The Samuel D. Jones Letter to Henry C. Wysor is a letter written on March 10, 1893, from Jones (1856-1930) in Glade Spring, Virginia, to Wysor (1847-1927) in Dublin, Virginia. The letter details a payment for an insurance policy and is written on Southwest Virginia Institute for Young Ladies letterhead. Jones was principal of the institute, and Wysor was an agent for the New-York Life Insurance Company.

The F. P. Miles Letter to Henry C. Wysor was a letter written by Miles in Blacksburg, Virginia, on July 18, 1889, to Wysor in Dublin, Virginia. The letter details an insurance payment to Wysor and is written on Virginia Agriculture and Mechanical College (now Virginia Tech) letterhead. Miles (1860-1890) was a professor of chemistry and geology at the college, while Wysor (1847-1927) was an agent for the New-York Life Insurance Company.

The collection includes two letters from his father, Henry C., written in 1889 and 1904, as well as two forms from the VPI Military Department, dated 1905 and signed by Rufus J. Wysor.