The senior branch of the Cuddon family, represented by Richard’s uncle, Peter Cuddon†, and his cousin, Robert Cuddon*, had attained the status of gentry by the early fifteenth century, and the Cuddons were among the most important and well connected residents of Dunwich in Henry VI’s reign. Richard’s father, another Robert, was a younger son and less prominent than the senior members of the family, although he did serve five terms as bailiff of the borough.
A contemporary minute book kept by the borough’s bailiffs provides much of our information about Cuddon. In about 1417, for example, he hired a gun that belonged to the community for 4d., but the uses to which he put it are unknown. The book also shows that a fellow burgess, Peter Bagge, was a close associate. During the late 1420s, he and Bagge co-owned a fishing boat of which the latter was skipper and, at the end of the same decade, they made a joint contribution to the borough of 6s. 8d., towards the costs of constructing a new east quay in the port of Dunwich.
Cuddon had succeeded his father by April 1427, since by then he was in possession of the elder man’s property at Dunwich, including a shop in the market, for which he paid the corporation an annual rent of 21d. By now, he was very much involved in the borough’s affairs at an official level. He had already served two terms as bailiff of Dunwich and had taken part in making a lease of the lands once held by Augustine Illes† (a prominent burgess of the 1330s and 1340s) to John Luke* in July 1425. He had also become a property owner on his own account before his father’s death; although Robert Cuddon lived in St. Leonard’s parish his son paid tax as a resident of St. Peter’s in the early 1420s. In May 1422 the town’s court amerced John Moreff* for failing to fill a clay pit he had made in the common way by the seashore, next to a messuage which the younger Cuddon held in St. John’s parish. Richard also kept livestock, for he had 12 sheep and eight lambs pasturing on a common marsh at the end of the 1420s.
Before becoming an MP for the first time, Cuddon participated in several parliamentary elections at Dunwich, and he acted as a mainpernor for Richard Russell‡, upon the latter’s election to the Commons in 1427 (although in the event Russell did not sit). In the same year, he contributed 3s. towards the extraordinary levy imposed by the borough authorities to cover the costs of sending its representatives to Parliament.
