On 20 October 1800, Jno Haile, along with Richard Thomas Haile, Charles Howerton, Ambrose Hunley, William Newbill, George Howerton and Wm Howerton bound themselves $4,000 to Essex County court, as Jno Haile and Charles Howerton were named administrators of the goods of Ambrose Howerton deceased. [Essex County, Virginia, Will Book 16, pages 37–38.]

On 8 May 1804, Jno Haile junr witnessed a marriage bond in which Hundley Moody and Jesse Boughan were bound for the marriage of Hundley Moody, bachelor, and Catharine Boughan, spinster. [Virginia State Library, Research and Information Services Division, Essex County Marriage Bonds, Box 1, 1804–11.]

On 16 July 1804, Barker Minter and John Minter were bound for the marriage of Barker Minter, widower, and Sally Croxton, widower. Witnesses: John Haile junr, Robt G. Haile. [Virginia State Library, Research and Information Services Division, Essex County Marriage Bonds, Box 1, 1804–11.]

A sale of the estate of Richard Thomas Haile was made on 1 and 2 February 1808 by John Haile, administrator, and the account of the estate was settled on 3 Febraury 1808, presented by John Haile junr as agent for his father John Haile admr. [Essex County, Virginia, Will Book 17, pages 56–60.]

John Haile received most of the property of his father John Haile through his father’s will. He was also named executor, but declined the executorship and received a certificate of administration after entering into a bond for $12,000 with Robert G. Haile and Lawrence Muse. The will of his father John Haile was dated 3 March 1809 and proved 17 September 1810. [Essex County, Virginia, Will Book 17, pages 210–212.]

On 17 September 1810, John Haile, Robert G Haile and Laurence Muse were bound in the penalty of $12,000 for John Haile’s administration with the will annexed of the estate of John Haile Senr. [Essex County, Virginia, Will Book 17, pages 211–212.]

“Married on Thursday the 31st of May [1811] John Haile, Esq., Collector of Tappahannock, to the amiable Miss Sarah Aldridge.” [Enquirer (Richmond), 7 June 1811.]

On 18 June 1811, Thos. Brockenbrough, Henley Woodward, John Haile and Benjamin Blake or any three of them were ordered to sell the slaves of the estate of Henry Purkins at auction. [Essex County, Virginia, Box Chancery No. 27, item 27-G-40.]

On 20 November 1817, Henry H. Boughan, adminstrator of Thomas Wood, brought suit against John Haile for debt. [Essex County, Virginia, Order Book 43, page 65.]

“Died at Tappahannock on Thursday last [17 December 1818] John Haile, Esq., Collector of the Customs for this district.” [Virginia Herald (Fredericksburg), 27 December 1818; Enquirer (Richmond), 31 December 1818.]

On 15 February 1819, Sarah Haile, Benjamin Blake and Robert G. Haile were bound in the penalty of $12,000 for Sarah Haile’s administration of the estate of John Haile, deceased. [Essex County, Virginia, Will Book 19, page 25.]

On 21 April 1823, an inventory and appraisal of the estate of John Haile made by Th: Gresham, W B Matthews, and Robt Weir was returned to court. Includes slaves Harry, Tom, Nelson, Lucy, Charity, Winney, Bob, Baichus, Patsey, Nan, Patrick a boy, and Sally a Girl. [Essex County, Virginia, Will Book 19, pages 366–368.]

The estate of John Haile, deceased, in account with Sarah Haile, administratrix, from 1819 to 1823 was ordered recorded on 19 January 1824. [Essex County, Virginia, Will Book 20, pages 5–11.]

The estate of John Haile, deceased, in account with Sarah Haile, administratrix, from 1824 to 1826 was settled on 2 August 1826 by commissioner Lawrence Muse. [Essex County, Virginia, Will Book 21, pages 14–16.]

The estate of John Haile, deceased, in account with Robert G. Haile, administrator de bonis non, from 1825 to 1828; and the estate of Sarah Haile, deceased, in account with Robert G. Haile, executor, from 1825 to 1829 were ordered recorded on 18 January 1830. Includes in Sarah’s estate “Expenses bringing Corpse from Caroline to Tappahannock & for Funeral Expenses”. [Essex County, Virginia, Will Book 22, pages 52–59.]