In 1838, Taylor worked as an agent for a two-horse stage line operating between Mineral Point, Madison and Fort Winnebago, run by Colonel Abner Nichols.
[1] After Nichols died, Taylor purchased a two horse team and hauled goods between Chicago, Milwaukee, and Madison.
During the winter months, Taylor hauled sleds of trout from Green Bay to Galena, Illinois and returned with supplies needed in Fort Winnebago, Fond du Lac and Green Bay.
He then moved to New York City with Charles Trainor, where he made a fortune laying block pavement.
[3] This article incorporates text from the 1909 edition of Memoirs of Milwaukee County, by Jerome Anthony Watrous which is in the public domain in the United States.