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Harry’s diligent work ethic propelled him upward within the company. By 1900, he became a partner, playing a crucial role in expanding the fleet—introducing steel-hulled ships and phasing out wooden vessels. His innovative design ideas set new standards for Great Lakes shipping, with his concepts dictating ship construction for over sixty years.
In 1903, his reputation skyrocketed as he was appointed president of the Pittsburgh Steamship Company, a division of US Steel, overseeing the largest fleet on the Great Lakes. Known as the "Caesar of the Great Lakes," Harry earned a reputation for strategic leadership and a commanding presence in the industry.