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Discusses the offer of a survey of Thomaston, Maine, which he declined, on behalf of Knox.
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.
Writes that he and the rest of the family are upset by the melancholy information Knox related in a previous letter (this may refer to the death of Hannah Flucker, or our Aunt Flucker, as he refers to her, in 1785). Discusses his upcoming business travels and difficulties related to the lime business. Mentions legal and financial issues relating to the Waldo patent lands, and explains that a Mr. Stone has been hired to conduct a survey of a portion of the lands.
Asks for Knox assistance as he is having a difficult time supporting himself and his family in his present situation.
Winslow received Knox's letter of 27 March 1799. Winslow tells Knox, on the morrow shall inform Merrills and Bracket of your acceptance of their terms.... Winslow mentions a problem he has concerning his (Winslow's) problem.
Thanks Knox for his attendance and communication respecting business [likely regarding land] that affects them both. Notes he has called on another gentleman for opinion regarding Knox's affairs.
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.
Writes that he has for sometime been unsure how to ask Knox whether he might help him find a position with the federal government, preferably near where he lives. Would like to bring up his sons to be educated and respectable enough to remain in genteel society. Imagines that one of his friends might have already recommended him to Knox. Believes that Knox might suspect his employment in a public office might distract him from their mutual interests in the Waldo patent lands, but Winslow believes that this should not be a problem. Adds that Knox knows how much Winslow wants the new government to succeed. Would especially like a position with the revenue department.
Regrets he cannot give Knox more information on the land negotiations. States that a relapse of his malady kept him in New York 5 days longer than expected. Since his return he has gone to Beverly to meet with Nathan Dane. Goes into problems with the deeds brought up by Mr. Erving. Hopes they can work the problems out with Dane tomorrow. Expresses his desire to complete the deal as soon as possible. Thanks the Knox family for their hospitality while he was in Philadelphia.
Discusses previous letters. First page faded and may or may not go with the other pages. Last two pages extremely water-damaged and illegible. Docket noted as addressed to Samuel Winslow, dated April 1799.