Roebuck co-founded Sears, Roebuck and Company with
Richard Warren Sears in 1891. In 1895, Roebuck asked Sears to buy him out for about $20,000. At Richard Sears's request, Roebuck took charge of a division that handled
watches,
jewelry, optical goods, and, later,
phonographs,
magic lanterns and motion picture machines. His business interests did not end with Sears. He later organized and financed two companies: a manufacturer and a distributor of motion picture machines and accessories. Roebuck also served as president (1909–1924) of
Emerson Typewriter Company, where he invented the improved typewriter, called the "Woodstock." After several years in semi-retirement in
Florida, the financial losses he suffered in the stock market crash of 1929 forced Roebuck to return to
Chicago. By 1933, Roebuck had rejoined Sears, Roebuck and Co., where he largely devoted his time to compiling a history of the company he helped found. In September 1934, a Sears store manager asked Roebuck to make a public appearance at his store. After an enthusiastic public turnout, Roebuck went on tour, appearing at retail stores across the country for the next several years. ==Personal life and death==