Robert was born in Lincolnshire to the Gaytons who lived at Spalding.
To judge from later lawsuits, Gayton supplied dye-stuffs to the cloth industry, having dealings with fullers, dyers and weavers of the west Midlands, some of whom he subsequently sued for debt.
Over the years Gayton gradually established for himself substantial interests in property in London. His most notable acquisition came early in his career, when, in 1429, his kinsman William Oliver conveyed to him his capital tenement called The Star and its four adjacent shops situated in Bread Street, along with a rental income of 74s. p.a. The intention was that he should confirm Oliver and his wife Maud in possession of these properties for the rest of their lives, with reversion to Oliver’s feoffees, who were headed by another grocer, Thomas Catworth*. Gayton duly made the conveyance of the reversionary interest to Catworth and the rest on 4 Nov. 1432, but then, just four days later, he entered an agreement to pay them 500 marks for it, in instalments spread over ten years. It seems likely that this arrangement accorded with Oliver’s plans for the foundation of chantries in the church of St. Thomas Acon, as revealed in an undated will which was enrolled in the court of husting at the end of the same month, yet, as a consequence of the muddled state of Oliver’s affairs following his death, Gayton, Catworth and the other feoffees lost a lawsuit regarding the rental income levied on the property. Nevertheless, Gayton eventually took possession of The Star, doing so at least by July 1446, when, belatedly seeking to carry out his kinsman’s wishes, he made settlements of a rent of 18 marks arising from the inn and shops, and promised to amortize land providing the same income to support two chantry priests.
For a substantial part of his life Gayton avoided public office, both by royal appointment and through promotion by his fellow grocers and citizens. He even took the trouble to obtain, on 25 Jan. 1444, formal letters granting him exemption from any such service to the Crown.
Leaving Gayton’s foray into the land market aside, it was his standing in the Grocers’ Company which led to his appointment to two extraordinary royal commissions, concerning the means which might be employed by Henry VI’s cash-strapped government to increase the number of coins in circulation. The first, dated 17 May 1456, took as its premise that ‘an abundance of coinage engenders universal prosperity’, and deputed two mercers, two goldsmiths, two grocers (of whom Gayton was one) and two drapers, all from London, to assist the warden of the change to investigate the truth about current rumours that base metals had been successfully transmuted into gold. The commissioners were to make a report in writing to the King and Council at the beginning of July, but if they did so it cannot have proved conclusive, for in March following Gayton was appointed again to make inquiries about alchemical means for the settlement of the Crown’s debts.
The background to this London grocer’s election to the Parliament of 1460 for the Sussex borough of Steyning remains obscure, especially as no evidence of any connexion between him and the local burgesses has been found. But he was not the only Londoner to succeed in gaining election for a Sussex borough at that time: John Harowe*, the mercer, and John Worsop*, the draper, were also returned, both of them as representatives of the borough of Horsham, which belonged to John Mowbray, duke of Norfolk. It is significant that the duke was the dominant landlord in Steyning, too, leading to the suggestion that it was through contact with him or his advisers that the three Londoners secured election to what promised to be an eventful and politically critical Parliament. It had been summoned following the Yorkist victory at the battle of Northampton, and with the prospect of Richard, duke of York’s imminent return to England, perhaps intending to seize the throne. Norfolk, York’s ally, may have hoped that the Londoners would support their cause in the Commons. They may also have been expected to promote the interests of their fellow citizens of London, who from the time the Yorkist earls had entered the city on 4 July had given them practical financial support (to the tune of loans which amounted to £11,000 in the course of the following nine months). Early in October 1460, a matter of days before the Parliament was due to assemble on the 7th, the governing body of London set up an ad hoc committee to discuss ways of ensuring that the City’s interests would be represented at Westminster. In this respect Londoners sitting for other constituencies could stand beside the City’s own four MPs to present a common front.
Yet there is always the possibility that Gayton had simply decided that the time was right to leave the capital and return to his roots. When it came to his renewed attempts to recover the lands he had purchased in Lincolnshire, he was ready to affirm in a petition to Edward IV that it was God’s will that Lancastrian rule had ended. Having complained about the unfair award the former chief justice (Sir) John Fortescue* had made, whereby he had been deprived of lands worth seven marks a year as well as 40 marks in money, he declared that Henry VI had taken ‘no heed of the lamentable wrongs extortions murders misguiding of the law by colourable cruelties but let all things run under his authority by cruel tyranny’. Accordingly, God had brought him down.
