Howard Pinskey

Howard Samuel Pinskey

October 10, 1939 - January 31, 2021
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Service Details

  • See Notes Below

    Thursday, February 4th, 2021 |
    Thursday, February 4th, 2021
    Virtual Funeral
    Please click the view the webcast link to watch the funeral service.
    The Memorial service will be at 1:30pm, and the Columbarium will be at 2:30pm on Thursday, February 4th.

    The Zoom link is the same for both the Memorial service and the Columbarium service and is located at the top of this page. Click on "View the Webcast" to open the Zoom link.

    The Zoom passcode for the service video is: 059163
  • Shiva

    Virtual Shiva
    Virtual Shiva
    Virtual shiva will be held on Thursday, February 4, at 7 pm and Saturday, February 6, at 7 pm.

    Click here to join the virtual shiva

    Meeting ID: 538 497 8540
    Password: 281871


Donations are being accepted for:
Friends of the Jewish Chapel at the United States Naval Academy

326 First St., Suite 22, Annapolis, MD 21403


Howard Samuel Pinskey from Annapolis, a successful businessman and a pillar of the community passed away on Sunday, January 31st with his family by his side. He was 81.

Howard was raised in Scranton, Pennsylvania. He celebrated his Bar Mitzvah and became an Eagle Scout at the conservative Temple Israel.

He graduated from the United States Naval Academy in 1962 with a Bachelor of Science degree in Engineering (electrical). He served on active duty and in the Navy Reserve for 21 years, retiring in 1983 with the rank of Commander.

Howard’s professional career has been primarily in the fast-food restaurant business and in real estate development. Since 1983, he has been involved in all aspects of the restaurant business having been associated with over 47 food establishments. Howard was a Vice President of the Taubman Company, a nationwide premier shopping center development company, and in the development of a 250-room luxury retail and hotel complex in Charleston, South Carolina. Additionally, he has owned, developed and constructed office, commercial and residential locations in Maryland and Florida, most notably, Ann’s Dari-Crème, a Maryland fixture for over 70 years.

Howard was a member and past President of the Annapolis Housing Authority’s Board of Commissioners, Board Member of Congregation Kneseth Israel for over 20 years and a member of the Jewish War Veterans, often using his 1970 Jeep for their group in the Annapolis Memorial Day parade. Howard is the founding President and Board Member of the Friends of the Jewish Chapel (FOJC), an organization that planned, developed and raised funds for the construction of the Commodore Uriah P. Levy Center and Jewish Chapel on the grounds of the Naval Academy. He is the only USNA Class Secretary of the Naval Academy to serve as Secretary for over 60 years.

A fixture in Annapolis since 1983, his larger than life personality and booming voice made him one of a kind and always remembered, whether at a local restaurant or at Nordstrom; everyone knew Howard and everyone remembered Howard.

Howard was the ultimate Navy football fan and could often be heard shouting from his box on the 50 yard line “GO NAVY”.

Howard is preceded in death by his parents, Jack and Fanye Pinskey. He is survived by his loving wife of 55 years, Thea, his sister Raleigh Pinskey, his nieces Cindy Siesel, Amy Applestein (Brian) and Stacy Frazier (Dwayne) and his beloved great nieces and nephew, Jaclyn, Bridget, Tori, Karli and Logan.

A private family service will be held at the Uriah P. Levy Center and Jewish Chapel with interment at the Naval Academy Columbarium. Due to Covid-19 restrictions, the Naval Academy has requested that only those personally invited by the family attend the columbarium service. Please see the link to watch the live stream of the services. Virtual shiva will be held on Thursday, February 4, and Saturday, February 6, at 7 pm.

Donations may be made in Howard’s memory to the Friends of the Jewish Chapel, 326 First Street Suite 22, Annapolis, Maryland 21403
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We encourage you to share your most beloved memories of Howard here, so that the family and other loved ones can always see it. You can upload cherished photographs, or share your favorite stories, and can even comment on those shared by others.


