To Thomas Jefferson
Fredericksbg. Novr. 1. 
In the letter left for you in N. York on my leaving that place I omitted to mention to you three names which solicit a Clerkship in the office which will be under your direction. They are Mr. Fisher, Mr. Smith, & Mr. Orr. The first has vouchers of his pretensions which will enable You to decide readily on them. The second is a son of Merriwether Smith. I am not personally acquainted with him, but am told he is a youth of real merit. The third is a Nephew of Col: Grayson.1 I have never seen him, but understand that he is a youth of parts, and if put into a proper line might rise into consequence. My information however comes thro’ a channel that may be partial. In mentioning these names I fulfil an expectation which circumstances have produced. You will understand at the same time that nothing more is meant than merely to lead you into proper enquiries, and enable You to form proper comparisons.
I am this far on my way to Orange. I was detained in Philada. a fortnight after I determined to await no longer your arrival, by an indisposition, which is still troublesome to me, but not worse than when I left Philada. I am Dr. Sir Yrs. mo: affectly.
Js. Madison Jr
RC (DLC). Docketed by Jefferson, “recd. Jan. 14.” Late in life JM docketed this letter “Nov. 1. 1791.” The context of the letter clearly establishes 1789 as the correct year. JM also wrote to William Irvine on this date, enclosing his letter to Jefferson (Irvine to JM, 15 Nov. 1789).
1. “Mr. Orr” was probably Benjamin Grayson Orr (1768–1822), second son of John and Susanna Grayson Orr, sister of William Grayson. He became a merchant and served as mayor of Washington, 1817–1819 (Tyler’s Quarterly description begins Tyler’s Quarterly Historical and Genealogical Magazine. description ends , IV [1922–23], 49–51; Allen C. Clark, “Colonel Benjamin G. Orr, Mayor,” Records of the Columbia Historical Society, XXVIII , 1–22).