OBITUARY

Robert Carroll Dempsey

April 13, 1949August 30, 2020
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Robert “Bobby” Carroll Dempsey - Beloved Husband, Father, Brother, Son, Pop-Pop and Friend died peacefully in his sleep on Sunday, August 30, 2020 in Columbia, MD at the age of 71. He was born April 13, 1949 in Washington, D.C. to James & Mary Jane Dempsey. Bob was raised in a rambunctious home with his siblings, Barbara, James, David, Donald and Jack; preceded in death by his brother Thomas and parents. He cherished growing up in such a large family and often reminisced about his childhood. Bob credited his sister for teaching him how to dance and recalled getting into mischief with his brothers, playing rec sports, spending his allowance at the corner store, and enjoying his favorite home-cooked meals. Bob and his wife Mary Dempsey (O’Brien) resided in their family home for over thirty years in Columbia, MD. They focused on raising their children together and providing a loving home. Bob became a Father when Dawn Morrissey was born; and continued to be called Dad by Patricia Cox, Katie McCarthy, Lyndsey Dempsey, Eric Dempsey and Bridget Wentling. He influenced his children in many ways, supported them in their endeavors and their memories together will be treasured. He is also survived by his Son in Laws, Glenn Morrissey, Christopher Cox, Robert McCarthy and William Wentling- who he always loved striking up unique conversations with and expressing his gratitude for their care of “his girls”. He was brought so much joy when he became a Grandfather aka “Pop-Pop” sixteen years ago. His six grandchildren- Ella and Jackson Morrissey, Charlie and Callie Cox and AJ and Gavin McCarthy- will likely smile when they recall their special memories. Some of which include his unique gifts at Christmas, the personal teaching moments they had, his listening ear at story time, the playful games that included- pirate sword fights, superhero impressions and “where’s my blanket”. Bob graduated from DuVal High School in 1967 and attended Community College. After retiring from Kiplinger Washington Editors, Bob started his own printing company. As technology evolved, his printing business faded; Bob began to work for Win Kelly Chevrolet in Clarksville, MD. He was described by colleagues as “one of the good guys” in the business and always would try to find a good deal for his family and friends. He was a devout fan of the Washington Redskins and the Baltimore Orioles. Bob always dreamed big and tried to strike it rich with the occasional penny slots, lottery scratch offs and a two dollar bet on the number two horse. Before becoming an arm chair quarterback, he played softball with the Jaycees and Kiplinger (KWE). He was passionate about politics and enjoyed the simple pleasures in life, like- music, good food, cold drinks (crushed ice preferred), and a friendly card game with good company. Robert Dempsey was loved by many and was able to leave lasting impressions on those who knew him. He was a genuine, well intentioned man, with a full head of white hair. He will continue to spark silly memories for those who loved him and will be sincerely missed by all.

Family will receive friends at Witzke Funeral Homes, Inc., 5555 Twin Knolls Rd., Columbia, MD 21045 on Wednesday, September 9th, from 3pm to 5pm, where a Memorial Service will begin at 5pm.

Please feel free to join the service through the Witzke Funeral Homes, Inc. Facebook page or through Robert’s website page at www.witzkefuneralhomes.com. (To submit a photo, video, or message to Robert’s collage visit www.mem.com/9331166 on Wednesday, September 9th)

Due to gathering size limits there may be a wait to enter the building. Facemasks are required.

Services

  • Visitation

    Wednesday, September 9, 2020

  • Memorial Service

    Wednesday, September 9, 2020

Memories

Robert Carroll Dempsey

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Scott Springer

September 9, 2020

I had the pleasure of working with Bob at Win Kelly Chevrolet Buick GMC . I worked in sales with Bob for his entire tenure at Win Kelly. In my over 20 years of working at the dealership, I saw a lot of people come and go. Many, in fact most, could not handle the rigors of working in commissioned auto sales - the long hours, the challenges of dealing with the public, and the up-and-down nature of the business. What I admired most about Bob was his ability to never let all of the "drama" in the showroom get to him. He was always the same good guy no matter what. And, he was always respectful of his co-workers. I don't think I ever heard him say anything bad about anybody. I can't say that about too many people, including myself. Simply put, I'm thankful that I got the opportunity to work alongside Bob. He will be greatly missed by everyone who knew him.

Jim Conrad

September 6, 2020

I have many happy memories with Bob. We were very active in the Odenton Jaycees during the 70's, with both of us serving as President and Vice President and chairing many projects. Together we conducted a number of really great dances with a band called "Lemon Lime" at the Odenton Fire Hall. Those were great times! The Jaycees also ran a firewood project for needy people in Anne Arundel County. Bob and I were honored by Bob Pascal, the AA County Executive for this project. (See the photo). We have remained friends over the years and usually got together once or twice a year for dinner so we could talk about the "old days". He was a dear friend and I will miss him.

David dempsey

September 4, 2020

Bob you will be greatly missed brother. You always had answers to all questions asked. We joked sometimes and called you docter Bob. You where always their when we needed you with advice,support,and encouragement. Love you brother and God bless

Elizabeth O'Brien

September 2, 2020

Extending our deepest sympathies to the family.

Bobby's passing has certainly left a giant hole in the hearts of everyone who knew and loved him.

My memories of his kindness, generosity and quirky sense of humor will forever bring a smile to my face.

And yes Bob... I still refer to Calvert County as Cal-vert and not Cul-vert as you predicted I would once I lived here for ten years but you hit the nail on the head with me saying "y'all " and developing a country accent.

I'll miss you my brother...

Jack Dempsey

September 2, 2020

I have many fond memories of my brother Bobby growing up. He always looked out for me and was someone I could talk to. I especially cherish the memories of recent years when we would get together with family for dinner, holiday parties and card games. I will miss our conversations and all the unique emails he would send me. I really have no words to convey the loss we will all feel without him here.
Love you and miss you brother.

Michael Radzilowski

September 2, 2020

Bobby and I are Cousins and I was so sad to hear of his passing.

For many years when we were children my Mother, Catherine, would take us over to the Dempsey House to see and play with all our Cousins and Mom could visit with her sister Mary Jane. It was always a good time.

I remember that every year we played Football against each other, Bobby playing for Bradbury Heights and me playing for Forestville.

I pray for Bobby and his Family and may he rest in peace.

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