From 1801 on William was taxed in Hampshire County, VA where he had fifty acres on Town Run. He gradually increased his holdings. By 1806 he had added slaves to his property, and in the years 1809-1811 he paid takes on a chair carriage.
In 1808 he used two treasury warrants to put together a land holding of 355 acres. He continued to buy land over the years, but as it appears he was a middleman in some of the documents, it is difficult to ascertain the exact lands that he held.
Nancy Sanford Naylor died between 1810 and 1813 and William married Susan McGuire the daughter of Edward. The had four children, Edward (1813), Millicent (1815), James (1821) and John Samuel (1824).
In January 1818 William was elected as a director of the Valley Bank Branch in Romney. His brother-in-law Edward McGuire was elected as a director of the of the company at large.
In 1822 William was appointed as a School commissioner for the year. He was also an active member of the Romney Literary Society. The Romney Literary society met between two and four times a month to discuss the times. They collected dues of 25 cents with which they bought books for a library. It was against the society bylaws to publish the text of any speeches from their meetings. The members went on record as supporting public school education over private.
Between 1818 and 1829, William was the prosecuting attorney for Hampshire County. He became involved in politics, serving on the constitutional committee and eventually running for congress.
Sketches of Members of the Constitutional Convention of 1829-1830
William Naylor - pt 1
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