2017

I am very sorry my friend and neighbor is not with us any more, I am gratified to have known you you for the last 60 plus years. May God bless you and your family. Peace and Power

Alice Ann Luster

January 19, 2017

To the family of my friend Rupert Leonard I send my condolences and prayers to comfort you at this time.
My friend will be truly missed in this community. RIP Rupert.

Katika Julious

January 19, 2017

I love you, Uncle O. Even though I haven't seen you in a few years, I'm going to miss you. Please give transitioned family love & kisses for me.

Howard Watts

January 19, 2017

My condolences to the family of my friend Rupert.

Andrea Walker

January 19, 2017

Omar, my fellow picker, my friend, I have missed your smiling face, your African wardrobes, and your coolness.
Sonny Walker's has lost a true gentleman. I will miss running into you in Jamaica Plain picking things at Boomerangs. Thanks for the history lessons and words of wisdom. Missing you much.

Abdur-Rahim Muhammad

January 19, 2017

Honored to have witnessed his greatness as athlete and good nature as friend and classmate at Boston English High School. Legendary track star helped make White Stadium proving ground for top competitors. R.I.P. King

Sterling Anderson

January 19, 2017

Sterling Anderson - Rupert and I ran track together in high school we were on opposing teams. He was a great competitor. I always look forward to seeing him at Juneteenth. I'm going to miss him.

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