This is a ledger of accounts for merchant John Teackle of Kegotank, dating from 1808-1820. Debtors included family members, business associates and other mercantile houses. He also loaned money to emancipated African Americans such as Isaac Crippen, George Planter, William Planter, Asariah Pepper, Joshua Cropper, Joseph Planter, John Jack and others. The accounts include names such as Littleton D. Teackle, Charles Nicoll Bancker, John Upshur, William Parramore, William P. Custis, John Custis, Henry Custis, John H. Bayly, Bagwell Wharton, Major William Conquest, Henry Sympson, James Montgomery, Elihu Chauncey, Zadock Shepherd, Bowie & Kurtz of Georgetown, George Snead and many others.

Letter from Elizabeth Upshur Teackle to her sister, Ann Eyre, written from Princess Anne. This letter discusses her sister-in-law Sarah Upshur Teackle Bancker, and some family unrest over a man who was courting her behind her parents back, George Wilson Jackson. While in New York City, she met Charles Nicoll Bancker, her eventual husband, and this letter explains how it all came to pass. George Wilson Jackson was the brother-in-law of Congressman John Dennis, Littleton Teackle Dennis's Uncle who lived next door to them in Princess Anne at their home Beckford, which Elizabeth states "places our family in a delicate situation." Elizabeth mentions a recent trip to Baltimore and their Aunt Susannah Kendall.

Letter from Elizabeth Upshur Teackle to her sister Ann Upshur Eyre, written from her father-in-law John Teackle's home, Kegotank. She shares family news and mentions her friend Dolly Harwood, Elizabeth Dennis Teackle, Ann Parker Upshur, Mr. Evans, John Eyre, and her husband's sisters Henrietta and Sally.

Letter from Elizabeth Upshur Teackle to her sister, Ann Eyre, written from Kegotank. She discusses the arrival of a fancy wig for Ann from Philadelphia which cost $26. She shares news of the death of Abel Upshur Teackle.