A member of the royal household by the time he came to sit in the Commons, Olney was not of a particularly exalted family background. Among his probable forebears was John Olney, a servant of the queen’s chamberlain in the reign of Edward III, while his paternal grandfather was a merchant, John Olney alias Barker of Weston Underwood. According to one authority, the Olneys of Weston were a cadet branch of those of Haversham, also in Buckinghamshire, although they were certainly related to the Olneys of London and it appears that Olney’s merchant grandfather had a career in the City.
At his father’s death Olney had yet to attain his majority, and in December 1423 his mother Margery and Walter Fitzrichard, an Olney trustee, bought his wardship and marriage from the feoffees of the late Henry V.
The younger of the two daughters of the Bedfordshire esquire, William Bosom, Goditha was coheir to her father’s estates. Still unmarried on 29 Aug. 1424, the date of her father’s inquisition post mortem,
Always primarily a member of the Buckinghamshire gentry, Olney is not known to have held any office outside that county or Bedfordshire. It was as of Weston Underwood that he swore the oath to keep the peace administered throughout the country in 1434,
Even after his own marriage, Olney was never a landowner of the first rank but he advanced himself in the service of the Crown and at least two lay magnates. Certainly an esquire of the King’s hall and chamber in 1441, he was probably already a Household man by the autumn of 1435. On 1 Oct. that year he indented to serve in Calais with three archers for a period of two months, as part of a small expedition whose members were recruited from within the Household.
Another of Olney’s friends and mutual feoffees was Thomas Charlton* of Middlesex, a fellow esquire of the Household. Following the birth of his son and heir in June 1449, Charlton hoped that Olney would become one of the child’s godparents. In the event this proved impossible because Olney was then away in the ‘far northern’ parts of England (presumably on the King’s business) and unable to make the long journey back south for the baptism at Hillingdon.
According to a petition he submitted to the Crown, Olney had sustained great losses and expenses as sheriff because of the quarrels of various unnamed lords and other notable men. These dissensions had prevented him from properly fulfilling his duties and forced him to employ an inordinately large and expensive armed escort for his own protection. They had also made it extremely difficult for him to find men willing to serve as under sheriff, clerk and bailiff, obliging him to pay extraordinary wages to those who would do so, even though such officers were entitled to no more than the customary profits of those positions. He added that the King’s granting away of many of the liberties and franchises in the two counties had only compounded his difficulties in collecting the revenues of his bailiwick.
A few weeks before his petition was granted, Olney and other knights and esquires linked with the Lancastrian government and Household received summonses to a great council at Leicester.
In the pardon, dated 29 Nov. 1471, Olney was referred to as ‘lately of London’ as well as ‘of Weston Underwood’. By now he had begun to withdraw from active involvement in his interests in Buckinghamshire, having already surrendered his estates to his daughter Margaret Throckmorton. Including a manor at Ravenstone, Buckinghamshire, as well as those of Weston Underwood, Roxton and Birdingbury and his holdings at Banbury, he had given them up to her in return for an annuity of £50 for the rest of his life. He received this sum in half-yearly instalments of £25, issuing Margaret a receipt for each instalment paid. A number of these receipts have survived, and in most he is styled ‘of London’, where he spent his retirement, rather than of Weston Underwood.
Wittingly or not, in relinquishing control of his Buckinghamshire estates to his daughter Olney freed himself from future problems, since Robert Neville† challenged the by now widowed Margaret Throckmorton (whose husband had died in July 1472) in her possession of Weston Underwood in the later 1470s. The grandson of Sir John Nowers,
Olney lived long enough to see his daughter win her battle for Weston, surviving until 1487. Early that year, he made his last will, registered and proved in the commissary court of the bishop of London. This is in two parts, one dated 20 Jan. and the other 22 Feb., the second of which immediately follows the first in the register in question.
Olney opened the February section of his will by revoking all previous wills – although apparently not the document of the previous month – including a no longer extant will of 1482. Although the will of 1482 is now lost, one of its provisions is preserved in the records of the Drapers’ Company. These show that he had assigned control of Le Gote on the Hoop to a group of drapers headed by Sir Thomas Stalbroke, while reserving a rent of £2 p.a. for life that he had granted to a priest, Robert Rasy, at an earlier date. (At the end of the century, Le Gote would pass to the Drapers’ Company, presumably in accordance with Olney’s intent.) In the February section, Olney awarded Rasy a further annuity, of £4 from the issues of his holdings at Isleworth, asking the priest to pray for the souls of himself and Goditha and of Richard Norman and others. He also made bequests to John Totenhale, a priest of Merton College, Oxford, upon whom he bestowed 20s. p.a. for five years towards his ‘exhibicion’, to one Anne Beauchamp, to whom he left his best primer and a featherbed of down, and to Elizabeth, ‘lately called Elizabeth Punsunby’. He assigned to Elizabeth, presumably a relative or well-born dependant, nearly 27s., apparently an instalment of a sum of 100 marks (of which she had already received £40) he had previously undertaken to pay her. Furthermore, he directed his executors to allow her a reasonable share of bedding, utensils and other ‘necessaries’ from his household, as well as 20s. p.a. for her ‘houservant’ for as long as she was unmarried. As for religious institutions, in February 1487 Olney made bequests to the Charterhouse at Sheen, from whose monks he sought 1,000 masses for his soul, to the minoresses without Aldgate and to the Dominicans at Northampton. He also left a mass book, chalice and vestments to the parish church at Weston Underwood and made a donation of 6s. 8d. towards repairing a causeway that ran between the church and the Olney manor at Weston. In the January section of his will, Olney had appointed three executors, Master Thomas Aleyn, his previously mentioned annuitant, Robert Rasy, and Henry Assheborne, perhaps the writer of writs of that name, a Londoner who died in 1496,
