Richard M Jackson left the U.S. Navy after WWII and joined American Airlines, where he served for 13 years in management roles in the Operations Department. In 1958 he was associated with Laurance S. Rockefeller on investment capital operations and in 1960 became president of Seaboard and Western Airlines, a Rockefeller investment.

During his 20-year leadership of Seaboard, which became Seaboard World Airlines, the company grew to become the leading Transatlantic Air Cargo Airline.

He pioneered the introduction of blocked space and rear end loading and was recognized for marketing innovations and competitiveness. In 1980 Seaboard was purchased by the Flying Tigers Line, from which he retired in 1981 as Chairman of the Executive Committee.