 However, due to financial losses in this line of work, he lost his own property, including the station, in 1786 and was forced to settle elsewhere in the county.He served two terms in the Virginia legislature in 1789 and 1790 and was the primary sponsor of a bill to charter the town of Louisville.After attempting to establish a settlement near present-day Vicksburg, Mississippi, and staying with his brother Daniel in Missouri for several years, he eventually settled with his family in Harrison County, Indiana, south of Corydon .