Wendy Abraham

Posted at 11:34am
A great memory at the Jewish Chapel from 5/18 after the Baccalaureate.

Wendy Abraham

Posted at 11:27am
Howard's mom, Fannye, and my mom, Ros Handin Goldberg, were first cousins. I got to know Howard when i was a kid and he was at the Naval Academy. I remember seeing him in his dress uniform and thinking how handsome he was and what a mench. I got to know him better over the years and in most recent years saw him at the Jewish Chapel, bumped into him in his "Annapolis" and we last spoke on 12/29/20. We talked of getting together "after COVID" when things were more normal...that will never happen. Howard was bigger than life-enthusiastic, warm and caring. May his memory always be for a blessing.

Jim and Nancy Bass

Posted at 09:01pm
To meet Howie was to walk into the warmest open arms and the biggest heart known.

May God wrap His Grace and Love around his family and all those whom he befriended.

Jim and Nancy Bass

Robert P Kuntz Class of 1962

Posted at 03:45pm
A great human being, one of a kind, a true friend and many more wonderful descriptions of Howard Pinskey.
A true lover of the Academy and the Naval Service and all its traditions. A real stand up member of the Class of 1962.
A business man from day one,Plebe Year-Howard made arrangements for a bus to take Us ( Mids from the Coal Regions of NE Pennsylvania) every Christmas Leave...First stop--outside the 7 mile limit. A refueling stop for the four-five hours home....
My deepest sympathy to Thea and their family and Raleigh his sister...R....Life without Howard will never be the same...
For all of his goodness and all the great things Howard did for so may people I'm sure the Good Lord will find a room for Howard in his house...RIP my friend..."Fair winds and following seas".
He will continue to be in my prayers and thoughts...

Matthew Krauz

Posted at 01:28pm
Howard brought joy to so many people. My time with him in Eastern Europe and Israel, and during services and events as a midshipmen were instructive moments in which his friendship, mentorship, and kindness ushered me towards a trajectory of positive leadership, relationships, and morality in the future. A wonderful person, his philanthropic soul, infectious smile, and joyful love of life are all cause for celebration and will be sorely missed among those who love and admire him. Rest well, Sir. We have the watch.

Sarit and Hezi Brosh

Posted at 12:49pm
It's so sad and hard to believe that Howard is not with us. We will always remember Howard's modesty, leadership and love for people. He loved Thea and family , the USNA and midshipmen, Israel, and our community. And we will always love Howard. May his memory be for a blessing! יהי זכרו ברוך.

Phil Olson USNA '62

Posted at 12:19pm
Howey was a treasure of the Class of 1962 while at the Academy and for the intervening 60 years. He will be truly missed. My condolences to his wonderful family. You are all a tribute to his tenacity and outgoing personality. Rest in peace my friend.

George Fitzgerald, USNA '62

Posted at 12:33am
Howard Pinskey.
He was my friend since my first day at USNA and his eighth, the guy in the opposite room.
What a loss to those of us still remaining in the USNA Class of 1962.
From the time we graduated, he, as Class Secretary, was the glue that held each of us connected to the Class.
Long before the instant internet, Howard diligently wrote the Class column for Shipmate, and mailed it in before the deadline, no matter where he was. And no matter where we were at the time, Howard’s message was read and appreciated. And that appreciation continued through deployments, marriages, divorces, the ups and downs of any life, and just a few wars.
And that diligence over the decades continued after all of us had left active and reserve service. It continued while he was building his many businesses. How he successfully juggled it all was a marvel to behold.
And while that success is the measure of his life, it is also the measure of how much he will be missed by those of us in the Class of 1962.
Goodbye, my friend.

