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These files constitute the major record series generated by the office of Francis H. Smith, VMI's first Superintendent. He served from 1839-1889. The records, (ca. 30 linear feet) consist of incoming and outgoing correspondence, order books, speeches and publications, annual reports, personal file, and subject files.

The Edward C. Shepherd papers consist of three notebooks, two documents, and an annotated analytical geometry text that belonged to VMI cadet Edward C. Shepherd during his years at VMI (1851-1855).

The George A. Goodman papers consist of 11 items related to George A. Goodman, including:

• VMI Diploma and Cadet Dialectic Society certificates
• Letters of recommendation (1859) from Francis H. Smith and Thomas H. Williamson
• Civil War documents, including commissions, oaths of allegiance, and a prison parole

This collection consists of five letters (dated 1848 to 1854) written by Giles Gunn while he was a schoolteacher in Lexington, Virginia. The letters, addressed primarily to his sister Mary (living at the Gunn home in Washington, Litchfield County, Connecticut), include discussions of interesting local events as well as references to family. Topics include:

• VMI commencement
• A detailed description of his school and his methods of instruction
• A description of the communion service at a local church, including references to black communicants
• References to the townspeople's reaction to a rumored slave insurrection
• A discussion of the murder of VMI cadet Thomas Blackburn.

This collection (seven items) consists of:

• A manuscript notebook compiled by Joseph H. Carpenter during his cadetship (1852-1856). The notebook contains poetry, class notes, autographs of classmates, and a detailed account of a Corps trip to Petersburg and Richmond, Virginia in October 1855.
• Two letters written by Carpenter to his father in 1862, including a letter dated June 16, 1862 that describes fighting near Port Republic, Virginia
• Letter of recommendation written on Carpenter's behalf by Brigadier General John Echols and submitted to Confederate President Jefferson Davis
• Two commission documents (1861)
• One letter (dated July 17, 1864) where Carpenter's Battery member Sergeant Benjamin Karnes describes circumstances surrounding the wounding of a fellow soldier. This letter was found among Carpenter's own papers.

The Joseph H. Chenoweth papers consist of letters (dated 1855 to 1861) written by Chenoweth to his parents Lemuel Chenoweth and Nancy A. Hart. Letters dating from his cadetship cover topics such as exams, trips, and demerits, and provide a good portrait of pre-Civil War cadet life.

This collection consists of a poetry notebook compiled by William E. Arnold during the period between 1849 and 1864. The bulk of the entries date from the years in which he was a VMI cadet (1849-1853). Such notebooks were popular among VMI cadets of the mid-19th century and typically contain both original and copied verse. This notebook contains approximately 50 poems by Arnold, other cadets, various 19th century poets, and anonymous authors. Cadet poetry includes "The Regulations" by Charles Denby (VMI Class of 1850) and "The Six Plebes on Leaving for Richmond" by Thomas O. Benton (VMI Class of 1850). A few poems were composed by Arnold during the Civil War. The notebook also includes clippings, puzzles, and riddles.

This collections consists of a one volume notebook book that belonged to VMI Cadet Simeon B. Gibbons. The book contains notes, poetry, lists, and other writings.

The Thomas F. Barksdale papers consist of two items. The first is a letter (dated January 25, 1855) from a Prussian official, denying Thomas F. Barksdale and his roommates permission to enter the Prussian Army. The second item is a notebook that contains:

• Class notes, including notes taken in Stonewall Jackson's class section in natural philosophy (a course that would today be most similar to physics) and notes taken in analytical geometry class taught by Francis H. Smith
• A resolution issued by cadets following murder of Cadet Thomas Blackburn, Class of 1854
• Poetry
• Autographs of the Class of 1855
• A list of roommates and room numbers

The Thomas T. Munford papers consist of the personal papers of Munford, including:

• One letter (dated April 18, 1861) to Charles Ellis that discusses the outbreak of war
• One letter (dated May 9, 1864) to George P. Tayloe, Munford's father-in-law, that discusses the Battle of Spotsylvania Court House, Virginia
• One letter (dated May 21, 1865) to Sallie Munford, Munford's niece, that expresses sadness caused by the South's defeat
• One photostat of Munford's Special Orders No. 6 (dated April 25, 1865)
• One architecture textbook used by Munford during his cadetship at VMI, including his original sketches and annotations
• Eleven receipts (dated 1845-1847) that show payments of George W. Munford to Claudius Crozet for schooling of his sons