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Three letters to John Paine Cushman, one from Benjamin Tallmadge, Jr., and two from Benjamin Tallmadge, Sr. The first letter requests Cushman's assistance, in his capacity as a delegate to Congress, to advance the interest of Tallmadge Jr.'s friend, a midshipman on the US Ship Washington named Mr. Whipple.

Two letters, from Benjamin Tallmadge to John Paine Cushman. The first letters contains business and financial matters; the second letter discusses his son Benjamin's request for a furlough from the Navy and passes along social and religious news.

Four letters, from Benjamin Tallmadge to John Paine Cushman, which discuss both political and social matters. In one letter, he comments on the Congressional committee appointed to investigate the bank of the United States and expresses his certainty that the committee will discover a system of favoritism there. He also discusses, in detail, his hopes that Congress will investigate the institution at West Point, since he believes it is currently being run by a despot. Elsewhere, he hopes that Revolutionary War officers will receive financial compensation before they have all passed away, and reports on the activities of young Tallmadge.

Four letters, from Benjamin Tallmadge to John Paine Cushman. The letters discuss political figures and news, including his dislike of the idea of pay attached to the brevet rank, his disappointment that Revolutionary War veterans have not received sufficient monetary compensation, and his hope for the passage of a national bankruptcy law. Tallmadge also mentions his and his wife's recent attack of influenza.

Four letters, from Benjamin Tallmadge and William Tallmadge to John Paine Cushman. Benjamin Tallmadge discusses Congressional business, including the case of John Anderson's attempted bribery of members of Congress, and updates Cushman on the activities and health of Cushman's young children.

Three letters, from Benjamin Tallmadge to Colonel John Tayloe and John Paine Cushman. Tallmadge's letter to Tayloe serves as a letter of introduction for Cushman. His letters to Cushman contain social news and political commentary, including an observation that the bill to aid indigent Revolutionary solders has not yet been passed.

Five letters, from Benjamin Tallmadge to John Paine Cushman, primarily discussing Congressional and political business, including his disappointment that the bankruptcy bill may fail and the imminent adjournment of Congress. Tallmadge also mentions his plans to travel to New York with Maria (Tallmadge) Cushman to meet Cushman.

Two letters, one from George Washington Tallmadge to his sister Maria (Tallmadge) Cushman, and the other from Benjamin Tallmadge to John Paine Cushman. George Washington Tallmadge's letter mentions his studies in French at West Point, his growing height, and his affection for Maria's young son. Benjamin Tallmadge's letter to Cushman deplores the perpetuation of slavery in the United States.

Five letters, from Benjamin Tallmadge to John Paine Cushman. The letters discuss political matters, including the first Seminole War and General Andrew Jackson's conduct therein, and the exposure of corruption in the bank of the United States. Tallmadge also praises the religious revival led by Rev. Lyman Beecher and writes of the death of their relatives' child.