Of obscure background, Welles began his career in the service of the prior and convent of St. Swithun, Winchester, who in January 1432 granted him an annuity of four marks for good service and advice in the past and in times to come, as well as an allowance of cloth and lamb’s fur equivalent to that otherwise allotted to one of the prior’s esquires. Probably engaged as a member of the prior’s council, his presence at at various manors belonging to the priory in the course of the next five years also suggests that he assisted its steward. Early in 1433 he was given in addition an upstairs room at the priory, known as ‘Hullyschamber’, with a small stable underneath, fodder and hay for two horses and hospitality in the prior’s hall as befitted his position.
Thomas was probably the ‘Welles’ mentioned as a member of the Inner Temple in 1440, and by then he was evidently building up a sound reputation in legal circles,
Over the same period since the 1440s, Welles had taken on the arduous duties of ad hoc commissions of local administration, and in 1452 he replaced the recently-deceased Thomas Haydock* as a j.p. of the quorum on the Hampshire bench. He also assumed Haydock’s role as steward of the estates of Winchester College, an office he similarly filled for a very long time (upwards of 36 years). The warden of the college had previously engaged him as legal counsel for a fee of 13s. 4d. a year, which was increased to £5 on his assumption of the duties of steward.
The pattern of Welles’s service on royal commissions reveals no discernible political bias in the civil-war years, and he continued to be appointed to the bench regardless of changes of monarch. He was assiduous in his duties, for instance sitting as a justice of oyer and terminer hearing cases of treason in the summer of 1466, and at Salisbury in January 1469 he was one of the body, headed by the duke of Gloucester, which tried and executed Thomas Hungerford* (the titular Lord Hungerford), and Henry Courtenay, the dispossessed heir to the earldom of Devon. Also at Salisbury and along with William, earl of Arundel, he considered ‘the matter between the bishop and the commonalty’, a dispute which had been going on for several years, in the course of which the citizens of Salisbury had challenged the authority of Bishop Beauchamp. On this occasion, however, Welles was probably not an impartial judge but rather an arbiter, for he was paid £2 by the civic authorities for his legal counsel.
Over the years Welles was frequently asked for his advice in matters of the law,
Much less is recorded about Welles’s own property interests, although a few of his acquisitions may be noted. From 1447 he received an annual rent of £2 from the manor of Binsted in Sussex, by grant of Edmund Turnaunt, the son of a Winchester clothier; and he had a house at Brambridge, about five miles from Winchester.
Such benefactions, made near the end of his life and probably with regard for his soul’s welfare, may have been prompted by the death of Welles’s only son and heir. Of this young man little is known, not even his first name, but there are grounds for supposing that Welles had arranged his marriage to Margaret, one of the daughters of John Weston II* of Buxted in Sussex. That Welles and Weston were closely associated is clear, for in 1455, after Weston died intestate, Welles brought suits in the court of common pleas as administrator of his goods.
The date of Welles’s death is uncertain. Still living in September 1487, when Bishop Courtenay granted the stewardship of his estates in reversion to (Sir) Reynold Bray†,
