Discusses his visits to friends and the most violent snow storm we have had since the year 1780 ... Expresses his concern on not hearing from Knox, as never since our acquaintance first took place, do I remember such an instance as the present - it is now more than a month since you wrote me ... I am my dear Harry really at a loss, indeed I cannot conjecture the reason why I am forgotten - and I assure you I shall continue very unhappy and distress'd until this matter is explained - I have writen [sic] you every Sunday since you left Boston and shall continue so to do and I pray you to do the same, and in the case we shall hear from each other by every Wednesdays mail, and altho we are one hundred miles farther distant from each other we shall receive Letters once a week as usual - Mentions information regarding interaction between Spain and England.

Notes he received Knox's letter of 21 November. Says he feels bad that Knox is not that happy in Philadelphia, Pennsylvania but reminds him that he must not expect all that elegance and convenience that you left in New York. Notes he is sending Knox's [wall]paper to him including a bill that will sail out on a ship the following day. Comments that the weather continues to be severely cold and a man was found frozen to death. Looks to Knox to give one of his friends a government appointment. Says the friends and family of Lt. Foule are looking to pick up his effects and his pay.

General Jackson is happy to have received Secretary of War Knox's letter of 28 December 1790. Mentions a card party he is attending with a small circle of female friends. Free stamped on address leaf with no signature.

Jackson acknowledges receipt of Knox's letter of 24 October 1790 and was pleased to learn that Knox had arrived safely in New York. Jackson and others in Boston had received word of a coach accident that severely injured Mrs. Knox and some of their children. To the astonishment of every body, Governor Bowdoin is yet living, Jackson reports, for a week past every moment was supposed to be his last. Bowdoin is a good and valuable man, and his death will be much lamented by his family and the public at large. Jackson comments on the performance of Knox's horse, Boston, saying that Knox will not regret buying the horse. Lists items he is sending to Knox with Captain Barnard including cranberries for Mrs. Knox. Jackson remarks that he has heard nothing further respecting the Fish, and I think it will not do for me to make the first advances on that head.

Jackson describes his concern that two letters he sent to Secretary of War Henry Knox did not reach him yet. Jackson tells Knox that a Captain Barnard is in Boston and will bring the article Knox left when he returns. Jackson also informs Knox of the courtship and pending marriage between John Codman and Katy Amory. Notes that judgment against a man named Richard has been postponed fourteen days, during which time Richard must prove that he paid a debt. Jackson closes by saying that Governor James Bowdoin is very sick and not expected to continue long. Free stamped on address leaf with no signature.

In the first letter, written 20 December, Jackson relates that he and Colonel [Benjamin] Hichborn will meet Knox in Portland, Maine on 1 January 1800. In the second letter, written 22 December, Jackson reports that he forwarded a letter from Knox to Henry Jackson Knox. Discusses financial matters related to Knox, Mr. A. Smith, and Mr. Gorham.

Replies to Knox's letter from 20 June. Encloses some unspecified papers (not included). Notes that the [Massachusetts General] Court met Friday and have adjourned until January 1791. Reports that Thomas's party has been quiet, and the people are angry. In a post script, adds that Governor John Hancock refused signing an act giving the light houses to Congress. Free stamped on address leaf with no signature.