Stephen Little

Stephen J. Little

January 21, 1981 - June 5, 2019
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Stephen John Little, a resident of Annapolis, MD and formerly of the San Francisco Bay area, died on Wednesday, June 5 at his home. Born on January 21, 1981, in Weymouth, MA to the late Kathleen E. and John A. Little, Jr., Stephen grew up in Lakeville, MA. He earned a BS degree in Business Administration and Management from Babson College and was the founder and CEO of Little Jakel Development, LLC. Stephen was a parishioner of St. Mary's Catholic Church in Annapolis and he enjoyed skiing, sailing, cooking, anything New England Patriots and just spending time with his family. He is survived by his wife of 5 1/2 years, Alison Little; his son, Greyson Little; his siblings, James (Julie) Little and Karen (Dan) and his nephews, James Little, Aidan, and Colin Barrett. Mass of Christian Burial will be offered on Monday, June 10 at 9 am at St. John Neumann Catholic Church, 620 Bestgate Rd., Annapolis, MD. In lieu of flowers, the family has asked for donations to assist with the funeral expenses at Condolences may be made by clicking the Memory Wall link on this page.
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Service Details

  • Service

    Monday, June 10th, 2019 | 9:00am
    Monday, June 10th, 2019 9:00am
    St. John Neumann Catholic Church
    620 Bestgate Road
    Annapolis, MD
    Get Directions: View Map | Text | Email


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Lindsey McCulloch sent flowers to the family of Stephen J. Little.
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Sharif Crawford

Posted at 07:12pm
You will always be remembered as the caring and thoughtful person, willing to go out of your way to help others. You will be dearly missed.

Vincent Lichtveld

Posted at 01:22pm
On behalf of FranklinCovey Benelux, I would like to express my heartfelt sympathy for Alison and all the Little family.
Please find the courage trough this ordeal and know that we care.
Vincent Lichtveld

Justin Jeremiah

Posted at 04:28pm
May you rest in peace brother...

Julia DuVal

Posted at 01:09pm
Stephen was one of the funniest people I know. He always had a quick retort and fast paced mind that was hard to keep up with. His humor, smile and kind spirit were undeniable. People radiated towards him and he will be missed. Stephen I’m sorry for what you went through and know you’re watching down on your family. #standup

Lindsey McCulloch

Posted at 11:11am
We love you and will think about you and Your sweet family daily. With love, Benjamin and Lindsey McCulloch
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