Laments that he is unable to converse with his brother but sends a letter marked "private" to share his opinion; feels Civil War and revolt will have not positive result; gives further reflection on the embargo and prospects for change in government; reminds Frederick that the suspension of commerce is the state of the entire world, not just the U.S.
Requests information concerning the sale of his property in Litchfield; asks further advice about his son's school; urges Frederick to discourage conversations about New England secession and gives other political commentary; urges Frederick to vote for Pinckney and King; asks for information regarding any alarming discontent. Conserved in October 2009.
Writes to allay his brother's concern over the China Trade; assures him that the danger appears more serious than it is; notes the only failure of merchants has been of those who were insolvent prior to the embargo. Feels there is no immediate danger of war and reports that the ship (the Trident) and its cargo are insured against all risks including war. Asks his brother to convey this information to their partner, Julius Deming.
Has received Frederick's letter noting the arrival of his daughters Laura and Elizabeth requesting that they be placed in the care of Mrs. Alsop or Mrs. Chester; gives instruction on some business matters.
Provides Frederick with advice on Williamson Lands and requests that he attend to related business; asks Frederick to come to New York to meet with Colonel Troup; asks for a statement from his auditor and one from Tapping Reeve; predicts a Federalist president.
Asks for confidential advice about the terms of a loan to Judge Reeve's son Aaron Burr Reeve; asks about A. Smith purchasing his property in Litchfield; requests advice on educating his son Oliver Stoughton Wolcott; expresses pleasure that Frederick is an elector and will vote for General Pinckney and Mr. King.
A letter enclosing a note and providing financial details (the note remains with the letter). Asks him to direct work to be done at his farm; gives advice on how to improve the health of his children. Adds a post script that declares the chances of ejecting the present administration to be improving.
Writes to send notes (no longer with letter) and congratulate him on the change in public affairs; the Trident will embark on its last voyage and close the concern. Feels that if Bonaparte rescinds his decrees there may be a period of free trade but if not there will be war; asks for Frederick's attention to Oliver Stoughton Wolcott's education; mentions the date the ship will sail and asks for any orders.
Writes to tell Frederick that his wishes regarding his sons are expressed in a letter sent to Tapping Reeve; asks Frederick to send money to a sick neighbor; sends the President's message with some commentary.