Born on January 11, 1760, in Litchfield, Connecticut Colony, British America, Wolcott served in the Continental Army from 1777 to 1779, during the American Revolutionary War, then graduated from Yale University in 1778, where he was a member of Brothers in Unity and read law in 1781.

This was a small group of families that were the elite members of Connecticut society, influencing politics, religion, and social power.

Wolcott Jr. developed his own sense of beliefs that differed from the Standing Order and was more inclusive of the general population in Connecticut.

According to Richard White, his duties as Auditor consisted of making the first examination of accounts and determining balances on all claims against the government.

Wolcott was responsible for the branch system of the Bank of the United States that was approved by stockholders.

Apart from the Hamilton and Adams rivalry, Democratic Republicans continued their growing influence in government and attempts to oppose the Federalists.

Albert Gallatin, a Jeffersonian, created the Ways and Means committee for Congress and the Legislature Branch to participate in determining financial policy and reduce the treasury's growing power.

After she told him she did not desire to be a slave again, Whipple refused to remove Judge against her will, said that it could cause civil unrest because of abolitionists, and recommended for the president to go through the courts if necessary.

[12] In their correspondence, Washington said that he wanted to avoid controversy, so he did not use the courts to take advantage of the method that he had signed into law under the Fugitive Slave Act of 1793.

[13] Whipple was aware that Wolcott and Washington both wanted Ona Judge to be captured, even if that meant her being rounded up in the middle of the night.

[15] According to the purported request, he was instructed to convince her to return or to take her by force,[16] but Judge was warned by Senator John Langdon and hid.

Some of the changes found in the document included improving manufacturing laws, lowering taxes, prison reform, expanding voting for white males, religious freedom from the Congregational Church, and emigration.