Thomas was the eldest of the three surviving sons of Laurence Drew, the lawyer who came to national prominence during the last five years of Richard II’s reign as a member of the King’s Council particularly esteemed for his advice on legal matters. Laurence built up an impressive record of service in Parliament, too, both as a parliamentary proxy for the abbot of Malmesbury and as shire knight for Berkshire in at least eight of the Parliaments between 1379 and 1414. Although the generous annuities of 140 marks granted him by King Richard were cancelled following the latter’s deposition, Laurence nevertheless appears to have died a wealthy man, in enjoyment of an annual income from his property in Wiltshire, at Seagry, Littleton Drew and elsewhere, amounting to £56 6s. 8d., and from his wife’s manor of Southcote in Berkshire which provided at least £15 p.a. more.
In addition, Thomas acquired more landed interests for himself, for in 1414 in association with John White† of Reading he took possession of holdings in the parishes of Shinfield and Burghfield, in Berkshire,
Drew, who took up his father’s profession, finished his training in the law at some point before July 1402, when he first appeared as a mainpernor for litigants from Berkshire.
Drew’s participation in local administration had begun in 1416, with his appointment to a commission of sewers, but, curiously, no further appointments came his way until 22 years later. He attested the Wiltshire elections to Parliament held at Wilton on 20 Oct. 1422,
Despite representing a borough, Drew was no townsman, since his landed interests clearly placed him among the gentry. Indeed, as a wealthy esquire he was distrained in Berkshire in 1430 and in Wiltshire nine years later for failing to take up knighthood, while in the meantime, in 1434, he had been required to take the oath against maintenance in both these counties where he had residences.
Throughout his career Drew’s services as a legal adviser and trustee were much in demand. For example, Stephen Haytfeld* and his wife, the wealthy widow of Sir John Drayton†, employed him in 1425 for the completion of a settlement of the manor of Nuneham in Oxfordshire to the advantage of Thomas Chaucer* the former Speaker.
In his last years Drew’s closest associates were his son-in-law Walter Sambourn, who had married his daughter Margaret, and a kinsman named John Changton or Jangeton.
In May 1455 Drew’s widow, in association with his former colleague, Richard Chokke, serjeant-at-law, received from Thomas Raynham, gentleman, and others a recognizance for £400 guaranteeing that within a month of recovering four messuages in the London parish of St. Anthony in the Guildhall court, they would make her a legal estate of the same for her lifetime. Whether they ever did so is unclear, for the recognizance under the same condition was repeated in November 1456.
