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Writes that he is happy to hear the Knox and his family have arrived safely in Boston and hopes that their journey to Maine will be peaceful. Also forwards some papers (not included).
Received his last letter, which excites in me the most grateful sensations. Did not know of any person who had a superior Claim upon Government office in the region than he did. Thought that all Congressional appointments would be made independently of the previous appointments given by state governments, before the new federal government had come into existence. Adds that Mr. [George] Thatcher (he spells it Thacher), the Congressional representative for his region, has corresponded with several merchants to find candidates for the import and export offices. Seems to suggest that local politicians and local merchants are in such good acquaintance that appointments might be handed out based on favoritism. Further, Winslow has resided only briefly in Portland, and has no mercantile concerns as such, so fears he will be deemed unsuitable. Discusses his prospects and hopes that Knox might be able to help him receive an appointment.
Apologized for any errors present in his last letter, which he had to write quickly. Discussed his desire for a government appointment with Mr. Thomas Robison, the most respectable Character in this place, with whom I have been upon very friendly Terms. While Robison wanted to help him, he had previously promised to support Mr. Lunt, who is already Collector in the Impost Office, in maintaining his position. Declares that he is on good terms with the most respectable people in the town, and discusses his prospects for appointment and possible competitors. Also discusses his dealings with Mr. [possibly Nathaniel] Fosdick, and his desire to cooperate with him, while he is in office.
Statement of Henry Knox's account with Samuel Winslow from 23 October 1789 to 4 December 1793.
Winslow tells Knox that Nathaniel Hatch is eager to purchase land from Knox, but Knox's asking price is higher than Hatch had expected. Winslow also discusses other land issues and Thomas Flucker's estate.
Asks for Knox assistance as he is having a difficult time supporting himself and his family in his present situation.
Winslow acknowledges receiving Secretary of War Knox's letter written 14 October. Winslow mentions a controversy between Mrs. Waldo and Us believing that Knox had a conviction either of the policy, or propriety of it. Winslow wishes to find employment but is unable to find anything. No doubt Knox will be ever near the Fountain of Federal business and Winslow hopes to get a position. Says he has not gone to the [Waldo] patent, as Knox wished, due to the hostile disposition of some inhabitants there and his own present embarrass'd condition. Discusses Cox's petition, land sales, and other details related to Knox's land. Complains that the property is depreciating, and that local residents regularly take timber from Knox's land.
Asks Knox for assistance as he finds himself unable to provide adequately for himself and his family. Noted as written in Portland, most likely in Maine.
Informs Winslow that he is unable to help him in his present situation, but does send him some money.