Earl Richard "Short Man" Webb, Sr., 92, of Milford, DE passed away peacefully on Tuesday, June 22, 2021 at home surrounded by his loving family. Richard was born in Georgetown, DE the son of the late Ralph R. and Elizabeth (Short) Webb.
Richard grew up working on a farm with his family in Rockville, Maryland for many years before moving back to Delaware. He started driving a tractor/trailer when he was 14 and retired from driving at the age of 87. In his early years, he owned E. R. Trucking Company and managed Burris Food deliveries with over 30 different truckers. He later became an Independent trucker working for various brokers (driving on the East Coast), and most recently hauled grain for the Cartanza family before he retired in 2016. He was also a member of the Delaware Truckers Association.
Richard enjoyed camping with his wife, family and close friends to Chincoteague, VA, Pennsylvania and Florida. He also enjoyed snowmobiling trips to upstate New York with his wife and friends as well as weekends on the boat at their prior beach home in Oak Orchard when he was younger. When he wasn’t “working tirelessly” he was frequently on his cell phone checking in with his children, close friends, neighbors and fellow truckers. Everyone knew him by his blue Peterbilt truck when he was driving locally and would sound his horn when he passed someone he knew. After his retirement, he enjoyed eating out for breakfast and dinner with his wife, family and close friends. He enjoyed many family dinners at Suicide Bridge Restaurant including celebrating his 90th birthday along with his wife while enjoying his favorite dinner: “scallops” and a cold beer. He never met a stranger and loved talking to people and finding out where they grew up because he was sure to know someone in their family. Until his passing, Rich’s mind was sharp, never forgetting a person he knew, or a place he had traveled and was still giving driving directions to his family.
In addition to his parents, Richard was preceded in death by his wife, the love of his life for 74 years, Helen Sherwood Webb who passed in March 2021. He is survived by two daughters Ginger Hendricks (C. Wayne) and Barbara Reed (Robert), one son E. Richard "Ricky" Webb, Jr.; 6 grandchildren (Duane Hendricks, Darla Chambers, Robert N. Reed, Brian Reed, Jennifer Hill, E. Richard Webb III), 12 great grandchildren, 2 great-great grandchildren and a sister Isabell Warren Collins along with his closest friends Leroy and Diane Hayman who frequently visited from their home in Alabama. He is also preceded in death by a brother Norman Webb, a sister Marie Millwood, a nephew Thomas Norwood with whom he worked in trucking, a niece Debbie Webb, and a grand-daughter Gail Elaine Hendricks.
A viewing will be held from (6 - 8) pm on Tuesday, June 29, 2021 and from 11 am to 12 pm on Wednesday, June 30, 2021 at the Lofland Funeral Home, 102 Lakeview Avenue, Milford, DE where services will follow at 12 noon. All attendees must adhere to the current COVID-19 restrictions of mask wearing for those not vaccinated and social distancing. Burial will follow at Milford Community Cemetery. In lieu of flowers the family suggests contributions be made to Amedisys (Compassionate Care Hospice), 21309 Berlin Road, Sussex Suites Unit 9, Georgetown, DE 19947. Letters of condolence may be shared with the family at www.loflandandmcknatt.com.
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