Anciently established at Hepple, Northumberland, and Hurworth-on-Tees, Durham, the family of Tailboys was elevated to the first rank of the English gentry and translated south to Lincolnshire as a result of the marriage contracted in 1337 between Sir Henry Tailboys (d.1369) and Eleanor, daughter and heir of Sir Gilbert Burradon of Burradon, a few miles north of Hepple. When this marriage was made its far-reaching consequences cannot have been foreseen, for they were only finally worked out during the career of the subject of this biography. Through her mother, Elizabeth, sister of Gilbert Umfraville, earl of Angus (d.1381), Eleanor was destined to become, a century later, a substantial heiress in her issue. Such a prospect was remote in 1337 and, even on the death of her uncle in 1381 without surviving male issue, she inherited only a relatively small part of the Umfraville estates. Shortly before his death, the last earl had alienated part of his inheritance to the Percys and entailed most of the rest in tail-male upon his half-brother Sir Thomas Umfraville (d.1387) and the latter’s illegitimate sons, Thomas† and Robert. Only if their male issue failed would these valuable entailed properties, consisting principally of the Northumberland barony of Harbottle and the greater part of the Lincolnshire lands once of the barons of Kyme, come to the Tailboys family.
It was during his first service in Parliament that Tailboys became involved in a dispute with the noted soldier Sir John Keighley, younger brother of Sir Gilbert Keighley of Keighley, Yorkshire, over an estate centred on the manor of Theddlethorpe, Lindsey. This estate had recently been in the hands of the Braytoft family and it may be that Tailboys and Keighley were rival purchasers. On 13 Aug. 1425 Tailboys and others sued out a special assize of novel disseisin to try their respective titles, and two months later, on 13 Oct., a local jury condemned Keighley in the massive sum of £640 for disseising Tailboys and his co-feoffees of the disputed estate.
No award was forthcoming, and the task of ending the dispute fell instead to Gloucester. On 6 July 1428, acting not as Keighley’s lord but rather discharging his duty as Protector to reconcile influential disputants, he returned what appeared to be a fair compromise: under mutual penalties of £500, Tailboys was to remit to Keighley disproportionate damages awarded in the assize, and in return Keighley was to pay him £50 and release all actions. Unfortunately, presumably because Tailboys was dissatisfied with its terms, this award was not implemented, and came rather to serve as another issue between the parties. On 20 Oct. the King’s attorney, William Babthorpe, produced the award in the Exchequer and claimed that Tailboys should forfeit his £500, not to Keighley (then under sentence of outlawry for his failure to pay the damages in the assize) but to the King.
These petitions proved the prelude both to a statute (8 Hen. VI, c. 12), annulling the effects of emendations made by the ‘misprison’ of court officers, and to the satisfactory conclusion to the dispute. Under bonds entered into on 1 Jan. 1431 Keighley undertook to suffer the judgement of the assize to be confirmed, to discharge Tailboys of the £500 penalty incurred for failure to implement Gloucester’s award, and to see that he was received into the duke’s favour. He was also to affirm before Philip Morgan, bishop of Ely, Sir Thomas Cumberworth*, Sir Richard Pickering*, William Keighley and John Langholm I*, that he had not caused Tailboys to be indicted of felony and to acknowledge him to be ‘venerabilem generosum bone fame’.
In all probability it is this Cromwell connexion that explains why Tailboys was returned to every Parliament between 1425 and 1431. His brother, John, was, by 1430 if not before, one of Cromwell’s most intimate servants, while his other brother, Henry, acted as the receiver of Cromwell’s wife in 1429-30. Walter himself was among those enfeoffed in 1424 of Lord Ralph’s caput honoris, the castle and manor of Tattershall; and in 1439 he was one of the feoffees for the foundation of the collegiate church there, the project closest to Cromwell’s heart. Further, in 1441 his son and heir apparent, another Walter, served in France under Lord Ralph’s cousin and heir-male, Sir Robert Cromwell.
Along with Tailboys’s connexion with Cromwell went lesser links with other local barons. Tailboys employed Lord Roos as one of his feoffees in the disputed manor of Theddlethorpe; he himself was a feoffee of John, Lord Welles (d.1421); and in 1435 he was one of the trustees for implementation of the contract made on the marriage of Lionel, Lord Welles’s son and heir apparent, Richard, and Joan, daughter of another Lincolnshire baron, Robert, Lord Willoughby of Eresby.
Given Tailboys’s prominence in county administration his connexions with his fellow leading Lincolnshire gentry must have been broad, but little evidence survives. Twice in the surviving records he appears as a feoffee for a Lincolnshire knight – for Cumberworth and the soldier Sir William Frank of Clee near Grimsby – but his own feoffees in the 1420s and on his second marriage in 1432 were drawn from the second rank of the Lincolnshire gentry. The most prominent figures among them were his brother John, his near neighbour John Fulnetby, his fellow knight of the shire of 1427, Patrick Skipwith*, and John Langholm I, who served with him in the Parliaments of 1426, 1427, 1429 and 1431 as Member for Grimsby.
Walter’s own second marriage – the identity of his first wife is unknown – is an interesting example of how a greater gentry family could extend its ties far beyond its county or region. In 1432 he took a west-country bride, Alice Stafford, widow of (Sir) Edmund Cheyne. The marriage probably came about because the Cheynes owned the manor of Tothill, not far from the disputed Theddlethorpe estate, and it is likely to have been a part of the marriage agreement that her father Sir Humphrey Stafford should surrender in her favour the keeping of this manor, which he had by royal grant during the minority of her daughters.
If the childless death of Gilbert Umfraville, earl of Angus, in 1381 had had a major impact on the fortunes of the family, even this was of little significance compared with the transformation occasioned by the childless death of Sir Robert Umfraville on 27 Jan. 1437. This brought Tailboys a large estate composed principally of the Lincolnshire lands once of William, Lord Kyme (d.1338), with the much less valuable Northumbrian properties, ravaged by intermittent border warfare, of the Umfravilles. His title to these estates was confirmed by collusive litigation against Sir Robert’s feoffees in the court of common pleas.
The great wealth of the family after 1437 and the expectation of such riches during Sir Robert Umfraville’s last years is reflected in the family settlements made by Walter. On his second marriage in 1432 he settled a generous jointure of four manors, including Goltho and worth £100 p.a., on Alice and his male issue by her.
After inheriting the Kyme lands the remainder of Walter’s career was uneventful. The move to South Kyme occasioned a disagreement with his new neighbour and feudal overlord, John, Lord Beaumont, over the course of a ditch that ran between their lands. In February 1439 Beaumont sued out a commission of oyer and terminer against him for diverting the ditch and flooding his land, but the dispute was quickly resolved and did not prevent Walter’s addition to the Kesteven bench in the following May. Later, on 8 Mar. 1441, describing himself as ‘lord of Kyme’, he sued out a papal indult to have a portable altar.
