1o - Herbie Walker? ...family fortune came from slave trading ...maternal grandfather of George H.W. Bush

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https://en.wikipedia.org/wiki/George_Herbert_Walker 

George Herbert Walker was born on June 11, 1875 in St. LouisMissouri. Walker was descended from a Maryland family of slave owners.[4] His great-grandfather Thomas Walker was a British slave trader. He was the youngest son of David Davis Walker, a dry goods merchant from BloomingtonIllinois, and Martha Adela (Beaky). Ely, Walker & Company, which grew into a leading regional wholesaler, was later acquired by Burlington Industries.[citation needed]

Walker was educated at Stonyhurst College, a Jesuit boarding school in England. He graduated from Washington University in St. Louis in 1897.

Business career

Walker started a banking and investment firm named G.H. Walker & Co. in 1900.[5] His family had developed many international banking contacts, and he helped organize the 1904 St. Louis World's Fair. Walker was known as the power behind the local Democratic Party.

In 1920, Walker became the President of the W.A. Harriman & Co. investment firm, and quickly arranged the credits that W. Averell Harriman needed to take control of the Hamburg-Amerika Line. Walker also organized the American Ship and Commerce Corp. to be subsidiary of the W.A. Harriman & Co., with contractual power over the affairs of the Hamburg-Amerika. W.A. Harriman & Co. (renamed Harriman Brothers & Company in 1927) well-positioned for this enterprise and rich in assets from their German and Russian business, merged with the British-American investment house Brown Bros. & Co. on January 1, 1931. Walker retired to his own G.H. Walker & Co. This left the Harriman brothers, his son-in-law Prescott Bush and Thatcher M. Brown as senior partners of the new firm of Brown Brothers Harriman & Co. The firm's London branch continued operating under its historic name Brown, Shipley & Co.

Walker was a director of the W.A. Harriman & Company; Harriman Fifteen, American International Corporation; Georgian Manganese Corporation; Barnsdall Corporation; American Ship & Commerce Corporation; Union Banking Corporation; G.H. Walker & Company; Missouri Pacific Railroad; Laclede Gas and the New Orleans, Texas and Mexico Railroad.

Golf and horseracing

In addition to his business concerns, Walker was also a golf enthusiast and a President of the United States Golf Association (USGA). The USGA's Walker Cup (the famous biennial golf match) acquired Walker's namesake for his role in the event's creation.[5]

He also coheaded the syndicate, (with W. Averell Harriman), which rebuilt the famed sports venue of Madison Square Garden and the Belmont Race Track, 1925.