Holt was living in Canterbury by 1372, and in the course of the next 20 years he acquired a number of properties in the city, situated for the most part near Westgate. That his career as a lawyer proved financially rewarding is further suggested by his ability to purchase land in several places in east Kent, concentrated on the Isle of Thanet and in the area between Canterbury and Sandwich.
It may well be that Holt’s activities as a lawyer rendered him unpopular in certain sections of the community. On 10 June I381, at the onset of the Peasants’ Revolt, insurgents from Canterbury and elsewhere, led by a certain tailor who as one of Holt’s neighbours probably bore him a personal grudge, ransacked his house at Westgate and made off with goods worth £40. Nor was this the last of his troubles, for in the following year the Crown began proceedings against him for having failed to produce in court a certain defendant for whom he had stood bail pending his appearance in a suit for trespass. In December 1386, shortly after the dissolution of the only Parliament in which he represented Canterbury, Holt appeared in Chancery as a mainpernor for James Peckham, undertaking with others on pain of £1,000 that the former shire knight would keep the peace. In the following year Edmund Staplegate of Canterbury made Holt a custodian of all his goods and chattels. Not long afterwards Holt himself was a defendant in an assize of novel disseisin regarding the estate of the late Richard Faversham, in which his own interest was as a tenant or feoffee, but judgement was given for the plaintiffs in 1392.
Holt is last recorded in 1408 as dealing with property in Sittingbourne, to which his wife laid claim. He died at an unknown date before 1417, for Robert Reynhull, the vicar of St. Cross, Westgate (of which Holt had been a benefactor) then bequeathed a small breviary to the priest already engaged there to pray for his soul.
