Douglass worked as a merchant and was a prominent lender in Alexandria.[4] Beginning in the mid-1790s, he was appointed to the office of Flour Inspector of the Port of Alexandria by the Fairfax County Court, a position he held for several terms.[5][6][7] During his tenure, the Port of Alexandria was one of the most active commercial ports and flour exporters in the United States.[8] He was referenced on multiple occasions in the letters of PresidentGeorge Washington.[9][10][11] Douglass had at least one son named John.[12] Personal secretary to President Washington, Tobias Lear, referred to Douglass as possessing "punctuality and having the command of money."[11]
Douglass owned several enslaved persons during his adult life.[13] Douglass freed at least one enslaved person through manumission in 1800, and two additional enslaved persons were freed in 1823, twenty years after Douglass' death.[12]
^“To George Washington from William Pearce, 17 November 1796,” Founders Online, National Archives, https://founders.archives.gov/documents/Washington/05-21-02-0098 . [Original source: The Papers of George Washington, Presidential Series, vol. 21, 22 September 1796–3 March 1797, ed. Adrina Garbooshian-Huggins. Charlottesville: University of Virginia Press, 2020, pp. 231–232.]