Osama is a renowned businessman and the Chairman of DAL Group, which holds various businesses across Sudan, UAE, UK, and East and North Africa. He joined DAL Group in 1975, originally as a salesman in Sudanese Tractors and rose to eventually becoming DAL Group Managing Director in 1985. Later he took over as the Chairman of the Board in 1989 (a position he holds to date).

Notable milestones under his leadership include: starting Sayga Investment Company, which is the one of the largest flour milling companies in Africa and the market leader for wheat products in Sudan; established DAL Food Industries, Coca Cola bottling plant and manufacturer of other soft drinks; started Capo Dairy, which is a market leader in processed dairy products; and started DAL Motors that now has exclusive dealerships with Mitsubishi and Mercedes in Sudan.

Other than his position with DAL Group, he holds various other board roles, including as the Chairman of Agricultural Investment Holding Company (Ethmar) Limited, Invictus Holding Limited, and Invictus Investment Company PLC.