Jody Goldsmith

Posted at 08:50pm
What a loss, what a huge loss for he was still giving so much, though he had already given more than his share. Howard loved his wife, his family, his town, Annapolis, the USNA. We at Congregation Kneseth Israel are forever in his debt for his long term and devoted service, his honesty, his generosity. And the same goes for us in the Jewish War Veterans -- at the last Memorial Day parade, in 2019, Howard was out of town and he allowed me the honor of driving that great 50-year old black jeep, MD license PINSK62, I think. The American and Post flags were waving proudly -- I had fun telling Howard there were three of us Vets in the Jeep that day -- two Army and one Air Force. It was another good laugh with Howard. Rest in peace good friend.

Sharon N Willig

Posted at 01:45pm
Dear Thea, Raleigh, Geri, Kenny, Amy, Cindy, Stacy and their children,
My heart goes out to you all. May his memory be a blessing. He will not be forgotten by those who loved him and cared about him.
Sincerely, Sharon Willig

Susan Weikers

Posted at 06:37am
Please accept y deepest condolences..Howard was a mensch and a leader..his commitment to life was palpable..May he Rest In Peace and May his memory be for a blessing..May the wonderful memories that you shared bring you comfort during the difficult days ahead

Ray Madonna USNA '62

Posted at 10:56pm
Clearly Howard was powered by the energizer bunny, he seemed to always be on the move. He served as Class of 1962 Class Secretary for over 60 years and was a valuable asset to us. He truly cared about people and making other lives better. A very unselfish man, he will be missed very much.

Michael Stewart

Posted at 05:17pm
It’s a terrible loss but since Howard was always laughing I thought I’d share a story.

As you know Howard was a man of considerable means. He helped found the Jewish center/temple at USNA. He had the best box seat at the USNA stadium. You considered yourself lucky to get an invitation to it. You’d meet the most interesting people there. He sponsored trips to Israel.

But he was not flashy. He loved his old jeep and his standard uniform was jeans and a shirt. And his favorite place to eat dinner was a diner.

One day I was running a long distance and I stopped in a McDonalds to get some water. I saw Howard sitting down reading his paper eating breakfast. So I joined him. We ended up spending nearly the next 3 hours telling stories and laughing. Towards the end a lady came up and said: “you may have not noticed but I’ve been listening to you two carry on. Laughing. Kidding. Its fun to just listen to you two cracking up. It’s clear you have some sort of relationship but I couldn’t figure it out. Are you related?” I said “oh no, Howard is a kindly old man down on his luck so every Sunday I take him out out and buy him breakfast.” Howard immediately burst out laughing and said “and if I’m lucky he buys me two breakfasts. He’s the best.”

Here’s one of the most prominent men in Annapolis not caring if anyone knew and always doing for others and making people laugh.

Howard, to a life well lived. May his memory be a blessing and an inspiration to us all.

Janet and Alan Wolf

Posted at 04:56pm
Thea and Schwartz Family
We were so sorry to hear about Howard. He was a force of nature. He will be missed by so many. May his memory be a blessing. Many memories, many blessings.

Jessica L. Bird

Posted at 02:39pm
Thea, we are thinking of you and the rest of the family and sending our love and deepest sympathies at this difficult time. Howie was a force of energy - and always had a good story to share. I can't remember a time when I didn't know you both and I have such fond memories of Howie - from riding on Victoria Vespa to listening to him lead the annual Seder at Amy's that we were fortunate to be a part of. He was such a positive influence - in the community and beyond - and he will be remembered and missed by all those who were lucky enough to know him. May his memory be for a blessing to all.

Phyllis & Leonard Attman

Posted at 01:34pm
Howard was the ULTIMATE “MENCH” to all who came to know him ,How fortunate we were to have him come into our lives ,so we could participate in the Annapolis jewish community needs for Education & life in The Naval Academy religious programs with the Midshipmen; His leadership was exemplary!His caring for Humanity set an example for all to follow ; May he Rest In Peace , Let’s treasure his Memories !

Helene and Jeff Waranch

Posted at 10:10am
Theo and everyone--We are thinking of you and the family at this sad time. Howie was always smiling and lots of fun. He was most accomplished and so helpful. We will all miss him. May your many memories sustain you. Hugs,

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