Discussing financial issues and difficulties related to the Waldo patent, a large tract of land which Knox owns and which Winslow helps manage. Winslow also discusses his personal affairs.

Discussing financial issues related to Waldo's patent, a large tract of land owned by Knox that previously belonged to his wife's family. Discusses taxes on the land, the desire of the residents of the patent to have their lands surveyed, and settling financial affairs with various tenants.

Writes that he received Winslow's letter but was unable to reply due to absence. Explains that his youngest child has been gravely ill. Discusses the General Court's debates on a petition, apparently regarding their Waldo patent lands, as well as other business concerns.

Writes that he received Knox's most recent letter, and hopes that Knox's youngest son's health will improve. Mentions that the General Court has not discussed the petitions from the Waldo patent lands, and describes a meeting he recently held with some of the petitioners. Feels that he and Knox have a strong likelihood of receiving a favorable decision when the Court does discuss the petitions. Discusses several other business matters.

Discusses a business venture involving Winslow, Knox, Colonel [Benjamin] Hichborn, and a Mr. Jones and a Mr. Robbins (likely pertaining to the Waldo patent lands). Reports that Mr. Jones's abrupt departure and resignation has delayed the completion of their business. Mentions that his cousin Samuel Winslow is going to travel on business as well.

No addressee is listed, but research has determined the addressee is Henry Knox. Written from Milton. Discusses financial exchanges and land deals.

Provides information on the members of the Eastern Committee in the Legislature, including General [Rufus] Putnam. Discusses the powers the committee feels it possesses regarding interfering in the Waldo patent land negotiations. Also comments on the financial status of the Flucker estate.