Of the federally appropriated funds for surveys roads and canals of national importance President James Monroe allocated one third of the sum to surveying a military highway connecting Detroit, Michigan with Fort Dearborn in Chicago, Illinois.
In Chicago, Hubbard became a leading figure in the fur trade and opened the first meat packing plant in Chicago as part of his work to supply Fort Dearborn with meat.
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On August 9, Heald received orders from General William Hull to evacuate the troops from Fort Dearborn, leaving behind all the supplies at the fort.