Before crossing the Mississippi River, they settled near Columbia, Monroe County, Illinois on the abandoned Flannery Fort site protecting the important early Kaskaskia to Cahokia Trail.One of them was William Bolin Whiteside (1777–1833), who owned at least two slaves, became a militia captain for that area for decades and was elected the first sheriff of Madison County after statehood (and served until a scandal in 1822).Whiteside had enlisted as an ensign (January 2, 1810) in the Illinois militia and received promotions to captain (August 22, 1812), major (February 26, 1817), colonel (May 22, 1817) and brigadier general (1819).[13] Once during the War of 1812, captain Whiteside saved boats of fellow soldiers who tried to cross the Mississippi to attack St. Louis, but were endangered during a retreat by shifting winds as well as the great river's current.In 1827, after drunk boatman abducted and raped several Ho-Chunk (Winnebago) women near what became Prairie Du Chien, Wisconsin (then Wisconsin Territory) and their menfolk rescued them in a skirmish in which both Native Americans and whites died, Whiteside and his militiamen, along with Generals Lewis Cass and Henry Atkinson and Col. Henry Dodge pursued the Winnebago warriors.[16] From April 26 to June 30, 1832, during the Black Hawk War, Governor John Reynolds commissioned Whiteside as a brigadier general in the Illinois militia.On May 10, 1832, Whiteside gave the order to burn the abandoned Prophetstown, and proceeded upriver to secure Dixon's ferry, a relatively new settlement and post office where the Peoria/Galena wagon road crossed the Rock River.Although Whiteside initially remained at Dixon waiting for the regular army, at Governor Reynolds' urging, he sent a scout company under Major Isaiah Stillman to seek out Black Hawk's British Band.