Career
Henson was a test pilot for Fairchild Aircraft Corporation during the Depression. He also flew for hire out of the Hagerstown Airport. In 1932, he purchased the Blue Ridge Flying Service and renamed it Henson Flying Service.
Prior to World World War II, Henson formed a Civilian Pilot Training Program flight school, training pilots in the Fairchild PT-19.
In 1962, Henson started the Hagerstown Commuter airline. A low cost, rapid turnaround airline servicing Washington District of Columbia and Hagerstown.
Henson started with Beechcraft Model 18 Twin engine aircraft. In 1981 Henson moved his corporate operations to Salisbury, Maryland.
Henson partnered with Allegheny Airlines, creating one of the first code sharing arrangements with a major airline flying Beechcraft Model 99, and Shorts 330 aircraft.
Henson later partnered with Piedmont, creating "Henson, the Piedmont Regional Airline". In 1984, Henson helped found the Community Foundation of the Eastern Shore, as one of the first board members. In 1990, Henson founded the Richard A. Henson Foundation, Incorporated., a philanthropic organization dedicated to improving communities in and around Salisbury Maryland.
Endowments included a multimillion-dollar gift to create the Richard A. Henson School of Science and Technology in 1988 and the Richard A. Henson Medical Simulation center in 2012.
Henson remained an active pilot until the age of 90.